Find cheap flights from Chicago to New York State

Search hundreds of travel sites at once for deals on flights to New York State

Round-trip
1 adult
Economy
0 bags
Wed 3/8
Wed 3/15

Let KAYAK do the searching

Save 22% or more

Search hundreds of travel sites at once for deals on flights to New York State

We’re completely free to use – no hidden charges or fees.

Filter by cabin class, free Wi-Fi and more

Bundle your flight + hotel and save

Latest New York State Flight Deals

Best round-trip prices found by our users on KAYAK in the last 72 hours

MOST POPULARNew York
1 stop from $102
1 stop from $51
Buffalo
Nonstop from $143
2+ stops from $86
Syracuse
Nonstop from $148
Nonstop from $89
Albany
Nonstop from $250
Nonstop from $125
Rochester
1 stop from $203
1 stop from $88
Ithaca
1 stop from $298
1 stop from $259

Good to know

Low season

February

High season

November

Cheapest flight

$51

Average price round-trip

$255

Good deal round-trip

$166

Good deal one-way

$86
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago Midway to Newark
(avg. price over the last 2 weeks)
or less
or less

Top tips for finding cheap flights to New York State

  • Looking for a cheap flight? 25% of our users found tickets from Chicago to the following destinations at these prices or less: New York $107 one-way - $166 round-trip
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be June and July. The cheapest month to fly to New York State is February.
  • Morning departure is around 3% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking New York State flights

