$33 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 2/4. 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
New Yorknonstop$51
Buffalo
Buffalo1 stop$120
Syracuse
Syracuse1 stop$130
Albany
Albanynonstop$249
Rochester
Rochester1 stop$169
Ithaca
Ithaca1 stop$299
Binghamton
Binghamton1 stop$379

Good to know

Low season

February

High season

May

Cheapest flight

$33
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago O'Hare Airport to New York LaGuardia 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 
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 Buffalo1h 45m
    Flights to White Plains2h 24m
    Flights to Albany2h 16m
    Flights to Syracuse2h 05m
    Flights to Rochester1h 58m
  • 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 $33 one-way, and $51 round-trip. The most popular route is from Chicago to Syracuse, and the cheapest round-trip airline ticket found on this route in the last 72 hours was $61.

  • Which airlines fly to New York State?

    United Airlines flies most frequently to Syracuse 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 August.
  • Morning departure is around 72% 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

 
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 4587 reviews
8.2Boarding
8.1Comfort
7.7Entertainment
8.7Crew
7.1Food
Airline reviews

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.

10.0 ExcellentAnonymous, Jan 2025ATL - LGA
Read more Southwest reviews

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.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

It was 2 hours 45 minutes late, for no apparently clear reason.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

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.

It was very cold because the air conditioner was on high power, and my son got sick.

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.

Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

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.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

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 .

particularly nothing to like plane just turned to be a hmm flying bus, yet in buses from another country at least drink and snack are free ... and seat could be just a bit more ..adjustable? ok ok i know i am asking for too much but ..dreaming is not forbidden yet

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.
2/25Tue
nonstopSpirit Airlines
1h 45mORD-LGA
2/26Wed
nonstopSpirit Airlines
2h 38mLGA-ORD
$51
3/5Wed
nonstopSpirit Airlines
2h 05mORD-LGA
3/5Wed
nonstopSpirit Airlines
2h 46mLGA-ORD
$53
2/10Mon
nonstopDelta
2h 19mORD-JFK
2/12Wed
nonstopDelta
2h 55mJFK-ORD
$145
3/1Sat
nonstopAmerican Airlines
2h 13mORD-EWR
3/1Sat
nonstopAmerican Airlines
2h 40mEWR-ORD
$147
2/20Thu
nonstopDelta
2h 19mORD-LGA
2/24Mon
nonstopDelta
2h 51mLGA-ORD
$147
2/27Thu
nonstopSouthwest
2h 05mMDW-LGA
2/28Fri
nonstopSouthwest
2h 30mLGA-MDW
$147
2/20Thu
nonstopAmerican Airlines
2h 08mORD-LGA
2/24Mon
nonstopAmerican Airlines
2h 48mLGA-ORD
$148
2/19Wed
nonstopSouthwest
2h 10mMDW-LGA
2/19Wed
nonstopSouthwest
2h 35mLGA-MDW
$156
2/20Thu
1 stopUnited Airlines
4h 23mORD-LGA
2/22Sat
1 stopUnited Airlines
5h 00mLGA-ORD
$167
7/26Sat
nonstopUnited Airlines
2h 29mORD-EWR
8/2Sat
nonstopUnited Airlines
2h 43mEWR-ORD
$189

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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.
2/4Tue
nonstopSpirit Airlines
2h 04mORD-LGA
$33
4/1Tue
nonstopSpirit Airlines
2h 17mORD-EWR
$33
2/6Thu
nonstopDelta
2h 20mORD-LGA
$73
2/6Thu
nonstopDelta
2h 24mORD-JFK
$73
3/15Sat
nonstopAmerican Airlines
2h 12mORD-EWR
$74
3/7Fri
nonstopSouthwest
2h 00mMDW-LGA
$74
4/5Sat
1 stopUnited Airlines
4h 14mORD-LGA
$84
2/16Sun
nonstopSouthwest
2h 10mMDW-LGA
$84
2/19Wed
nonstopAmerican Airlines
1h 42mORD-ROC
$90
4/20Sun
nonstopUnited Airlines
2h 13mORD-LGA
$95

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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.
2/3Mon
nonstopSpirit Airlines
2h 04mORD-LGA
2/10Mon
nonstopSpirit Airlines
2h 40mLGA-ORD
$76
2/3Mon
nonstopSpirit Airlines
2h 04mORD-LGA
2/8Sat
nonstopSpirit Airlines
2h 40mLGA-ORD
$78
2/3Mon
nonstopDelta
2h 20mORD-LGA
2/6Thu
nonstopDelta
2h 54mLGA-ORD
$145
2/3Mon
nonstopDelta
2h 20mORD-JFK
2/6Thu
nonstopDelta
2h 46mJFK-ORD
$145
2/3Mon
nonstopSouthwest
2h 10mMDW-LGA
2/5Wed
nonstopSouthwest
2h 30mLGA-MDW
$147
2/4Tue
nonstopUnited Airlines
2h 12mORD-LGA
2/4Tue
multi-stopUnited Airlines
4h 46mLGA-ORD
$157
2/4Tue
multi-stopUnited Airlines
4h 15mORD-LGA
2/4Tue
multi-stopUnited Airlines
4h 46mLGA-ORD
$167
2/3Mon
nonstopSouthwest
2h 00mMDW-LGA
2/3Mon
nonstopSouthwest
2h 30mLGA-MDW
$167
2/4Tue
nonstopAmerican Airlines
2h 15mORD-JFK
2/15Sat
multi-stopAmerican Airlines
4h 29mJFK-ORD
$202
2/4Tue
nonstopAmerican Airlines
2h 15mORD-JFK
2/11Tue
multi-stopAmerican Airlines
5h 22mJFK-ORD
$214

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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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