Cheap flights from New York to Chicago from $39

Round-trip
1 adult
Economy
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Tue 2/1
Tue 2/8

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Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from New York to Chicago.
View current United States travel restrictions

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$39The best one-way flight to Chicago from New York in the past 72 hours is $39. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is $83.
Fastest flight time2h 36mThe fastest flight from New York to Chicago takes 2h 36m
Direct flightsMon, Tue, Wed, Fri, Sat and SunDirect flights go from New York to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
Airports in Chicago3 airportsThere 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 18% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from New York?

Frontier

American Airlines, Frontier, and JetBlue 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


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
Spirit Airlines
Apr 6
EWR7:39 amNewark
8h 17m
1 stop
ORD3:56 pmChicago O'Hare Intl
Apr 13
ORD3:55 amChicago O'Hare Intl
10h 13m
1 stop
EWR2:08 pmNewark
Multiple Airlines
Feb 9
EWR6:39 amNewark
13h 20m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 10
ORD3:50 amChicago O'Hare Intl
2h 12m
EWR6:02 amNewark
JetBlue
Feb 7
LGA7:29 amNew York LaGuardia
2h 41m
ORD10:10 amChicago O'Hare Intl
Feb 7
ORD12:30 pmChicago O'Hare Intl
2h 03m
LGA2:33 pmNew York LaGuardia
United Airlines
Feb 8
EWR6:30 amNewark
2h 39m
ORD9:09 amChicago O'Hare Intl
Feb 8
ORD11:15 amChicago O'Hare Intl
2h 14m
EWR1:29 pmNewark
Alaska Airlines
Feb 24
JFK3:19 amNew York John F Kennedy Intl
2h 55m
ORD6:14 amChicago O'Hare Intl
Feb 28
ORD1:44 pmChicago O'Hare Intl
2h 11m
JFK3:55 pmNew York John F Kennedy Intl
Delta
Feb 11
JFK3:29 amNew York John F Kennedy Intl
2h 59m
ORD6:28 amChicago O'Hare Intl
Feb 14
ORD9:40 amChicago O'Hare Intl
2h 14m
JFK11:54 amNew York John F Kennedy Intl

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 American Airlines, Frontier and JetBlue
Spirit Airlines
Feb 26
EWR11:58 amNewark
8h 27m
1 stop
ORD8:25 pmChicago O'Hare Intl
Multiple Airlines
Feb 7
EWR7:15 amNewark
26h 12m
1 stop
ORD9:27 amChicago O'Hare Intl
Frontier
Feb 10
LGA5:44 pmNew York LaGuardia
21h 55m
1 stop
ORD3:39 pmChicago O'Hare Intl

Search last-minute flights to Chicago from New York

Find and compare round-trip flight prices for your last-minute flight from New York to Chicago
Spirit Airlines
Feb 1
LGA11:59 amNew York LaGuardia
8h 00m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 8
ORD12:15 amChicago O'Hare Intl
9h 44m
1 stop
LGA9:59 amNew York LaGuardia
Multiple Airlines
Feb 1
LGA5:55 amNew York LaGuardia
14h 04m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 5
ORD7:00 amChicago O'Hare Intl
2h 10m
LGA9:10 amNew York LaGuardia
JetBlue
Feb 5
LGA9:30 amNew York LaGuardia
2h 43m
ORD12:13 pmChicago O'Hare Intl
Feb 12
ORD7:35 amChicago O'Hare Intl
2h 03m
LGA9:38 amNew York LaGuardia
United Airlines
Feb 5
EWR8:09 amNewark
2h 38m
ORD10:47 amChicago O'Hare Intl
Feb 12
ORD3:15 pmChicago O'Hare Intl
2h 14m
EWR5:29 pmNewark
Delta
Feb 5
JFK4:00 amNew York John F Kennedy Intl
5h 11m
1 stop
ORD9:11 amChicago O'Hare Intl
Feb 11
ORD6:15 amChicago O'Hare Intl
2h 15m
JFK8:30 amNew York John F Kennedy Intl
Spirit Airlines
Feb 1
EWR6:39 amNewark
13h 20m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 8
ORD12:15 amChicago O'Hare Intl
13h 00m
1 stop
EWR1:15 pmNewark

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
6.2
6.5

Boarding

5.9

Comfort

7.0

Crew

4.8

Entertainment

5.1

Food

Reviews

I couldn't understand the person on the announcement for boarding. Boarding wasn't organized. Everyone was just in one long line waiting to board. The flight scheduled take off was 6:11pm, but actual take off was 7:25. It was explained as crew shortage. Seats were very uncomfortable. They didn't recline, cushioning was minimal and there were no foot rests. There were no complementary beverages or snacks. There was no social distancing. The plane was packed 3 in a row on both sides of the isle. Waiting for luggage was at least half an hour.