Top 5 airlines serving from Chicago to New York State

Scores according to KAYAK customer reviews
8.4
SouthwestOverall score based on 13938 reviews
8.7Boarding
8.4Comfort
9.0Crew
8.0Entertainment
7.8Food
Airline reviews
Pros: "Cool"
Cons: "Cool"
Pros: "Cool"
Cons: "Cool"
Pros: "Crew and flight itself was great"
Cons: "Temperature was too warm"
Pros: "Great prices, great schedules (tons of flights)."
Cons: "Free WiFi."
Cons: "Nothing boarded right onto the plane without any problems"
Pros: "Nothing"
Cons: "Assigned seating and if my flight would actually leave on time"
Pros: "Great job accomodating my disability."
Cons: "The pre-boarding was very chaotic."
Cons: "Very friendly and attentive flight attendants."
Pros: "We arrived 20 minutes ahead of schedule!"
Cons: "Everything was great!"
Pros: "Crew was excellent, seat was just a seat"
Cons: "Courteous service is there. I do not think of anything better."
Pros: "Seats new plane."
Cons: "Delayed loading really badly managed little info on problem."
Cons: "Love Southwest, never had delays and the staff are very friendly"
Cons: "No WiFi and no one notified us we were delayed."
Cons: "On time"
Pros: "The crew was attentive."
Cons: "No phone chargers on the plane. WiFi was not available for that particular flight. We sat on the plane at the gate for almost an hour before the plane started moving and the crew said the delays were due to “paperwork”"
Pros: "I forgot the guy's name buy one of the crew members was especially funny! Good snacks, comfy seats, solid entertainment."
Cons: "Had a 1.5 hour delay due to a mechanical issue."
Cons: "Even with the air vent open, it was a bit warm. Traveling with my dog, had to pick the case up so she could get some fresh air."
Pros: "Ample seat room. Not full flight. Attentive flight attendants."
Cons: "Cup of hot tea was very small."
Pros: "Service was great! On-time departure."
Pros: "Flight was amazing!"
Pros: "From car rental to the gate in 20 minutes Every detail went well"
Pros: "I appreciate that the crew did their best to make everyone happy and comfortable. I also appreciated that since the flight was delayed the crew did their best to make sure the boarding process was quick and as painless as possible."
Cons: "The connection in St. Louis was tight and unfortunately the departure gate was on the other side of the terminal so the Austin passengers had to hustle to make sure to make the flight. I’m not sure why my KTN did not connect to the tickets and so I was not able to utilize the pre-check security, which is a bummer. I have my number on my SW account so I’m not sure why this time it did not connect automatically as it as done in the past."
Pros: "Once again, a Southwest flight crew made the discomfort of flying a little less onerous by being friendly and funny. People were actually laughing out loud. The seats are so small you’re packed in like sardines, the food offering is a lousy bag of pretzels. But the flight crew? They were truly pros."
Cons: "See above — it’s just misery to fly in tiny seats."
Cons: "Very cold!"
Pros: "Didn't crash."
Cons: "In wheelchair and needed assistance boarding. In fact there were 3 of us and no assistance. They started boarding others and then that made it difficult to board. I felt neglected and in everyone's way. No food available on flight to purchase. Because of time difference, after landing and customs check, I was hungry but didn't think I had enough time to get anything. If I had known the plane was delayed, I would have gotten something to take on board. I arrived at Ontario Airport at 10 45pm which was 12:45pm by my stomachs time and I hadn't eaten anything since lunch."
Pros: "I like the boarding method a lot, everyone should do it that way. The staff is kind and polite overall. Their baggage policy is what brings me back every time."
Cons: "I wish they weren't so stingy with the soda drinks. I was feeling very thirsty and they give you a tiny cup. I tried to get up to get another drink only to get chastised back into my seat to anxiously wait for them to come around again."
Cons: "Almost never used to have a delayed SWA flight. Now it is commonplace. Gate attendants rarely say anything of explanation or apology, as if you will always just be there. Not necessarily so."
Cons: "No coat closet"
Cons: "This flight was missed due to the delay, not leaving until 8:35."
Pros: "Everything!"
Cons: "There was nothing to dislike!"
Pros: "the boarding agent was hilarious"
Pros: "Southwest is now my favorite airline. They have the best crew ever and they got the process of boarding downpack."
Pros: "Boarding and exiting went fine. Other than a rude passenger, the flight attendants were very courteous, even to her."
Pros: "One of the passengers was celebrating a birthday. A flight attendant asked all passengers to close the window shades and turn on call lights. We all sang ‘happy birthday’ and when the birthday girl blew out the candles, everyone turned off the call lights. Surely a birthday to remember."
Cons: "N/a"
Pros: "The crew was awesome and boarding was seamless."
Pros: "Crew."
Cons: "As usual, snacks only. No real food."
Cons: "Cramped seating flight was just about sold out"
Pros: "The Crew on Flight 4012 was the absolute best!!!"
Pros: "Well organized. Pleasant crew."
Cons: "No issues"
Pros: "Smooth flight."
Cons: "Sitting on the runway too long."
Pros: "Boarding"
Cons: "No entertainment"
Pros: "They are always on time, always efficient, always friendly."
Pros: "Delayed by 2.5 hours - every 30 minutes or so we got an update saying it'd be another 30 minutes"
Pros: "I got home"
Cons: "Zero entertainment; zero meals (snacks only); cup of soda; couldn't sit with family because boarding pass was at the end of the "Bs." Very uncomfortable."
Pros: "Professional crew, even when the obviously drunk woman and her husband in front of us made a stink about 'water service only' on the 23-minute flight."
Cons: "Very crowded flight. The plan sat with no circulating air on the tarmac for 40 minutes waiting to take off. Apologetic pilot kept us in the loop, though."
Pros: "free snacks, comfortable seat, friendly crew."
Cons: "limited channels on free tv there used to be more when they had a different partner. I did watch ESPN for the first time on a flight. The stream was a little choppy on my device"
