$35 Find Cheap Flights from Chicago to New York State

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 4/9. 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.
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Search hundreds of travel sites at once for deals on flights to New York State

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York State.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York State.
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Best New York Flight Deals from Chicago

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

New York
Newarknonstop$68
Buffalo
Buffalo1 stop$150
Syracuse
Syracuse1 stop$183
Albany
Albanynonstop$243
Rochester
Rochester1 stop$173
Ithaca
Ithaca1 stop$249
Binghamton
Binghamton1 stop$427

Good to know

Low season

January

High season

March

Cheapest flight

$35
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Newark Liberty Airport

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

Insights shared by verified travelers who flew the route from Chicago to New York 
VictorFlew with Spirit AirlinesORD-LGAFeb 2025
Spirit landing at LGA makes life so easy to get to the city!
mauriceFlew with IberiaORD-JFKSep 2024
You should arrive early, take a lighht snack and be prepared for delays.
FreddyFlew with SouthwestMDW-LGAJul 2024
On a stormy day, be prepare for delays.
AlexanderFlew with Spirit AirlinesORD-LGAMay 2024
Know your connection options — specially when LaGuardia Airport (LGA) only has buses going to/from the airport to the rest of the city. Luckily, the one to the subway station (Q70) is free-of-charge to ride on!

FAQs - booking New York State flights

  • How long is the flight to New York State from Chicago?

    Flights to White Plains2h 22m
    Flights to Albany2h 16m
    Flights to Syracuse2h 06m
    Flights to New York2h 23m
    Flights to Rochester1h 57m
  • What is the cheapest flight to New York State from Chicago?

    The cheapest ticket to New York State from Chicago found in the last 72 hours was $35 one-way, and $68 round-trip. The most popular route is from Chicago to Rochester, and the cheapest round-trip airline ticket found on this route in the last 72 hours was $87.

  • Which airlines fly to New York State?

    United Airlines flies most frequently to Rochester from Chicago. In general, Air New Zealand, American Airlines and Alaska Airlines fly the most to New York State.

  • 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 from Chicago to New York State 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 from Chicago to New York State 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 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 from Chicago to New York State 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

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, February and December. The cheapest month to fly from Chicago is January.
  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*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

 
See real verified KAYAK customer reviews for airlines flying from Chicago to New York State. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
8.1
SouthwestOverall score based on 4333 reviews
8.2Boarding
8.7Crew
8.1Comfort
7.6Entertainment
7.1Food
Airline reviews

WiFi on the flight was not working. Thus, entertainment options were limited.

8.0 ExcellentJames, Feb 2025SRQ - DEN
Read more Southwest reviews

WiFi on the flight was not working. Thus, entertainment options were limited.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Wi Fi was horrible kept cutting out the whole time and too expensive

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Flight heavily delayed. No food available despite purchasing an upgrade. No in cabin service.

It was not in Delta's control, but when we landed, we ended up parking at the wrong gate, and so everyone was already ready to deplane and had their carryon bags, ready to leave. But we had to sit down and move to the proper gate. This process took over 30 minutes. Again, not Delta's fault - more so on the staff at JFK

My Flight was cancelled and there was no other options available for me to Travel on that date and my options for the next day was all connecting flights that would have me in the airports all day before reaching my destination

First, the flight was schedule to leave at 12:08. Delayed to 12:38. It is 12:58 and I am sitting at the gate. The staff are not communicating with us (just tell me it’s gonna be five hours if that’s the case, quit hufflepuffing around like you’re trying to board us when the plane isn’t even here and you don’t know where your crew are. I’m still waiting for any communication about the further delay. This is a rebooked flight from a cancelled flight yesterday, when the airline failed to fulfill its fiduciary responsibility to hotel and cover transport for overnight cancelations. Asking about the food on the flight? What food?!? Delta doesn’t serve meals unless you pay for them and you really want me to give delta a high rating for passing out processed snacks (fun size!)? Can we be for real. Delta is cementing itself in history as one of the cheap, stingy, outdated, glory days are over airlines, and it shows. I took this flight knowing delta was going to provide below level service but this is beyond burgers!! I can’t believe a multi billion or dollar company looked straight in my eyes yesterday and I told me this wasn’t their fault and there for the extra cost in hotel and hundreds of dollars in Ubers are MY RESPONSIBILITY. The only thing I am at fault for is believing delta is reputable company worthy of my dollars. I’m not even sure I want to be compensated unless it is cash because I would rather die never traveling again than to put money in their pockets.

I know it was not in Deltas fault. But numerous delays and cancelations. I requested a hotel voucher and was told they weren't available. The lady on my hotel shuttle did receive one from American. Why the difference?

Flight was delayed. Had to get rebooked. Diamond medallion but stuck in a crappy seat. Rebooked flight then got delayed again. Then when we finally boarded, we waited another hour for a new crew. Then landed in JFK and sat for another 40 minutes waiting for a crew to come to the gate to be able to deplane. Hot mess all around, which unfortunately is becoming the norm for Delta

My seat was changed at the last minute and I was moved to the last row, right next to the bathroom despite selecting my seat well in advance. I was also made to check my carry on due to space but when I got on the plane there was significant empty overhead space. Picking up my carry on from the luggage carousel added time to my trip which had already been extended due to delay.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

We arrived early and finally made it to our gate almost an hour after.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.

Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.

