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NYC - CHI

C$ 60 Find cheap flights from New York to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Chicago departing on 7/6. 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
Fri 7/6
Fri 14/6

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
In the last 7 days, travellers have searched 43,968,530 times on KAYAK, and here is why:

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Cheap flight deals from New York to Chicago (NYC-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:09 p.m. - 9:46 p.m.LGA-ORD
2h 37mdirect
5:19 p.m. - 8:28 p.m.ORD-LGA
2h 09mdirect
C$ 88Spirit Airlines
Find Deal
Tue, 28 May - Thu, 30 May
8:09 p.m. - 9:46 p.m.LGA-ORD
2h 37mdirect
7:35 a.m. - 7:02 p.m.ORD-LGA
10h 27m1 stop
C$ 115Spirit Airlines
Find Deal
Tue, 28 May - Thu, 30 May
8:55 p.m. - 10:44 p.m.LGA-ORD
2h 49mdirect
6:00 a.m. - 9:15 a.m.ORD-LGA
2h 15mdirect
C$ 157Delta
Find Deal
Tue, 28 May - Wed, 29 May
6:05 a.m. - 7:40 a.m.LGA-ORD
2h 35mdirect
8:35 a.m. - 11:55 a.m.ORD-LGA
2h 20mdirect
C$ 188Delta
Find Deal
Wed, 12 Jun - Tue, 18 Jun
9:00 p.m. - 10:38 p.m.LGA-ORD
2h 38mdirect
6:30 a.m. - 2:04 p.m.ORD-LGA
6h 34m1 stop
C$ 286United Airlines
Find Deal
Tue, 28 May - Wed, 29 May
6:30 a.m. - 7:10 p.m.EWR-ORD
13h 40m1 stop
5:00 p.m. - 10:38 a.m.ORD-EWR
16h 38m1 stop
C$ 290Sun Country Air
Find Deal
Mon, 8 Jul - Fri, 12 Jul
9:25 p.m. - 11:00 p.m.EWR-ORD
2h 35mdirect
2:25 p.m. - 5:55 p.m.ORD-EWR
2h 30mdirect
C$ 292United Airlines
Find Deal
Sat, 25 May - Wed, 29 May
6:30 a.m. - 7:10 p.m.EWR-ORD
13h 40m1 stop
8:45 p.m. - 10:42 a.m.ORD-EWR
12h 57m1 stop
C$ 314Sun Country Air
Find Deal
Mon, 8 Jul - Thu, 22 Aug
7:30 a.m. - 9:06 a.m.LGA-ORD
2h 36mdirect
4:06 p.m. - 9:59 p.m.ORD-LGA
4h 53m1 stop
C$ 585American Airlines
Find Deal
Sun, 19 May - Fri, 24 May
9:15 a.m. - 2:08 p.m.LGA-ORD
5h 53m1 stop
1:15 p.m. - 7:28 p.m.ORD-LGA
5h 13m1 stop
C$ 638American Airlines
Find Deal
Sun, 19 May - Fri, 24 May

Flights from New York to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from New York to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from New York to Chicago.
Our data shows that the cheapest route for a one-way flight from New York to Chicago cost C$ 32 and was between New York LaGuardia Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 115.

What’s the cheapest day of the week to fly from New York to Chicago?

The average price of all flights from New York to Chicago clicked on KAYAK for each day over the last 12 months.
When flying from New York to Chicago, you should consider leaving on a Sunday and avoid Fridays if you are looking for the best rates. For your return to New York, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

What is the cheapest month to fly from New York to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from New York to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New York to Chicago is February, where tickets cost C$ 267 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is C$ 490 and C$ 430 respectively.

How far in advance should I book a flight from New York to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from New York to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from New York to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 77 days before departure.

Which airlines provide the cheapest flights from New York to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from New York to Chicago found by KAYAK users in the last 72 hours was for C$ 88 on Spirit Airlines, followed by Delta (C$ 157). One-way flight deals have also been found from as low as C$ 60 on Spirit Airlines and from C$ 79 on Delta.

