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Find cheap flights from Chicago to New York State from $40

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 5/21. 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
lun. 6/3
lun. 6/10

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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 York1 stop$53
Buffalo
Buffalo1 stop$98
Syracuse
Syracuse1 stop$157
Rochester
Rochester1 stop$218
Albany
Albanynonstop$217
Ithaca
Ithaca1 stop$274
Binghamton
Binghamton1 stop$320
Burlington
Burlington1 stop$279

Good to know

Low season

February

High season

December

Cheapest flight

$40
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago O'Hare Airport to Newark Liberty 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% 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

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.
8.3
EVA AirOverall score based on 1542 reviews
8.0Food
8.0Entertainment
8.4Boarding
8.6Crew
8.2Comfort
Airline reviews

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

8.0 ExcellentAnonymous, Apr 2024TPE - JFK
Read more about EVA Air reviews

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

The quality of the food is pretty good. Thank you, EVA Air.

Pleasant crew. Very long flight, a bit uncomfortable at times being seated, but not too bad.

No ice for the drinks. Only gave a half a cup of your beverage. Not enough water. I got very dehydrated.

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

Eva is one of the top airlines in Asia... but often are over priced. Finally found a reasonable rate.

My original flight was rescheduled & EVA did a good job rescheduling my flight & connecting flight.

Polite hard working crew. No complaints really. Meals were not to my liking.

Everything was fantastic! The crew really went above and beyond to make it a great flight. I felt cared for with EVA.

t and I Flight crew did excellent job taking care of us and feeding us and staying professional. The boarding was delayed by an hour and then extra security measures were taken. No real explanation except for they said it was more of a maintenance dey

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.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

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

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

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.

Flight was delayed 2+ hours missed a concert because of it…

The seats were larger & more roomy than the old planes. the crew was excellent. . overall a very good flight.

No water for handwashing and they charged $5 for water. Spirit up-charges for every little thing and the planes themselves are old and nauseating.

Seats could use more padding. Kind of hard on the tush.

Flying with Spirit is simple- it’s a minimalist airline that gets you from Point A to Point B. I have flown Spirit many times & have never had a problem with it, just don’t expect luxury or convenience. And know that, because the tickets are so affordable, the real charge comes in the bags, food, & extra purchases. The planes are simple, modern, and clean. They function in a way that moves large amounts of people in a more efficient manner, so the seats aren’t the most comfortable but I always bring a pillow and have no problem. I will continue to fly Spirit & would recommend to others

Comfortable experience but the boarding process was not efficient and the delay in departure caused some anxieties for the connecting flight. Flight from FLL to LGA was on time but the legroom for a taller person was a bit uncomfortable

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Book cheap flights from Chicago to New York State

Recent round-trip flight deals

5/29mié.
1 stopSpirit Airlines
6h 10mORD-LGA
6/5mié.
nonstopSpirit Airlines
2h 38mLGA-ORD
$53
8/21mié.
nonstopSpirit Airlines
2h 11mORD-LGA
8/27mar.
nonstopSpirit Airlines
2h 39mLGA-ORD
$60
5/15mié.
1 stopFrontier
5h 14mMDW-LGA
5/22mié.
1 stopFrontier
16h 53mLGA-MDW
$98
6/4mar.
1 stopFrontier
6h 30mORD-BUF
6/5mié.
1 stopFrontier
4h 59mBUF-ORD
$98
8/20mar.
nonstopDelta
2h 32mORD-JFK
8/24sáb.
nonstopDelta
2h 43mJFK-ORD
$127
5/25sáb.
nonstopUnited Airlines
2h 20mORD-EWR
5/28mar.
nonstopUnited Airlines
2h 35mEWR-ORD
$149
7/2mar.
nonstopAmerican Airlines
2h 26mORD-JFK
7/9mar.
nonstopAmerican Airlines
2h 58mJFK-ORD
$157
5/25sáb.
nonstopUnited Airlines
2h 20mORD-EWR
5/28mar.
1 stopUnited Airlines
4h 11mEWR-ORD
$158
5/23jue.
nonstopDelta
2h 26mORD-JFK
5/26dom.
nonstopDelta
2h 51mJFK-ORD
$162
8/15jue.
nonstopAmerican Airlines
2h 06mORD-EWR
8/21mié.
nonstopAmerican Airlines
2h 37mEWR-ORD
$169

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Recent one-way flight deals

5/21mar.
1 stopSpirit Airlines
11h 18mORD-EWR
$40
6/4mar.
1 stopSpirit Airlines
14h 05mORD-EWR
$44
5/15mié.
1 stopFrontier
5h 14mMDW-LGA
$50
5/15mié.
1 stopFrontier
5h 14mMDW-LGA
$51
7/23mar.
nonstopDelta
2h 14mORD-JFK
$68
5/29mié.
nonstopUnited Airlines
2h 21mORD-EWR
$69
7/2mar.
nonstopDelta
2h 09mORD-LGA
$69
10/1mar.
nonstopAmerican Airlines
2h 33mORD-JFK
$84
7/1lun.
nonstopAmerican Airlines
2h 11mORD-EWR
$85
5/25sáb.
nonstopUnited Airlines
2h 20mORD-EWR
$95

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Last minute flights from Chicago to New York

Last minute flight, train and bus deals

5/8mié.
multi-stopSpirit Airlines
15h 29mORD-LGA
5/14mar.
multi-stopSpirit Airlines
11h 29mLGA-ORD
$89
5/8mié.
multi-stopSpirit Airlines
15h 03mORD-LGA
5/14mar.
multi-stopSpirit Airlines
11h 29mLGA-ORD
$100
5/8mié.
multi-stopFrontier
5h 14mMDW-LGA
5/11sáb.
multi-stopFrontier
8h 50mLGA-MDW
$128
5/8mié.
multi-stopFrontier
5h 14mMDW-LGA
5/11sáb.
multi-stopFrontier
15h 39mLGA-MDW
$142
5/8mié.
nonstopAmerican Airlines
2h 13mORD-JFK
5/14mar.
nonstopAmerican Airlines
2h 40mJFK-ORD
$217
5/8mié.
nonstopDelta
2h 17mORD-LGA
5/14mar.
nonstopDelta
2h 57mLGA-ORD
$217
5/8mié.
nonstopAmerican Airlines
2h 18mORD-JFK
5/15mié.
multi-stopAmerican Airlines
5h 27mJFK-ORD
$250
5/8mié.
multi-stopDelta
5h 25mORD-JFK
5/14mar.
nonstopDelta
2h 51mJFK-ORD
$251
5/7mar.
multi-stopUnited Airlines
4h 01mORD-EWR
5/12dom.
nonstopUnited Airlines
2h 39mEWR-ORD
$396
5/5dom.
nonstopUnited Airlines
2h 17mORD-EWR
5/10vie.
nonstopUnited Airlines
2h 39mEWR-ORD
$404

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