Pros: "Southwest still offers free bags and the available wifi is convenient. The crew onboard was pleasant and professional."
Cons: "LGA is just the worst! We were delayed and it's impossible to get in and out of the airport. Cabins are dated and feel spartan. Not having assigned seats is archaic and stressful. People don't actually follow the rules, and it makes the flight feel more like flying on a bus. The staff at midway was strangely rude and dismissive when asked about upgrading my boarding position."
Pros: "Crew were entertaining"
Cons: "Boarding was disorganized"
Pros: "Crew"
Cons: "Plane change boarding procedures"
Pros: "The crew was very attentive."
Pros: "First class was A+"
Cons: "Not a thing"
Pros: "Timing of the flight was always good. Efficient flying. Crew was super helpful too even when passengers were a bit too much."
Cons: "WiFi sucked"
Cons: "A little more room."
Pros: "Crew did a fantastic job"
Cons: "All was well"
Cons: "It was a little chilly."
Pros: "Crew was amazing."
Cons: "Flight was delayed, boarding was a little messy."
Cons: "Late departure"
Cons: "Better snacks. No cost for checked first luggage"
Cons: "Nothing. I've flown on worse."
Pros: "The crew did very well. The seats could have been a little more comfortable, the lumbar could have been a bit more stiff for lower back support, the arm rest up and down function did not work, and a little more space between rows and seats would have made it more comfortable."
Cons: "The seats could have been a little more comfortable, the lumbar could have been a bit more stiff for lower back support, the arm rest up and down function did not work, and a little more space between rows and seats would have made it more comfortable. The bathroom was too narrow."
Pros: "The Crew from check in to flight was amazing! Service with a Big huge smile."
Cons: "Nothing to dislike."
Pros: "Great! Decent."
Cons: "Delayed. Flue season folks. If your sick just don’t travel!"
Pros: "Great crew as usually"
Cons: "Hated ORD"
Pros: "I missed my initial flight to Portland and people with Alaska immediately booked me for the next flight out. It was incredibly reassuring to have their help and patience. Even when there was a mixup with seating, the stewardesses took care of me and made sure I had a seat. Thank you Alaska, you made it right."
Pros: "Had the chance to watch interactions with boarding attendants and other passengers and flight crew. Was always very informative and friendly to passengers, flight crew and ground crew and always seemed informed on what was going on. Flight was great and stewardess' were super friendly and helpful."
Cons: "N/A"
Cons: "Auxiliary generator broken so plan got hot very quickly. Flight was 2.5 hrs delayed due to another mechanical failure. And then once we were in air they generously notified us that the WiFi was broken. Utter garbage."
Pros: "Seats, movie selection, drinks"
Cons: "No headphones available both ways and my AirPods don’t work with system. Flight attendants this leg were not so friendly."
Pros: "I missed my flight by mere minutes. It was my responsibility to make it to the airport with ample time, but the doors closed on me with 7 min until scheduled take off. I understand the rule is that the doors close at 10 min before take off. The gate agent immediately put me on standby for the next flight and notified me that there was a good chance I could get on that flight."
Cons: "Did not get to sample the food as I fell asleep as soon as we got into the air. I kept waking up however because the seats were not very comfortable. There was not any space to recline the seats so my back was upright and it was difficult to be in a comfortable position. I have been in worse seats with other airlines, so the seats on this plane were not terrible, but travelers would benefit from an ability to recline, even slightly, and an adjustable neck padding."
Pros: "I love Virgin America and was surprised I was getting on one of their planes. I later found out Alaska bought VA out. The moon lighting and easy access to food/drink choices on touch screen is a plus."
Pros: "Flight was efficient and smooth, attendants were all very kind, we arrived early, and my bags made it intact."
Cons: "I was shocked that there wasn't an in-flight meal, or at least more of a snack. It's a 7 hour flight from Chicago!"
Pros: "Alaska airlines much better than United or American in terms of friendly service, wifi and battery charge, and entertainment options"
Pros: "Friendly staff, comfortable seats"
Cons: "The flight attendant went on and on and ON about how turbulent air was reported ahead, just because we're in a smooth stretch doesn't mean we're out of it yet, and so on. Must have been every 10-20 minutes. She just would not stop talking; while her voice was fine in person, over the PA it sounded like a cheese grater taken to my inner ear. I barely slept that flight; it was miserable."
Pros: "Good customer service and comfortable plane"
Cons: "Sat for an hour before take off."
Pros: "Seats had slightly more leg room"
Cons: "Seriously a coffee pot running hot water kept us on the ground another 45 minutes to an hour, very frustrating. There was one flight attendant Jordan that just made me uncomfortable she seemed rude and short even with her co workers. The food looked like it wasn't worth it on flight. Over all this experience made me second guess booking through Alaska and I'm going with the rei credit card instead too."
Pros: "Nothing"
Cons: "No overhead space Uncomfortable"
Cons: "The USB charger on my seat was broken"
Pros: "Professional flight attendants"
Cons: "N/A"
Pros: "check in at ohare was super easy. Also no security line. Friendly Staff."
Cons: "After push back we waited for about half an hour before we moved to the runway."
Pros: "Crew gave us updates"
Cons: "We were told it would take 5 minutes to deplane, fix the problem and reboard when it actually took an hour"
Pros: "First time flying Alaskan. Out of all the US-based airlines I flew with, Alaskan was the cleanest, friendliest, and quickest."
