$42 Find Cheap Flights from New York State to Illinois

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Low seasonJanuary
High seasonAugust
Cheapest flight$42
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Newark Liberty 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 O'Hare Intl Airport (ORD), with an average flight price of $220.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Saturday where round-trip tickets can be as cheap as $240. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $294 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 $223 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 evening, which is peak travel time and where the average cost of a ticket is $282.

  • 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 $111 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 $111.

  • 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 5 weeks before departure.

  • How long is the flight to Illinois?

    An average nonstop flight from New York State to Illinois takes 5h 30m, covering a distance of 738 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 (94% of total searches to Illinois). The next most popular destinations are St. Louis (6%) and Moline (0%). Searches for flights to Peoria (0%), to Bloomington (0%) and to Springfield (0%) are also popular.

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
8.6Crew
7.1Food
8.2Boarding
8.0Comfort
7.6Entertainment
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

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?

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

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

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

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

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

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

Book cheap flights from New York State to Illinois

Recent round-trip flight deals

7/4Fri
nonstopSpirit Airlines
2h 37mEWR-ORD
7/8Tue
nonstopSpirit Airlines
2h 18mORD-EWR
$85
7/4Fri
nonstopSpirit Airlines
2h 37mEWR-ORD
7/8Tue
nonstopSpirit Airlines
2h 18mORD-EWR
$87
8/28Thu
nonstopSouthwest
2h 20mLGA-MDW
9/2Tue
nonstopSouthwest
2h 10mMDW-LGA
$140
8/12Tue
nonstopUnited Airlines
2h 42mEWR-ORD
8/15Fri
nonstopUnited Airlines
2h 13mORD-EWR
$143
8/12Tue
nonstopUnited Airlines
2h 37mLGA-ORD
8/15Fri
nonstopUnited Airlines
2h 22mORD-LGA
$143
8/12Tue
nonstopSouthwest
2h 20mLGA-MDW
8/18Mon
nonstopSouthwest
2h 00mMDW-LGA
$143
11/1Sat
nonstopAmerican Airlines
2h 58mJFK-ORD
11/5Wed
nonstopAmerican Airlines
2h 12mORD-JFK
$146
8/26Tue
nonstopDelta
2h 50mJFK-ORD
9/3Wed
nonstopDelta
2h 23mORD-JFK
$147
9/17Wed
nonstopAmerican Airlines
2h 41mJFK-ORD
9/17Wed
nonstopAmerican Airlines
2h 18mORD-JFK
$152
8/13Wed
nonstopDelta
3h 08mJFK-ORD
8/23Sat
nonstopDelta
2h 23mORD-JFK
$157

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Recent one-way flight deals

7/4Fri
nonstopSpirit Airlines
2h 37mEWR-ORD
$42
7/4Fri
nonstopSpirit Airlines
2h 35mLGA-ORD
$42
9/3Wed
nonstopDelta
2h 46mLGA-ORD
$69
9/2Tue
nonstopSouthwest
2h 20mLGA-MDW
$69
10/15Wed
nonstopAmerican Airlines
2h 58mJFK-ORD
$71
10/31Fri
nonstopAmerican Airlines
2h 46mLGA-ORD
$72
8/16Sat
nonstopUnited Airlines
2h 42mEWR-ORD
$72
8/13Wed
nonstopSouthwest
2h 20mLGA-MDW
$72
8/13Wed
nonstopDelta
3h 08mJFK-ORD
$79
7/2Wed
nonstopUnited Airlines
2h 39mLGA-ORD
$88

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Last minute flights from New York to Illinois

Last minute flight, train and bus deals

6/18Wed
multi-stop
11h 04mLGA-ORD
7/9Wed
nonstop
2h 09mORD-LGA
$140
6/17Tue
multi-stopFrontier
6h 30mEWR-ORD
6/25Wed
multi-stopFrontier
6h 06mORD-EWR
$158
6/21Sat
nonstopSpirit Airlines
2h 37mEWR-ORD
6/28Sat
nonstopSpirit Airlines
2h 18mORD-EWR
$168
6/21Sat
nonstopSpirit Airlines
2h 37mEWR-ORD
6/25Wed
nonstopSpirit Airlines
2h 18mORD-EWR
$183
6/21Sat
multi-stopAmerican Airlines
7h 41mJFK-ORD
7/2Wed
nonstopAmerican Airlines
2h 21mORD-JFK
$204
6/21Sat
nonstopAmerican Airlines
2h 46mJFK-ORD
7/2Wed
nonstopAmerican Airlines
2h 21mORD-JFK
$222
6/21Sat
nonstopDelta
3h 14mJFK-ORD
7/30Wed
nonstopDelta
2h 43mORD-JFK
$230
6/21Sat
multi-stopDelta
5h 03mEWR-ORD
7/30Wed
multi-stopDelta
4h 24mORD-EWR
$241
6/21Sat
nonstopUnited Airlines
2h 36mLGA-ORD
6/24Tue
nonstopUnited Airlines
2h 20mORD-LGA
$283
6/21Sat
nonstopUnited Airlines
2h 35mEWR-ORD
8/2Sat
nonstopUnited Airlines
2h 13mORD-EWR
$291

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Everything you need to know for your flight to Illinois

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