$33 Find Cheap Flights from New York State to Illinois

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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$33
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Newark Liberty Airport to Chicago O'Hare Airport

Flights from New York to Illinois: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from New York to Illinois 
SheenaFlew with SouthwestLGA-MDWJun 2024
Get to the airport early. NY airports are always busy, even when you have TSA pre check
MelanieFlew with United AirlinesBUF-ORDAug 2024
I was pleased with United's service, staff, efficiency.
Verified travelerFlew with Air CanadaALB-ORDFeb 2024
Be prepared, travel with just what u truly need. Be considerate of others
AyeshaFlew with SouthwestLGA-MDWDec 2023
Great airports at both location. Always like flying southwest. Best airline.

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 $220.

  • 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 $235. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $286 on average.

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

    The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $216 on average. Morning departures are around 10% 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 $289.

  • 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 $99 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 $99.

  • 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 May, when tickets cost $217 (return) on average. On the other hand, the most expensive months are October and January, when the average cost of round-trip tickets is $563 and $390 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 2 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 4h 48m, covering a distance of 744 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 (92% of total searches to Illinois). The next most popular destinations are St. Louis (8%) and Moline (0%). Searches for flights to Evansville (0%), to Springfield (0%) and to Peoria (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 4293 reviews
8.0Comfort
7.6Entertainment
7.1Food
8.2Boarding
8.6Crew
Airline reviews

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

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

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.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

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. 💗

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

Don't need the male flight attended lecturing. The whole plane on how to act when there was no problems.Other than that everything was great

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 plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

They canceled our flight and left us stranded to figure it out

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

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.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

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.

I was traveling with my son and it was our first time with spirit so I didn’t realize our seats weren’t assigned. They scrambled and gave us seats next to each other. Also My son got sick on the plane and they really took care of him. Super family friendly crew and experience!

Great. I didn't eat or drink anything, nor did I have an option to be entertained, so i answered "okay"... but those categoriesreally don't apply. Everything else was great.

Book cheap flights from New York State to Illinois

Recent round-trip flight deals

5/28Wed
nonstopSpirit Airlines
2h 37mLGA-ORD
5/29Thu
nonstopSpirit Airlines
2h 09mORD-LGA
$53
5/28Wed
nonstopSpirit Airlines
2h 37mLGA-ORD
5/29Thu
nonstopSpirit Airlines
2h 09mORD-LGA
$58
5/14Wed
nonstopUnited Airlines
2h 35mLGA-ORD
5/14Wed
nonstopUnited Airlines
2h 15mORD-LGA
$137
5/14Wed
nonstopSouthwest
2h 20mLGA-MDW
5/20Tue
nonstopSouthwest
2h 05mMDW-LGA
$137
5/14Wed
nonstopUnited Airlines
2h 41mLGA-ORD
5/17Sat
nonstopUnited Airlines
2h 18mORD-LGA
$157
5/21Wed
nonstopDelta
2h 59mJFK-ORD
5/28Wed
nonstopDelta
2h 42mORD-JFK
$157
5/14Wed
nonstopSouthwest
2h 20mLGA-MDW
5/14Wed
nonstopSouthwest
2h 05mMDW-LGA
$157
8/12Tue
nonstopAmerican Airlines
2h 48mEWR-ORD
8/16Sat
nonstopAmerican Airlines
2h 19mORD-EWR
$159
8/27Wed
nonstopDelta
2h 46mJFK-ORD
9/3Wed
nonstopDelta
2h 22mORD-JFK
$172
5/20Tue
nonstopAmerican Airlines
3h 09mJFK-ORD
5/27Tue
nonstopAmerican Airlines
2h 16mORD-JFK
$173

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Recent one-way flight deals

5/21Wed
nonstopSpirit Airlines
2h 32mEWR-ORD
$33
5/20Tue
nonstopSpirit Airlines
2h 32mEWR-ORD
$34
5/29Thu
nonstopUnited Airlines
2h 38mLGA-ORD
$69
5/20Tue
nonstopSouthwest
2h 20mLGA-MDW
$69
5/21Wed
nonstopDelta
2h 42mLGA-ORD
$79
5/21Wed
nonstopDelta
2h 59mJFK-ORD
$85
6/18Wed
nonstopUnited Airlines
2h 39mLGA-ORD
$89
6/12Thu
nonstopSouthwest
2h 20mLGA-MDW
$89
7/4Fri
nonstopAmerican Airlines
2h 41mLGA-ORD
$90
10/23Thu
nonstopAmerican Airlines
2h 58mJFK-ORD
$94

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Last minute flights from New York to Illinois

Last minute flight, train and bus deals

5/6Tue
multi-stop
11h 11mLGA-ORD
5/13Tue
nonstop
2h 09mORD-LGA
$148
5/6Tue
nonstopSpirit Airlines
2h 39mLGA-ORD
5/13Tue
nonstopSpirit Airlines
2h 09mORD-LGA
$157
5/6Tue
nonstopSouthwest
2h 15mLGA-MDW
5/13Tue
multi-stopSouthwest
4h 35mMDW-LGA
$240
5/6Tue
nonstopUnited Airlines
2h 41mLGA-ORD
5/8Thu
nonstopUnited Airlines
2h 16mORD-LGA
$245
5/6Tue
multi-stopSouthwest
5h 45mLGA-MDW
5/13Tue
multi-stopSouthwest
4h 35mMDW-LGA
$249
5/6Tue
multi-stopDelta
6h 12mEWR-STL
5/8Thu
multi-stopDelta
5h 01mSTL-EWR
$267
5/6Tue
nonstopDelta
2h 52mLGA-STL
5/20Tue
nonstopDelta
2h 30mSTL-LGA
$275
5/3Sat
multi-stopAmerican Airlines
7h 52mLGA-STL
5/10Sat
multi-stopAmerican Airlines
5h 24mSTL-LGA
$295
5/4Sun
nonstopAmerican Airlines
3h 06mJFK-ORD
5/14Wed
nonstopAmerican Airlines
2h 16mORD-JFK
$308
5/4Sun
nonstopUnited Airlines
2h 59mEWR-STL
5/6Tue
multi-stopUnited Airlines
7h 42mSTL-EWR
$318

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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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