Pros: "The crew was fantastic! I was on my way to my bachelorette party in Portland and they were so sweet, congratulating me and even giving my friends and I free drinks! I would definitely fly them again! LOVED IT! :)"
Pros: "Friendliness"
Pros: "Everyone was so kind, thoughtful and timely."
Cons: "Our seats didn't recline, making it hard to rest."
Cons: "There was no entertainment (movies) on this long flight. Not an issue for me, but I know other airlines typically do have them."
Pros: "Crew was wonderful"
Cons: "The cabin was to hot. Was sweating the majority of the flight."
Cons: "Can I have a refund? My flight has been delayed 3 1/2 hours and then they add another delayed flight to leave from my gate ahead of us. Wonderful."
Pros: "Snacks are good and crew is very friendly. Kept us up to date with arrival times. Would fly again with Alaska"
Cons: "With delta, the movies are free. Didn't like that I had to pay for certain entertainment on Gogo"
Pros: "Very accommodating staff"
Cons: "We were asked to exit the plane at Tarmac and I was traveling with 2 little children. There were a lot of stairs to get off the plane and then walk back to terminal and then a lot of stairs were there to get back to terminal. I was hurting in my knee and my kids ears were hurting badly because the pressure was not controlled while landing. It was a very bad experience and I will definitely think twice about flying Alaska again."
Pros: "New equipment"
Cons: "Sparse food."
Pros: "Seats were not bad - headrests actually fit my head right!"
Pros: "Great service and extremely friendly staff. Brand new plane. More economy legroom then other carriers"
Pros: "After we got off the airplane, the flight attendants went out of their way to help a woman who had trouble understanding English find and get to the baggage claim. The service and kindness exemplified by the staff really made the whole experience wonderful."
Pros: "One of the flight crew sang us an original song just before landing. It included directions on safety etc. and it was delightful, funny and sweet. Then when I was in the terminal two of the same crew helped me figure out how to get to baggage claim."
Cons: "No complaints."
Pros: "Great airline and service!"
Cons: "Small overhead bins. If your carry on is slightly larger you will have to check it."
Pros: "More legroom than expected."
Cons: "Movies were not free."
Cons: "Coffee was super week No movies ORD-JFK"
Cons: "The seats were awful and uncomfortable. Payed 100 dollars extra for even more leg room and barely had any. Such an old plane for such a long flight. The seats in the first row barely fit a female with hips. The in-flight entertainment was staticky and you could barely see the TVs. Overall, one of the worst flights I have taken on JetBlue."
Pros: "Nice crew, nice plane"
Pros: "Complimentary snacks and drinks."
Cons: "Broken seat back, broken tray table, audio input didn't work."
Pros: "Cleo, our fly attendees made us feel right at home!"
Pros: "Seats are comfortable, main reason I like this airline. Crew was nice."
Cons: "The screens on the back of the seats are showing their age and the controls on the armrests are causing your neighbor to change your channel or the brightness of the screen. Letting everyone stream content to their own devices would probably be a better option, with safe charging available."
Pros: "seat comfortable"
Cons: "food"
Pros: "Service was awesome, 100% recommended"
Cons: "The food can be better."
Pros: "Crew was friendly. Food was good, especially the beef at dinner"
Cons: "Breakfast omelette was rubbery and really not good. Layover was way too long (4h). Not looking forward to my 11h layover on the way back, but at least JFK is a nice airport and I have lounge access through one of my credit cards"
Cons: "Jetblue the best"
Pros: "Everything was smooth, great service, friendly staff and captain. Arrived ahead of time. Free Wifi. Great inflight entertainment."
Pros: "You can always count on JetBlue for good snacks and free WiFi."
Cons: "But the snacks and free WiFi is not enough to payback the delayed departure experience. Just a week prior, my JetBlue flight was scheduled on time and then three things delayed thre flight for three hours right before we took off and now this! I was told it was due to needing to replace a crew member from another delayed flight. How can that affect so many people? The seat was also super uncomfortable and the back of the cushion was rolling forward, which made it hard to sit for that long. we also didn’t have a gate when we landed so that added on an extra 30minutes. Really disappointed."
Pros: "The rescheduling of my flight via a phone call"
Cons: "The delay of course"
Pros: "The flight was very smooth and the staff was very nice."
Cons: "The wifi did not work at all and my TV did not work so I had to listen to my music the entire trip."
Cons: "My first flight was delayed an hour due to pilot error (we left the gate on time, but sat on the tarmac for an hour). This caused me to miss my connecting flight, which stranded me at JFK because they only had one flight per day to my destination. JetBlue's customer service told me I could not reach my destination until the next day, which was unacceptable (I had a morning interview). In fact, the only thing they said they could do was *PARTIALLY* refund my ticket, even though they stranded me in a completely different city. They also said I would "be able to" book a new flight with a different carrier, which cost roughly $400, using my own money. In the end, I spent about an hour talking with customer service until they were "nice enough" to do a partial refund with an additional credit equaling the remainder of my $400 ticket to fly with them in the future. It was still a very poor interaction with customer service."
Pros: "Clean plane"
Cons: "Took 3+ hours to get in the plane"
Pros: "It was a great trip for the cost."
Cons: "Nothing."
Pros: "Free WiFi. Cute vids for Holloween"
Cons: "Nothing!"
Pros: "I appreciate that they let families with strollers board after Group A, there seems to be more space than the major carriers, and the snacks are good!"
Cons: "My Satellite XM radio didn’t seem to be working."
Pros: "This flight is 3 + hours delayed, and I think it’s because Jet Blue didn’t have a full flight for the 8:30 am departure, this is unacceptable and I need to be compensated for my time Winston White"