Fast check-in. Went through security quickly enough. Got their early. And the crew took care of my seating at the gate. The cost for 1 checked bag is ridiculous! $79!? Cmon!! The seating on the plane was very cramped, like sardines. I did not want to pay extra just to pick a seat. Might have to next time.

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The flight was delayed over an hour and we had to sit on the plane. Crew does not apologize due to the delay. Spirit will NEVER do anything to give a customer a better experience. A child next to me was kicking me the whole time. I don't ever enjoy flying with Spirit.

Easy! As long as you don’t mind no frills, our flight was enjoyable and on time

Fantastic. Had handicapped traveler and they helped us through security, helped with boarding, helped put wheelchair together, and were all very patient. A pleasant change from previous spirit flights I’ve taken. Highly recommend.

Really nice, flight attendants were so helpful with me and my kids. Extremely grateful, keep up the good work and spirit :)

We had a 40 mins delay, but the pilot was good about keeping up informed. No food/snacks or drinks when u in the air-they have to be purchased. They charge for every single thing .

Book cheap flights from Chicago to New York State

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Chicago to New York State found on KAYAK in the last 72 hours.
4/2Wed
nonstopSpirit Airlines
2h 17mORD-EWR
4/9Wed
nonstopSpirit Airlines
2h 33mEWR-ORD
$68
4/29Tue
nonstopSpirit Airlines
2h 22mORD-EWR
5/6Tue
nonstopSpirit Airlines
2h 33mEWR-ORD
$69
4/1Tue
nonstopAmerican Airlines
2h 13mORD-JFK
4/22Tue
nonstopAmerican Airlines
2h 44mJFK-ORD
$147
4/3Thu
nonstopDelta
2h 14mORD-LGA
4/7Mon
nonstopDelta
2h 48mLGA-ORD
$147
4/16Wed
nonstopAmerican Airlines
2h 20mORD-JFK
4/23Wed
nonstopAmerican Airlines
2h 44mJFK-ORD
$148
4/3Thu
nonstopDelta
2h 12mORD-LGA
4/7Mon
nonstopDelta
2h 48mLGA-ORD
$149
4/3Thu
nonstopSouthwest
2h 05mMDW-LGA
4/6Sun
nonstopSouthwest
2h 30mLGA-MDW
$149
4/10Thu
nonstopSouthwest
2h 10mMDW-LGA
4/14Mon
1 stopSouthwest
6h 55mLGA-MDW
$159
3/29Sat
1 stopUnited Airlines
6h 38mORD-LGA
4/4Fri
nonstopUnited Airlines
2h 35mLGA-ORD
$173
3/18Tue
nonstopUnited Airlines
2h 08mORD-EWR
3/21Fri
nonstopUnited Airlines
2h 46mEWR-ORD
$199

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to New York State found on KAYAK in the last 72 hours.
4/9Wed
nonstopSpirit Airlines
2h 22mORD-EWR
$35
4/8Tue
nonstopSpirit Airlines
2h 05mORD-LGA
$36
5/6Tue
nonstopAmerican Airlines
2h 13mORD-JFK
$74
4/1Tue
nonstopDelta
2h 16mORD-LGA
$74
5/11Sun
nonstopUnited Airlines
2h 11mORD-LGA
$75
5/13Tue
nonstopSouthwest
2h 00mMDW-LGA
$75
5/22Thu
nonstopDelta
2h 10mORD-LGA
$89
3/25Tue
nonstopSouthwest
2h 05mMDW-LGA
$89
8/8Fri
nonstopAmerican Airlines
2h 06mORD-EWR
$95
3/28Fri
1 stopUnited Airlines
6h 25mORD-LGA
$105

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Last minute flights from Chicago to New York

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to New York State that are departing in the next 10 days.
3/5Wed
multi-stopSpirit Airlines
11h 15mORD-LGA
3/10Mon
nonstopSpirit Airlines
2h 41mLGA-ORD
$120
3/5Wed
multi-stopSpirit Airlines
11h 15mORD-LGA
3/10Mon
nonstopSpirit Airlines
2h 46mLGA-ORD
$141
3/8Sat
nonstopSouthwest
2h 00mMDW-LGA
3/9Sun
nonstopSouthwest
2h 30mLGA-MDW
$274
3/8Sat
nonstopSouthwest
2h 00mMDW-LGA
3/9Sun
multi-stopSouthwest
6h 05mLGA-MDW
$284
3/7Fri
nonstopAmerican Airlines
2h 07mORD-EWR
3/17Mon
nonstopAmerican Airlines
2h 41mEWR-ORD
$307
3/7Fri
nonstopAmerican Airlines
2h 15mORD-JFK
3/24Mon
nonstopAmerican Airlines
2h 43mJFK-ORD
$318
3/9Sun
multi-stopDelta
5h 20mMDW-EWR
3/24Mon
multi-stopDelta
4h 04mEWR-MDW
$327
3/7Fri
nonstopDelta
2h 19mORD-LGA
3/10Mon
nonstopDelta
2h 48mLGA-ORD
$329
3/7Fri
nonstopUnited Airlines
1h 46mORD-ROC
3/9Sun
nonstopUnited Airlines
2h 16mROC-ORD
$339
3/7Fri
nonstopUnited Airlines
1h 46mORD-ROC
3/9Sun
multi-stopUnited Airlines
4h 54mROC-ORD
$349

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Everything you need to know for your flight from Chicago to New York

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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