Cheap flights from New York to Chicago

Round-trip
Economy
New York (NYC)
Chicago (CHI)
Sat 2/20
Sat 2/27
Any month
Compare vs. momondo |

Flight information for New York to Chicago
(NYC to CHI)

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago
Best Price Found $78 The best flight deal from New York to Chicago found on momondo in the last 72 hours is $78
Fastest flight time 2h 34m The fastest flight from New York to Chicago takes 2h 34m.
Direct flights Fr, Sa and Su Direct flights go from New York to Chicago on Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, Air Canada and American Airlines.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from New York to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from New York to Chicago?
August
The cheapest time of year to fly to Chicago from New York is August. Most expensive is December
What is the cheapest day to depart New York for Chicago?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
When is the cheapest time to fly from New York to Chicago?
in the evening
New York to Chicago flights are approximately 19% more expensive in the afternoon than in the evening
What is the cheapest airline that flies to Chicago from New York?
Frontier
Frontier, Spirit Airlines, and Major Airline are the most popular carriers operating from New York to Chicago
What is the cheapest New York to Chicago flight route?
Newark - Chicago O'Hare Intl
Fly from Newark to Chicago O'Hare Intl for the best New York - Chicago flight prices
How far in advance should you book New York to Chicago flights?
23 days before
The cheapest time to buy a flight from New York to Chicago is approximately 23 days to departure
60
Days before departure
0

Easily compare round-trip flights from New York to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from New York to Chicago by changing tabs
Multiple Airlines
Feb 13
6h 07m
Newark
6h 07m
1 stop
4:46 pm
Chicago O'Hare Intl
Feb 16
1:00 pm
Chicago O'Hare Intl
2h 10m
3:10 pm
Newark
Multiple Airlines
Mar 5
7h 33m
Newark
7h 33m
1 stop
4:46 pm
Chicago O'Hare Intl
Mar 7
2:55 am
Chicago O'Hare Intl
2h 16m
5:11 am
Newark
Multiple Airlines
Mar 4
8h 40m
Newark
8h 40m
1 stop
4:46 pm
Chicago O'Hare Intl
Mar 7
2:55 am
Chicago O'Hare Intl
2h 16m
5:11 am
Newark

Find the cheapest one-way flights from New York to Chicago

If you're looking for one-way flights from New York to Chicago, view some of our deals below provided by Spirit Airlines
United Airlines
Feb 14
2h 34m
Newark
2h 34m
4:04 am
Chicago O'Hare Intl
Spirit Airlines
Apr 21
2h 52m
New York LaGuardia
2h 52m
8:28 am
Chicago O'Hare Intl
Spirit Airlines
Jan 30
5h 25m
Newark
5h 25m
1 stop
12:45 pm
Chicago O'Hare Intl

Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $53
Free Cancellation
Rating
5.7
6.4

Boarding

5.4

Comfort

6.8

Crew

4.6

Entertainment

4.7

Food

Reviews

Pros: Crew was very upbeat and friendly

1 / 10
Spirit Airlines
PriceFrom $57
Free Cancellation
Rating
5.6
6.1

Boarding

5.4

Comfort

6.5

Crew

4.6

Entertainment

4.7

Food

Reviews

Pros: Nothing

Cons: Being able to sit in my seat that I paid extra for

1 / 10
Delta
PriceFrom $73
Free Cancellation
Rating
7.9
8.1

Boarding

7.8

Comfort

8.5

Crew

7.8

Entertainment

7.5

Food

Reviews

Pros: Crew was super amazing and friendly! Very good service also!

Cons: No seat back entertainment..

1 / 10
American Airlines
PriceFrom $73
Free Cancellation
Rating
7.2
7.5

Boarding

7.1

Comfort

7.8

Crew

6.8

Entertainment

6.7

Food

Reviews

Cons: Spacing people out until this covid is over

1 / 10
United Airlines
PriceFrom $73
Free Cancellation
Rating
7.0
7.4

Boarding

6.9

Comfort

7.7

Crew

6.5

Entertainment

6.4

Food

Reviews

Pros: I like the space between chairs and the little things that made the trip a good one

Cons: Better food

1 / 10
JetBlue
PriceFrom $90
Free Cancellation
Rating
8.1
8.3

Boarding

8.2

Comfort

8.6

Crew

7.9

Entertainment

7.8

Food

Reviews

Pros: Nothing

Cons: Very expensive ticket for a flight that was delayed and then sat on the runway for 30 minutes without any updates from the crew. They turned on direct tv 60 minutes into the flight and the volume didn’t work. Prior to that, flight attendant suggested I use the “power button” when I told her no one’s TVs worked.

1 / 10
Southwest
PriceFrom $222
Free Cancellation
Rating
8.4
8.7

Boarding

8.4

Comfort

9.0

Crew

8.0

Entertainment

7.8

Food

Reviews

Pros: Great prices, great schedules (tons of flights).

Cons: Free WiFi.

1 / 10

Which airlines flying from New York to Chicago have COVID-19 safety policies in place?

Delta has implemented additional safety measures to accommodate travelers. When flying from New York to Chicago, expect masks to be provided - they are required onboard. Aircrafts are also being cleaned thoroughly with enhanced products regularly. Additional policies include the installation of HEPA filters and pre-flight testing. Some airlines are even offering socially-distanced seating for a limited time. Keep in mind that policies will vary by airline.

Are airlines flying from New York to Chicago offering flexible cancellation due to COVID-19?

Due to the global impact of COVID-19, some of our airline partners operating flights from New York to Chicago, such as United Airlines, American Airlines, and Delta may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.


Flights from New York to:

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Economy
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Economy
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Economy
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Economy
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  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First