Cons: "This flight is 3 + hours delayed, and I think it’s because Jet Blue didn’t have a full flight for the 8:30 am departure, this is unacceptable and I need to be compensated for my time Winston White"
Pros: "The crews were very friendly A lot of options from direct tv and other entertainment programs The seats were wide enough Free Wifi"
Cons: "The plane got 2 hours delayed The screen was too small There was no charger on the plane Food option was limited"
Cons: "The flight was delayed and we would have missed our connection in NYC. So we had to cancel the trip."
Pros: "Good snacks, entertainment and excellent WiFi. Boarding was efficient and seats were comfortable."
Cons: "We arrived later for almost 2 hours"
Pros: "Non stop flight"
Cons: "Loudest airplane I've ever flown on! All though there is excellent leg room the seats were the most uncomfortable!!!!"
Pros: "Per usual crew and plan itself were nice"
Cons: "Flight was delayed about 3 hours from scheduled take off"
Cons: "my flight was delayed for 2 hours and there was no compensation for it"
Pros: "Bring her own earphones as then u can listen to their varied entertainment channels. Gave free snacks & there was quite an assortment so I wasn’t stuck w pretzels again. Free soft drinks; nice flight attendants & smooth ride from Chicago to NY"
Cons: "Late boarding with little communication. Equipment failure delayed the flight after pushing from the gate. Additional delay of 10 mins one we got to the destination gate."
Cons: "When I scanned my boarding pass the Jetblue staff member told me my carry on was too big and had to be checked. This was puzzling to me because I travel often and do not have a problem with that bag. As I was sitting on the plane I saw everyone's bag's were bigger especially the man next to me. His was significantly larger and he had a large duffle bag between his legs causing him to manspread into my area. and yet i was told "make sure your purse is under the seat" seriously?! What about his giant duffle bag and huge carry on roller?!"
Pros: "Service"
Cons: "That you can't turn off the movie"
Pros: "Crew was very hospitable"
Cons: "The headphone jack wasn’t working properly, sound was muffled and fuzzy. Couldn’t enjoy any entertainment provided. The flight was full so I couldn’t ask for another seat either."
Pros: "Free in-flight WiFi service for all travelers on the plane. Many onboard entertainment choices available using individual LCD screen display. Many selections of in-flight meals and beverages available for purchase during your flight. Online seat selection and online check-in were fast and efficient. Additional perks for travelers available online."
Cons: "There was no food included in my flight."
Cons: "Movies didn't work and we were one hour delayed on the runway."
Pros: "The only good things about this flight were: - The crew at the gate were very friendly and attentive - We arrived safely without incident"
Cons: "We were delayed 2 times before boarding. We were delayed 1 more time while on the plane. The pilot told us there was equipment trouble that had been fixed, but there was paperwork to fill out and it would only be a few minutes...and then radio silence for 30 minutes before pulling back. The flight attendants rushed through the pre-flight announcents and I could only understand about 60% of it due to speed, volume and accent. Despite asking me for my drink order, it never came...and I only heard a few soda cans pop open at all. Did they just decide not to serve us? She even gave me a napkin for it. Luckily when they put the snack basket in front of me, there was a tiny bottle of water, which I grabbed...little did I know, that was all I would get. The flight attendants were just tapping in the back of the plane the rest of the flight. They didn’t even bother collecting garbage until we were on final approach. They also never did the normal checks before landing."
Pros: "Crew was happy and friendly"
Cons: "Can’t think of anything"
Pros: "Seats were comfy."
Cons: "No coffee. Snacks were smashed."
Pros: "They refund me the money"
Cons: "I almost lost my international connection, had to pay double to get my destination on time"
Pros: "Ez check in with kiosk"
Cons: "I would like to see an organic food option, even with a fee if necessary. Recommendation, fruit like banana or apple. Certified organic."
Pros: "I liked my face mask. overnight flight"
Cons: "I don't think there is the option to turn off the TV"
Pros: "Boarding system efficient. Lots of leg room. Choice of snacks. Good service."
Pros: "The check in line was a little long, but moved quickly. Then the unthinkable happened and we got wind of our friend passing just as we got to the front. The woman working at the counter felt so bad for us that she actually moved us into our own row so that we could have the space to grieve. We were also traveling with a dog so that in itself was so kind and accommodating."
Pros: "Entertainment on board"
Cons: "My flights was delayed"
Pros: "Gave me my refund!"
Cons: "Flight was delayed 5 times without sufficient reason. Weather was clear. Had to ask for a refund after the 6th delay. Missed an important event."
Cons: "The ambient lighting used throughout the cabin was too bright and stimulating to let me fall asleep in an overnight flight, should have been dimmed more or turned off. The seats did not help the comfort levels either, should have been able to recline a tad bid more. The carry-on-bag situation is getting out of control, you should crack down on people who bring too many bags or oversized bags that should be checked in instead."
Pros: "Friendly staff and the on board entertainment and snacks"
Cons: "The last time I took JetBlue the flight was delayed by almost 3 hours"
Pros: "Friendly staff, comfortable, good selections"
Cons: "Tv wasn't working well. Sound was crunchy."
Pros: "the plane was good!"
Cons: "the plane boarded late"
Cons: "My flight was cancelled, the airline wouldn't provide me with a refund. They also had no other flights to my final destination so I was stranded in Beijing. They also lost my bag in the airport - I fortunately found that. I won't fly air china again"

