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Find cheap flights from Chicago to New York State from $33

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to New York departing on 6/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 7/9
Tue 7/16

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Best New York Flight Deals

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

New York
New Yorknonstop$53
Buffalo
Buffalo1 stop$101
Syracuse
Syracuse1 stop$188
Rochester
Rochester1 stop$162
Albany
Albanynonstop$217
Ithaca
Ithaca1 stop$248
Binghamton
Binghamton1 stop$345
Burlington
Burlington1 stop$270

Good to know

Low season

February

High season

June

Cheapest flight

$33
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Chicago O'Hare Airport to New York LaGuardia Airport

FAQs - booking New York State flights

  • How does KAYAK find such low prices on flights from Chicago to New York State?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to New York State.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to New York State?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New York State from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to New York State?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to New York State with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to New York State?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to New York State from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to New York State

  • Morning departure is around 10% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to New York

Need help choosing which airline to fly with from Chicago to New York? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
Cathay PacificOverall score based on 1030 reviews
7.8Comfort
7.5Food
7.9Entertainment
8.0Boarding
8.2Crew
Airline reviews

Great, the flight attendants were very friendly and the food was also good.

10.0 ExcellentAnonymous, May 2024LAX - HKG
Read more about Cathay Pacific reviews

Great, the flight attendants were very friendly and the food was also good.

The overall flight went well and the aircrew was pleasant.

Very comfortable Prem economy seats for a long haul flight. Had a problem with the tv that the crew fixed so was great!

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Seats were very comfortable. Crew were excellent. Food very good.

Flight crew was especially thoughtful and attentive, made sure our seats were comfortable so we could rest on the long flight

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

The plane was not on time for boarding or departure or arrivals.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

Absolutely terrible. The boarding process had zero organization. Mobs of people trying to board. People were climbing over my child's stroller with her in it. No families were boarded first. Boarding was delayed with no reasoning or notification that it would be late. We were then stuck on the plane for 45 minutes after landing. Then waited over two hours for our luggage. There was zero communication with the travelers. Never have I experienced such I professionalism and disgrace of others. Extremely disappointed.

They didn’t let me get my boarding pass through the app because I have a lap infant. The ticket said to see a gate agent but there was no gate agent available. I was supposed to go to the kiosk. Ended up missing my flight and they said that I never checked in to my flight so there was nothing that could be done. I will never fly spirit again. Not even worth the hassle and poor customer service.

I like strict carry on policy. Quick to board, quick to leave. Less time at gate and get there quicker

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

comfortable flight. not fond of the idea to pay for every little detail. baggage checkin or carry ons, basic snack, or some sort of basic entertainment/wifi. would be nice to offer these as perks and stop with the penny pinching.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

Book cheap flights from Chicago to New York State

Recent round-trip flight deals

9/10Tue
nonstopSpirit Airlines
2h 15mORD-LGA
9/11Wed
nonstopSpirit Airlines
2h 39mLGA-ORD
$60
9/10Tue
1 stopSpirit Airlines
12h 52mORD-LGA
9/11Wed
nonstopSpirit Airlines
2h 39mLGA-ORD
$66
9/4Wed
1 stopFrontier
11h 22mMDW-LGA
9/11Wed
1 stopFrontier
16h 55mLGA-MDW
$96
9/3Tue
1 stopFrontier
11h 22mMDW-LGA
9/7Sat
1 stopFrontier
10h 53mLGA-MDW
$100
7/10Wed
nonstopDelta
2h 16mORD-LGA
7/16Tue
nonstopDelta
2h 47mLGA-ORD
$127
9/10Tue
nonstopAmerican Airlines
2h 30mORD-JFK
9/11Wed
nonstopAmerican Airlines
2h 41mJFK-ORD
$136
9/11Wed
nonstopAmerican Airlines
2h 30mORD-JFK
9/15Sun
nonstopAmerican Airlines
2h 41mJFK-ORD
$153
9/13Fri
nonstopDelta
2h 09mORD-LGA
9/18Wed
nonstopDelta
2h 33mLGA-ORD
$153
7/9Tue
nonstopUnited Airlines
2h 22mORD-EWR
7/9Tue
nonstopUnited Airlines
2h 37mEWR-ORD
$171
7/2Tue
nonstopUnited Airlines
2h 22mORD-EWR
7/6Sat
nonstopUnited Airlines
2h 35mEWR-ORD
$207

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Recent one-way flight deals

6/29Sat
nonstopSpirit Airlines
1h 57mORD-LGA
$33
9/25Wed
nonstopSpirit Airlines
2h 17mORD-LGA
$34
9/7Sat
1 stopFrontier
6h 22mORD-LGA
$49
8/28Wed
1 stopFrontier
5h 20mORD-BUF
$49
8/17Sat
nonstopAmerican Airlines
2h 06mORD-EWR
$60
8/28Wed
nonstopDelta
2h 09mORD-LGA
$64
8/7Wed
nonstopDelta
2h 41mORD-JFK
$64
9/11Wed
nonstopAmerican Airlines
2h 30mORD-JFK
$66
7/2Tue
nonstopUnited Airlines
2h 21mORD-EWR
$69
6/29Sat
nonstopUnited Airlines
2h 20mORD-EWR
$97

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Last minute flights from Chicago to New York

Last minute flight, train and bus deals

6/14Fri
multi-stop
23h 07mORD-LGA
6/17Mon
nonstop
2h 38mLGA-ORD
$168
6/14Fri
multi-stopSpirit Airlines
13h 24mORD-LGA
6/19Wed
nonstopSpirit Airlines
2h 38mLGA-ORD
$174
6/11Tue
multi-stopFrontier
15h 00mORD-LGA
6/12Wed
multi-stopFrontier
7h 16mLGA-ORD
$180
6/14Fri
nonstopDelta
2h 19mORD-LGA
6/17Mon
nonstopDelta
2h 50mLGA-ORD
$207
6/14Fri
multi-stopFrontier
15h 05mMDW-LGA
6/17Mon
multi-stopFrontier
17h 58mLGA-MDW
$208
6/14Fri
nonstopDelta
2h 35mORD-JFK
6/16Sun
nonstopDelta
2h 58mJFK-ORD
$247
6/14Fri
nonstopAmerican Airlines
2h 26mORD-JFK
6/21Fri
nonstopAmerican Airlines
2h 57mJFK-ORD
$272
6/12Wed
nonstopAmerican Airlines
2h 09mORD-EWR
8/13Tue
nonstopAmerican Airlines
2h 37mEWR-ORD
$273
6/14Fri
multi-stopUnited Airlines
18h 28mORD-EWR
6/15Sat
nonstopUnited Airlines
2h 43mEWR-ORD
$326
6/11Tue
multi-stopUnited Airlines
18h 28mORD-EWR
6/12Wed
nonstopUnited Airlines
2h 37mEWR-ORD
$351

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