Which airlines fly most frequently between New York and Chicago?

In normal times, United Airlines flies from New York to Chicago up to 36 times per day, American Airlines up to 22 times per day, and Delta up to 19 times per day.

How many flights are there between New York and Chicago per day?

Each day, there are between 78 and 105 nonstop flights that take off from New York and land in Chicago, with an average flight time of 2h 39m. The most common departure time is 8:00 a.m. and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 664 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between New York and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from New York to Chicago take?

Direct flights from New York generally make it to Chicago in 2h 29m. The flying distance between the two cities is 1,841 km.

What’s the earliest departure time from New York to Chicago?

Early birds can take the earliest flight from New York at 5:51 am and will be landing in Chicago at 7:20 am.

What’s the latest departure time from New York to Chicago?

If you prefer to fly at night, the latest flight from New York to Chicago jets off at 9:55 pm and lands at 11:15 pm.

Good to know

Low season

January

High season

May
Best time to beat the crowds (26% less expensive on average)
Most popular time to fly (2% more expensive on average)

When to book flights from New York to Chicago

Are your dates flexible? Find out the best times to travel from New York to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from New York to Chicago

  • When looking for flights from New York to Chicago which Chicago airport should I choose?

    Chicago Midway is closer to downtown Chicago, and since it is a smaller airport it can be less busy and easier to navigate; however, because of the airport size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.

  • What is the cost of an Uber from Chicago O'Hare International to downtown Chicago?

    Rides start at $38 but can, of course, be higher depending on the time of day and traffic conditions.

  • What is the best way for someone to pick me up at Chicago O'Hare International?

    Chicago O'Hare International utilizes a cell phone lot for those wishing to pick up arriving passengers. The lot has a flight information display to let those waiting know when you have arrived. The airport does not allow stopping in front of the terminal except for immediate pickup of passengers, so the cell phone lot is an excellent option for those waiting for arriving passengers.

  • What is the fastest way to get to New York LaGuardia airport?

    One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop at Astoria and then get a taxi or Uber to the airport. The ferry offers alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

  • What is the cheapest flight from New York to Chicago?

    In the last 3 days, the lowest price for a flight from New York to Chicago was C$ 44 for a one-way ticket and C$ 64 for a round-trip.

  • Which airlines offer Wi-Fi service onboard planes from New York to Chicago?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York to Chicago flight route.

  • Which aircraft models fly most regularly from New York to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route.

  • Which airline alliances offer flights from New York to Chicago?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from New York to Chicago?

    There are direct flights from New York to Chicago on a daily basis.

  • Which is the best airline for flights from New York to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from New York to Chicago are United Airlines and American Airlines. With an average price for the route of C$ 422 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of C$ 231 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from New York to Chicago?

    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 to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York 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 to Chicago?

    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 Chicago with an airline and back to New York with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Chicago?

    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 Chicago from New York 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 a cheap flight from New York to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 116 or less one-way and C$ 115 or less round-trip.
  • Passengers find that when hunger strikes before flights from New York to Chicago, a great place to eat is the New York classic Shake Shack located at Terminal 4 at New York John F. Kennedy International. Shake Shack offers burgers, chicken sandwiches, hot dogs, and, of course, amazing shakes.
  • If man's best friend will also be traveling on your flights from New York to Chicago, each terminal at Newark International offers a pet relief station. The areas at Terminal B and C are pre-security while the area at Terminal A is after security.
  • The Centurion Lounge at New York LaGuardia is a great place to spend some time before flights from New York to Chicago. The lounge offers a dining menu created by one of Zagat’s top 30 under 30 chefs and a cocktail selection created by on the nation's top mixologists.
  • If you do not want to bother with the hustle and bustle of downtown Chicago, there are many hotels located near Chicago O'Hare International that will suit any traveler’s taste and budget. The SpringHill Suites Chicago O'Hare has top-rated service, a convenient location near the airport, and a free airport shuttle. If your whole family is making the trip, the Hilton Garden Inn Chicago O'Hare Airport is just for you, as it includes an indoor pool and kids’ menus.
  • If you are looking for a budget-friendly way to get from Chicago O'Hare International to downtown Chicago, look no further than a ride on the EL Train. The trip costs just a few dollars and will take you right into downtown Chicago. It should be noted that this can be a difficult choice if you are traveling with more than just one or two bags.
See more tips

Prefer to fly non-stop from New York to Chicago?

