$53 Find Cheap Flights from New York State to Illinois

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Low seasonJanuary
High seasonJuly
Cheapest flight$53
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from New York John F Kennedy Airport to Chicago O'Hare Airport

FAQs for booking flights from New York State to Illinois

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

    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 New York State to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York State to Illinois 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 New York State to Illinois?

    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 from New York State to Illinois with an airline and back with another airline.

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

    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 from New York State to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Illinois?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago Midway Airport (MDW), with an average flight price of $226.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Tuesday where round-trip tickets can be as cheap as $245. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $296 on average.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $224 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $291.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from New York State found in the last 72 hours was to Chicago Midway Airport, at $118 round-trip. The most popular route is Albany (ALB) to Chicago Midway Airport (MDW) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $118.

  • What is the cheapest month to fly from New York State to Illinois?

    The cheapest month for flights from New York State to Illinois is December, when tickets cost $247 (return) on average. On the other hand, the most expensive months are October and May, when the average cost of round-trip tickets is $563 and $478 respectively.

  • How far in advance should I book a flight from New York State to Illinois?

    To get a below average price on the flight from New York State to Illinois, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

  • How long is the flight to Illinois?

    An average nonstop flight from New York State to Illinois takes 4h 26m, covering a distance of 741 miles. The shortest route is Buffalo (BUF) to Chicago Midway Airport (MDW) with an average flight time of 1h 35m.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (93% of total searches to Illinois). The next most popular destinations are St. Louis (6%) and Moline (0%). Searches for flights to Peoria (0%), to Springfield (0%) and to Bloomington (0%) are also popular.

Reviews of the top 5 airlines serving from New York to Illinois

 
Need help choosing which airline to fly with from New York to Illinois? 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.
8.0
SouthwestOverall score based on 4278 reviews
7.0Food
8.0Comfort
7.6Entertainment
8.6Crew
8.2Boarding
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Horrible considering I didn’t go and I bought travel insurance and I didn’t receive a refund.

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

Spirit airlines was extremely uncomfortable. The seats were hard.. the constant up selling (from lack of food or even water to $15 for wi fi ) was annoying. Not a recommended airlines

Our experience was not a good one. Our flight got cancelled and was not given any accommodations due to the inconvenience. We lost time on our vacation due to this inconvenience

Book cheap flights from New York State to Illinois

Recent round-trip flight deals

7/22Tue
1 stop
11h 08mLGA-ORD
7/23Wed
nonstop
2h 09mORD-LGA
$102
8/26Tue
1 stopFrontier
8h 33mJFK-ORD
8/31Sun
1 stopFrontier
5h 49mORD-JFK
$105
7/26Sat
nonstopSpirit Airlines
2h 30mLGA-ORD
7/29Tue
nonstopSpirit Airlines
2h 09mORD-LGA
$119
7/19Sat
nonstopSpirit Airlines
2h 30mLGA-ORD
7/22Tue
nonstopSpirit Airlines
2h 09mORD-LGA
$120
9/2Tue
nonstopDelta
2h 50mLGA-ORD
9/3Wed
nonstopDelta
2h 15mORD-LGA
$137
9/3Wed
nonstopDelta
2h 46mLGA-ORD
9/9Tue
nonstopDelta
2h 10mORD-LGA
$147
9/17Wed
nonstopAmerican Airlines
2h 41mJFK-ORD
9/17Wed
nonstopAmerican Airlines
2h 18mORD-JFK
$152
9/17Wed
nonstopUnited Airlines
2h 38mEWR-ORD
9/20Sat
nonstopUnited Airlines
2h 15mORD-EWR
$157
8/13Wed
nonstopUnited Airlines
2h 39mEWR-ORD
8/20Wed
nonstopUnited Airlines
2h 22mORD-EWR
$159
7/29Tue
1 stopAmerican Airlines
7h 35mJFK-ORD
8/5Tue
nonstopAmerican Airlines
2h 20mORD-JFK
$185

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Recent one-way flight deals

8/19Tue
1 stopFrontier
7h 10mJFK-ORD
$53
8/6Wed
1 stopFrontier
5h 41mEWR-MDW
$53
9/11Thu
1 stopSpirit Airlines
8h 00mLGA-STL
$57
8/22Fri
1 stopSpirit Airlines
7h 57mLGA-STL
$59
8/30Sat
nonstopDelta
3h 18mJFK-ORD
$69
9/2Tue
nonstopDelta
2h 50mLGA-ORD
$69
8/27Wed
nonstopAmerican Airlines
2h 41mLGA-ORD
$78
9/2Tue
nonstopUnited Airlines
2h 41mEWR-ORD
$79
8/13Wed
nonstopUnited Airlines
2h 38mEWR-ORD
$85
9/11Thu
nonstopAmerican Airlines
2h 41mJFK-ORD
$86

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Last minute flights from New York to Illinois

Last minute flight, train and bus deals

7/2Wed
multi-stopFrontier
8h 34mJFK-ORD
8/6Wed
multi-stopFrontier
6h 08mORD-JFK
$150
7/4Fri
multi-stopFrontier
11h 39mJFK-ORD
7/16Wed
multi-stopFrontier
6h 08mORD-JFK
$176
7/4Fri
nonstopSpirit Airlines
2h 35mLGA-ORD
7/9Wed
nonstopSpirit Airlines
2h 09mORD-LGA
$198
7/4Fri
nonstopSpirit Airlines
2h 35mLGA-ORD
7/16Wed
nonstopSpirit Airlines
2h 09mORD-LGA
$200
7/5Sat
multi-stopAmerican Airlines
4h 23mLGA-ORD
7/19Sat
nonstopAmerican Airlines
2h 19mORD-LGA
$218
7/5Sat
nonstopAmerican Airlines
2h 39mLGA-ORD
7/19Sat
nonstopAmerican Airlines
2h 06mORD-LGA
$227
7/4Fri
nonstopDelta
2h 47mLGA-ORD
7/8Tue
nonstopDelta
2h 16mORD-LGA
$231
7/4Fri
multi-stopDelta
7h 16mEWR-MDW
7/11Fri
multi-stopDelta
5h 12mMDW-EWR
$232
7/5Sat
nonstopUnited Airlines
2h 39mEWR-ORD
7/12Sat
nonstopUnited Airlines
2h 33mORD-EWR
$256
7/1Tue
multi-stopUnited Airlines
5h 15mLGA-STL
7/2Wed
multi-stopUnited Airlines
5h 02mSTL-LGA
$269

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Everything you need to know for your flight to Illinois

Cabin class types available on flights to New York

Cabin classes available on flights to New York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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