Basic flight no clutches

Pros: "Kosher snacks! Thank you. Screens and outlets at every seat. Safe, controlled Covid protocols including de-boarding. Excellent!"
Pros: "The crew very professional. My flight was on time."
Pros: "The crew’s positive energy and great service were truly amazing. Kudos Delta!"
Cons: "Turn on the lights before landing graduallyb- noone likes bright fast - too nasty;"
Pros: "On time, comfortable flight. Great crew and service."
Cons: "Nothing. Everything was great."
Cons: "Late"
Cons: "It was late"
Cons: "food options"
Pros: "Good snack selection. Crew was personable."
Cons: "Seat assignment for me and my traveling companion was done at gate. We had to sit in 2 different rows."
Pros: "Crew was nice and welcoming"
Cons: "Well, if our plane had been leaving on time it would've been superb."
Pros: "Crew was friendly, cabin was clean."
Cons: "No Tvs"
Cons: "Notify the delay quickly"
Pros: "Flight attendant in first class was amazing."
Cons: "Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!"
Cons: "The flight was 2 hours delayed.. this cause a lot of inconvienece.."
Pros: "Arrived on time and smooth flight though it was completely full"
Cons: "It was delayed"
Pros: "N/A"
Cons: "Chinese Eastern did not try to help and solve my problem."
Cons: "Rude to passengers and then went to the back and loudly complained about other passengers. Very unprofessional."
Pros: "It was a smooth boarding, flight and exit out of the plane."
Pros: "I arrived safely."
Cons: "Space on board was horrible. Diffenately not enough room and I'm an average guys."
Pros: "It's a fast flight and boarding was quick."
Cons: "The terminal at LGA airlines is terrible."
Pros: "Snacks, cleanliness and crew"
Cons: "N/A"
Cons: "Hour late"
Cons: "Entertainment app from Go Go didn’t Work."
Pros: "It was a normal flight as well expected."
Pros: "We had a 2 1/2 delay due to mechanical issues but the crews, flight and ground, did a great job. Thanks."
Pros: "The crew and pilot were absolutely amazing."
Cons: "This is my 3rd delta flight in a row that has been delayed. I understand these things happen, just extremely frustrating."
Pros: "Flight attendants were excellent!"
Cons: "That's the flight is clean"
Cons: "It takes time and worries to find the air train and Aeroflot registration."
Pros: "My flight was great. Boarding was easy and the seats were comfortable."
Pros: "Customer service"
Pros: "Very nice flight and attentive staff. Enjoyed the view of NYC as we flew up the East River, then looped over Nassau County to approach LGA."
Cons: "The male flight attendant who handed out the complimentary drinks and snacks acted a bit strangely. I was very thirsty, and I asked him if I could keep the rest of the can of soda. He neither said yes nor no, but rather completely ignored what I said and just poured my drink and moved on. I was a mildly annoyed, but figured maybe it was policy and he was shy and didn't want to debate the matter. When he took care of the older couple behind us, however, things got really strange. He asked them whether they wanted pretzels or peanuts, but they misheard him and asked for a ginger ale. I happened to know that he did have ginger ale, since my wife had just gotten one, but rather than just pouring the old folks a drink, he repeated himself. "Peanuts or pretzels?" They misheard again and asked him whether he had a diet ginger ale. Again, rather than just pour them the drink, he repeated himself. "Peanuts or pretzels?" This went round and round a few more times -- like a poorly designed computer UI that refuses to accept anything except the correct input -- before the old couple finally figured out the disconnect and picked their snacks before their drinks. Very weird."
Pros: "We were treated very well and it was a short, sweet flight. Nothing to complain about."
Pros: "Flight was on time, boarded quickly and efficiently. Staff were nice enough but all business."
Pros: "Seats were comfortable, choose your own entertainment has new and classic films. Snack selection and quantity were low compared to JetBlue."
Cons: "Took too long to board the plane. Wifi never connected."
Pros: "Very clean plane and comfortable. Great friendly crew and very good service."
Cons: "Wifi service was slow but acceptable. Not a big issue."
Pros: "The Gogo Inflight wifi and entertainment did not work for even a minute. I choose flights based on their amenities and this one had offered full WIFI service which swayed me to choose to fly with Delta. I'm not sure who is to blame about this issue but I'm pretty frustrated that it was completely dysfunctional."
Pros: "No fee to get on an earlier flught"
Cons: "When I tried to rebook online this flight was not an option"
Pros: "Got lucky, and got an upgrade!"
Cons: "Good staff on the plane very sweet like. Actually arrived early. Thought we would get breakfast on the flight from Madison Wisconsin to New York City."
Cons: "Delayed and crews attitude. Also being seated next to someone when the plain is half empty"
Pros: "Nothing"
Cons: "I did not like the fact that I have been with Delta for years and their response to me about booking my flight and using the payment method was they are working on it and there is nothing they can do. They would not even offer to hold my flight for 24 hours in case they fixed the issue within that time frame. It was very disappointing."
Cons: "No in flight entertainment"
Pros: "Delta's free in-flight wi-fi for entertainment (movies, tv, music) on your own device is a big plus. Not so easy to find (there's sparse information in their magazine or seat-back brochure), but once you find it there's a wealth of options."
Pros: "The customer service of the middle aged White frmale FA"
Cons: "The seats were small"
Pros: "Clean, modern plane, friendly crew, great service"
Cons: "I liked it all!"
Pros: "Friendly crew"
Cons: "Late and then mechanical issues."
Pros: "The crew was nice"
Cons: "There was maintenance happening on the plane after everyone boarded. It was a long wait on the plane and it could have been better if that was done before boarding."
Cons: "The flight was delayed for two hours"
Pros: "Great crew"
Cons: "Left late and had a middle seat"
Pros: "Crew was great"
Cons: "Seat was uncomfortable. Flight was much too crowded"
Pros: "good luggage space overhead - accommodate wheelie vertically like books. each seat had indiv tv screen, recent movies, usb charger, 3 prong charger."
Pros: "There is nothing positive to say besides it got me where I needed to go, even though my first flight was cancelled and had to completely redirect to another airport an that took me 2 hours to get to."
Cons: "Everything, the staff was rude especially at the gate. I was forced to check my bag not because of size but because I was in Group 6 boarding and I got on there was plenty of room on the plane. I had even explained I needed to do work and would have to hold everything in my arms."
Pros: "Flight was cancelled after multiple delays & I changed to United."
Cons: "Stop delaying & canceling flights, especially last minute"
Pros: "Really easy boarding and flight. Great in flight entertainment options."
Pros: "All was good"
Cons: "Nothing to complain about."
Cons: "American Airlines cancelled this flight and then sent one of my two checked luggages to another flight to Newark from Chicago O'Hare and didn't even think to put me and the luggage I left behind on said flight? Either they should have left both and let me deal with it OR send me on a flight."
Pros: "Seat assignment process was great and considerate of my preferences."
Cons: "If AA could fix its luggage handling process that would be great. BOTH (!) of my bags have been lost on this flight. Both have been eventually located, recovered and delivered to me, but experience was not pleasant this time."
Pros: "Flight attendants were friendly and thoughtful."
Cons: "Seating is too tight. Hard to believe that in 2019, major airlines still have seats without any electrical or UBS outlets for charging devices."
Pros: "Crew was great."
Cons: "Plane was about 1000 years old and I don’t think I’ve sat in a more uncomfortable seat."
Pros: "Comfortable seats and snack / drinks service"
Cons: "Delayed flight departure and bumpy landing"
Cons: "I was apparently "flagged" by British Airways for extra security checks. As I understood it in London, I was randomly selected for this security check. This then apparently meant that I was to be flagged for all subsequent flights. This meant that in Chicago, after going through two other security checks that day (Zurich and London) and completing customs, I had to engage in a full Homeland security check. This involved removing protective covers from my laptop and phone that were hard to get off (not meant to be taken off regularly) and a full body search that I did not have to do in London. After many hours of traveling, this was very a frustrating experience."
Cons: "I will never, ever book with Kayak again"