Find which airlines fly direct from New York to Chicago, which days they fly and book direct flights.

Nonstop departures

New York to Chicago

Monday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Wednesday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Thursday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

See more nonstop flights

Nonstop returns

Chicago to New York

Monday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Wednesday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Thursday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

See more nonstop flights
See more nonstop flights

Top 3 airlines serving from New York to Chicago

 
See real verified KAYAK customer reviews for airlines flying from New York to Chicago. 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 New York to Chicago? 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.
7.4
United AirlinesOverall score based on 11043 reviews
6.7Food
7.2Comfort
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

8.0 ExcellentMichelle, Apr. 2024MBS - ORD
Read more about United Airlines reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Book cheap flights from New York to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New York to Chicago found on KAYAK in the last 72 hours.
7/6Fri
directSpirit Airlines
2h 42mLGA-ORD
C$ 60
28/5Tue
directDelta
2h 49mLGA-ORD
C$ 79
1/7Mon
1 stopSouthwest
10h 20mLGA-ORD
C$ 129
27/5Mon
directUnited Airlines
2h 35mEWR-ORD
C$ 142
12/8Mon
1 stopJetBlue
6h 59mLGA-ORD
C$ 148
19/8Mon
1 stopJetBlue
6h 59mLGA-ORD
C$ 149
25/5Sat
directUnited Airlines
2h 35mEWR-ORD
C$ 151
14/5Tue
1 stopSouthwest
13h 45mLGA-ORD
C$ 175
21/5Tue
directAmerican Airlines
2h 40mEWR-ORD
C$ 267
16/5Thu
1 stopAmerican Airlines
4h 53mEWR-ORD
C$ 348

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Last minute flights from New York to Chicago

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 New York to Chicago that are departing in the next 10 days.
13/5Mon
directDelta
2h 49mLGA-ORD
14/5Tue
directDelta
2h 17mORD-LGA
C$ 283
13/5Mon
directDelta
2h 35mLGA-ORD
18/5Sat
directDelta
2h 14mORD-LGA
C$ 340
13/5Mon
multi-stopSouthwest
7h 50mLGA-ORD
15/5Wed
multi-stopSouthwest
11h 00mORD-LGA
C$ 478
12/5Sun
multi-stopSouthwest
10h 10mLGA-ORD
15/5Wed
multi-stopSouthwest
8h 00mORD-LGA
C$ 507
12/5Sun
directUnited Airlines
2h 40mLGA-ORD
15/5Wed
multi-stopUnited Airlines
6h 32mORD-LGA
C$ 520
13/5Mon
directUnited Airlines
2h 38mEWR-ORD
18/5Sat
directUnited Airlines
2h 28mORD-EWR
C$ 530
13/5Mon
multi-stopJetBlue
6h 30mLGA-ORD
20/5Mon
multi-stopJetBlue
4h 50mORD-LGA
C$ 718
10/5Fri
multi-stopJetBlue
6h 30mLGA-ORD
12/5Sun
multi-stopJetBlue
4h 50mORD-LGA
C$ 870
13/5Mon
multi-stopAlaska Airlines
34h 16mEWR-ORD
15/5Wed
multi-stopAlaska Airlines
29h 44mORD-EWR
C$ 1,187
13/5Mon
multi-stopAlaska Airlines
34h 16mEWR-ORD
15/5Wed
multi-stopAlaska Airlines
22h 51mORD-EWR
C$ 1,194

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Flights to Chicago

Cabin classes:

C$ 655
C$ 2,449
C$ 115

Browse origins:

  • Flights » 
  • New York

Browse destinations:

  • Flights » 
  • Worldwide » 
  • Chicago