Pros: "Flight crew was great. The plane was half full, so the attendants allowed us to move."
Cons: "Terrible landing in Charlotte. The plane was rattling and had an annoying whistle."
Cons: "It was not clear that I needed a different 6 letter code to checkin using the AA website. I finally got frustrated and called AA only to find out the code was different. The codes should have been the same or you should have referenced it on the website when I tried to check in"
Cons: "Flight was delayed for more than 4 hours with little communication from staff as to why, gate was changed to a gate across the airport."
Pros: "Just one of the crew (a young African American female) was pleasant the rest were mediocre."
Cons: "The wait was horrible, the boarding was delayed and the plane was hot and stuffy. Very bad first experience."
Pros: "Our plane was late getting to the gate. They kept us informed and turned it around pretty quickly. There were storms between Chicago and Rochester so we were rerouted. As a result the hour flight was an hour and a half. The pilot kept us informed and it was a very smooth flight. So even though I was over an hour late arriving I so appreciated the communications and the safer route. AA seems to be communicating more than other airlines and I appreciate that. Flying is absolutely no fun anymore so you take what you can get for the positives."
Cons: "WiFi wasn’t working so I couldn’t communicate my late arrival to family picking me up."
Cons: "On my first flight from SLC to ORD I asked 3 different American Airlines employees if I needed to pay for my carryon before I got on the plane. They all said no. I got on the plane, put my carryon under the seat in front of me and everything was great. I landed in Chicago, got to my gate, went to board and this very rude employee stopped me after I scanned my ticket and told me I couldn’t board with my bag. The EXACT bag I had boarded with in SLC. After harshly grabbing my bag and putting it in the carryon basket to check for size, she wouldn’t let me pass by her into the boarding bridge and told me I was going to have to pay. I tried explaining that I had asked I’m SLC if I needed to check it and they had all said no and that it fit under my seat. She said, “I don’t care what they said in SL, this is what I’m saying here.” And directed me to the front desk where I had to pay $50!! $50 for a carryon backpack that fit under my seat comfortably 20 minutes before!! Without saying a word (cause I didn’t want to yell at the poor girl behind the desk) I paid the $50 and proceeded to enter the bridge but before I passed through, the rude woman said, “have a nice flight ma’am” and scoffed!! An audible scoff. So I’m short, I hate American Airlines and I will do my BEST to not have to fly with them in the future."
Pros: "The crew was helpful"
Cons: "We sat on the tarmac for an hour after boarding because there was some minor mechanical issue on the plane. Also, my video screen didn’t work so I had no way to access the in flight entertainment."
Pros: "The fact that they re-booked without me having to contact customer service."
Cons: "The connecting flight was cancelled while boarding was in progress at the start of the journey."
Cons: "Flight was delayed by untold circumstances causing us to miss our connecting flight to Venice."
Pros: "On time departure and early arrival"
Cons: "Nothing"
Pros: "Nice crew Spacious plane"
Pros: "The crew was amazing, flight was very smooth, arrived early, plane clean, service was great."
Cons: "For being in first class, my seat did not recline so I couldn't sleep and audio for my entertainment center was not working"
Pros: "Good time for flight"
Cons: "Tight, hot inside plane, no refreshments"
Pros: "The on-board attendants were personable and efficient."
Cons: "The lack of overhead storage was not noted at the gate so about half the passengers had to have their hand luggage tagged on the plane itself, involving wheeling to the back to be tagged. Then once everyone was seated, the attendant wheeled them by and passengers had to call out when they saw their bag go by so that they could be issued the corresponding luggage claim ticket. The seat width and pitch was sad compared to 'low cost' airlines like JetBlue."
Cons: "They left the lights on the whole flight"
Cons: "Great trip"
Pros: "Not turbulence"
Pros: "Was on time."
Cons: "Not eventful."
Cons: "Luggage did not make the transfer on time (Chicago-Charlotte after Tokyo), although they had about 45 minutes to load it. Do not buy an international ticket with less than 1.5 hours transfer time. (It took 45 minutes to get through customs/immigration and retrieve luggage for transfer."
Pros: "Nothing"
Cons: "An S80? Really? This plane was older than me! Horrible plane! The crew looked like they had been up since 4 am. Looked exhausted and unfriendly. I do want to clarify that this was an American Airlines operated plane, not etihad."
Cons: "All was excellent! Only the internet was not working good , payed for all flight access but most of the time the internet was not working. Anyway I contacted support team and they refunded me"
Cons: "The flight was delayed more times than I can count, we got a different reason each time. Weather I can understand, but telling us we are waiting on a specific crew to arrive and then announcing that crew is not for our flight was just terrible communication. No one seemed apologetic. The only thing they did was bring a snack cart over for us, and that got raided by children so many people didn't get anything. We had arranged transport from Orlando to Tampa for that evening, and our rides had to cancel because instead of 7pm we were now arriving at 130am. Your airline's mistakes put everyone at an inconvenience and we weren't offered assistance to fix it. My husband went to ask for help in arranging new transport home, but he couldn't even get to the front of the line. The customer service was terrible. We really enjoyed our first leg of the flight home with American Airlines, but after the second leg and all of the problems we had... we will not fly with American Airlines in the future."
Pros: "on time"
Cons: "very cold"
Cons: "The usual delays out of O'Hare. This plane was an older plane, but good enough for a medium length flight."
Cons: "This made the check in process extremely frustrating and confusing. Traveling with my elderly dad who had to squeeze between two large men for 7 hours because people who actually booked the airline got priority seating. We had to pay an extra $500 to upgrade to comfortable seats. Not pleased w Kayak."
Pros: "The crew was courteous and very nice."
Cons: "The aisles are too narrow. As passengers are boarding and you sit in the aisles you are constantly struck. FAA should investigate with the decreased aisle width and distance between the seats, can the evacuation be completed within required time, in an actual emergency. American Airlines is endangering the lives of passengers. And the cramped conditions are contributing to the hostile actions of some passengers. What does it take to do what is right?"
Pros: "I enjoyed the entertainment because I don't watch movies in the theater often. The movies I saw in-flight were recent films I've been wanting to see and made time pass fairly quickly."
Cons: "I'm not a giant, but there definitely was not enough leg room in the main cabin. I could not sit comfortably, especially in the middle seat."
Pros: "Free checked bag"
Cons: "2 hour delay No food to buy or drinks"
Pros: "Good flight. Arrived on time"
Cons: "Jet bridge was broken and needed repair. Delayed departure."
Pros: "The crew were exceptionally friendly and helpful. They made the negatives about the flight much more bearably be their excellence service whether during boarding, in flight, or after landing."
Cons: "I booked the flight originally through british airways and expected your standard, modern plane for cross atlantic travel. Boarding to find myself on a 767 designed (and likely built) in the 80s was rather disappointing."
Pros: "I did not like anything about the flight to be honest. Oh wait you did have cool club lights that were blue that tried to distract me from the fact that I had to take an American airlines flight."
Cons: "Holy moly. You know if you stopped charging extra money for checked baggage you wouldn't have a ridiculously annoying amount of customers with too many bags for overhead storage. Then you wouldn't have to threaten your customers to store their small bags under the seat. Then I would have room for my feet under the seat. When I would have been comfortable. I also wouldn't have to annoy my neighbor with trying to move and get comfortable. But instead the exact opposite happened and I'm offended you guys have America anywhere near your name."
Cons: "They cancelled the flight and put me to fly the next day"
Pros: "Everybody was nice my ride was comfortable and they treat me with respect"
Cons: "I like everything"

Book cheap flights from Chicago to New York State

Recent round-trip flight deals

3/7Tue
1 stopSpirit Airlines
10h 53mORD-EWR
3/14Tue
1 stopSpirit Airlines
7h 17mEWR-ORD
$102
3/7Tue
1 stopSpirit Airlines
10h 53mORD-EWR
3/14Tue
1 stopSpirit Airlines
7h 17mEWR-ORD
$108
3/7Tue
1 stopSpirit Airlines
10h 53mORD-EWR
3/14Tue
1 stopSpirit Airlines
7h 17mEWR-ORD
$109
3/7Tue
1 stopSpirit Airlines
7h 02mORD-EWR
3/8Wed
1 stopSpirit Airlines
7h 17mEWR-ORD
$110
2/28Tue
1 stopMultiple Airlines
17h 10mORD-EWR
3/2Thu
1 stopMultiple Airlines
7h 00mEWR-ORD
$114
2/28Tue
1 stopMultiple Airlines
17h 10mORD-EWR
3/2Thu
1 stopMultiple Airlines
7h 00mEWR-ORD
$115
3/1Wed
1 stopSpirit Airlines
7h 02mORD-EWR
3/7Tue
1 stopSpirit Airlines
7h 00mEWR-ORD
$117
3/1Wed
1 stopMultiple Airlines
21h 01mORD-EWR
3/6Mon
1 stopMultiple Airlines
19h 16mEWR-ORD
$121
3/4Sat
nonstopUnited Airlines
2h 04mORD-EWR
3/4Sat
nonstopUnited Airlines
2h 40mEWR-ORD
$123
3/14Tue
1 stopFrontier
12h 09mORD-LGA
3/20Mon
1 stopFrontier
21h 12mLGA-ORD
$125
3/21Tue
1 stopMultiple Airlines
9h 17mMDW-EWR
3/28Tue
1 stopMultiple Airlines
25h 07mEWR-MDW
$125
2/21Tue
1 stopFrontier
12h 17mORD-LGA
2/28Tue
1 stopFrontier
21h 27mLGA-ORD
$126
2/21Tue
1 stopFrontier
24h 27mMDW-LGA
2/28Tue
1 stopFrontier
27h 34mLGA-MDW
$126
3/4Sat
nonstopUnited Airlines
1h 34mORD-BUF
3/11Sat
nonstopUnited Airlines
1h 51mBUF-ORD
$143
3/4Sat
nonstopAmerican Airlines
2h 15mORD-EWR
3/6Mon
nonstopAmerican Airlines
2h 35mEWR-ORD
$145
3/6Mon
nonstopAmerican Airlines
2h 01mORD-HPN
3/13Mon
nonstopAmerican Airlines
2h 36mHPN-ORD
$147
3/8Wed
nonstopAlaska Airlines
1h 59mORD-LGA
3/12Sun
nonstopAlaska Airlines
2h 47mLGA-ORD
$161
3/2Thu
nonstopDelta
2h 15mORD-LGA
3/3Fri
nonstopDelta
2h 50mLGA-ORD
$166
3/4Sat
1 stopJetBlue
4h 37mORD-JFK
3/8Wed
nonstopJetBlue
2h 48mJFK-ORD
$168
2/27Mon
nonstopSouthwest
2h 10mMDW-LGA
3/1Wed
2 stopsSouthwest
8h 45mLGA-MDW
$227

Search by stops

Search by airline

Search by price

Recent one-way flight deals

2/28Tue
1 stopMultiple Airlines
9h 11mMDW-EWR
$51
2/28Tue
1 stopMultiple Airlines
17h 10mORD-EWR
$51
3/7Tue
1 stopMultiple Airlines
5h 20mMDW-EWR
$52
3/14Tue
1 stopFrontier
12h 09mORD-LGA
$58
3/7Tue
1 stopSpirit Airlines
7h 02mORD-EWR
$58
3/7Tue
1 stopSpirit Airlines
7h 02mORD-EWR
$59
2/27Mon
1 stopSpirit Airlines
28h 08mORD-EWR
$60
3/21Tue
1 stopMultiple Airlines
5h 23mMDW-EWR
$60
4/12Wed
1 stopSpirit Airlines
11h 08mORD-EWR
$61
3/1Wed
1 stopFrontier
12h 17mORD-LGA
$62
4/18Tue
1 stopMultiple Airlines
14h 51mMDW-EWR
$63
3/28Tue
1 stopSpirit Airlines
8h 36mORD-EWR
$64
2/28Tue
1 stopFrontier
12h 17mORD-LGA
$68
2/13Mon
1 stopFrontier
11h 49mORD-LGA
$71
3/22Wed
nonstopAmerican Airlines
2h 02mORD-LGA
$82
3/22Wed
nonstopAmerican Airlines
2h 08mORD-EWR
$82
3/4Sat
nonstopDelta
2h 17mORD-LGA
$83
2/27Mon
nonstopUnited Airlines
2h 06mORD-EWR
$83
3/28Tue
nonstopJetBlue
2h 17mORD-JFK
$83
3/8Wed
nonstopSouthwest
2h 00mMDW-LGA
$107

Search by stops

Search by airline

Search by price

Flights to New York State

Return flight deals:

New York - Chicago

Cabin classes:

$442
$386
$307
$113