1 / 10
Spirit Airlines
PriceFrom $57
Free Cancellation
Rating
6.3
6.4

Boarding

6.0

Comfort

6.9

Crew

5.0

Entertainment

5.3

Food

Reviews

To whom may concern, I was not able to board my flight because it showed as cancel but my credit card got charge. Please issue refund. Thank You Jan Pierre Rivera

1 / 10
Delta
PriceFrom $73
Free Cancellation
Rating
8.0
8.1

Boarding

8.1

Comfort

8.2

Crew

7.9

Entertainment

7.7

Food

Reviews

Even after posting extra for comfort +, the seats do not recline!

1 / 10
American Airlines
PriceFrom $73
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
United Airlines
PriceFrom $73
Free Cancellation
Rating
7.3
7.5

Boarding

7.1

Comfort

7.8

Crew

7.0

Entertainment

6.7

Food

Reviews

Bring own entertainment and food. Amenities in economy are a thing of the past with United

1 / 10
JetBlue
PriceFrom $90
Free Cancellation
Rating
7.2
7.4

Boarding

7.7

Comfort

8.0

Crew

7.3

Entertainment

6.9

Food

Reviews

Slow w luggage

1 / 10
Southwest
PriceFrom $222
Free Cancellation
Rating
7.9
8.0

Boarding

7.9

Comfort

8.3

Crew

7.5

Entertainment

7.0

Food

Reviews

Pros: Fast boarding

Cons: On arrival, have passengers needing assistance to wait to deplane until the end.

1 / 10

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
Apr 6
EWR7:39 amNewark
8h 17m
1 stop
ORD3:56 pmChicago O'Hare Intl
Apr 13
ORD3:55 amChicago O'Hare Intl
10h 13m
1 stop
EWR2:08 pmNewark
Spirit Airlines
Feb 1
LGA11:59 amNew York LaGuardia
8h 00m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 8
ORD12:15 amChicago O'Hare Intl
9h 44m
1 stop
LGA9:59 amNew York LaGuardia
Spirit Airlines
Feb 8
EWR2:20 pmNewark
15h 44m
1 stop
ORD6:04 amChicago O'Hare Intl
Feb 9
ORD12:59 pmChicago O'Hare Intl
24h 16m
1 stop
EWR1:15 pmNewark

JetBlue flights from New York to Chicago

Our best JetBlue deals on New York to Chicago flight tickets
JetBlue
Feb 7
LGA7:29 amNew York LaGuardia
2h 41m
ORD10:10 amChicago O'Hare Intl
Feb 7
ORD12:30 pmChicago O'Hare Intl
2h 03m
LGA2:33 pmNew York LaGuardia
JetBlue
Feb 5
LGA9:30 amNew York LaGuardia
2h 43m
ORD12:13 pmChicago O'Hare Intl
Feb 12
ORD7:35 amChicago O'Hare Intl
2h 03m
LGA9:38 amNew York LaGuardia
JetBlue
Feb 17
JFK3:30 amNew York John F Kennedy Intl
2h 50m
ORD6:20 amChicago O'Hare Intl
Feb 20
ORD6:10 amChicago O'Hare Intl
2h 12m
JFK8:22 amNew York John F Kennedy Intl

Choose the best way to get from New York to Chicago


  • 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.

  • Is flying the fastest way to get from New York to Chicago?

    The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 17h 05m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.

  • Is flying the cheapest way to get from New York to Chicago?

    The cheapest way is to get a flight from New York to Chicago, which can be as cheap as $83. A train from New York to Chicago is more expensive than a flight, with prices starting at $178. A bus from New York to Chicago is also an option, with an average price of $241.

  • How far is New York to Chicago by plane?

    Chicago is 710.8 mi away from New York. Typically, this will take 2h 30m by plane in normal conditions.


Can I fly to Chicago from New York right now?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from New York need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from New York must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from New York are not required to quarantine after entering Chicago.

Can I fly back to New York from Chicago?

Returning to New York from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to New York.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering New York.

If you are planning to travel to Chicago at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for New York to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
New York to St. Louis Flights
Fastest flight time2h 40m
Cheapest price$108
Syracuse to Chicago Flights
Fastest flight time1h 55m
Cheapest price$106
Albany, New York to Chicago Flights
Fastest flight time2h 24m
Cheapest price$168
Rochester, New York to Chicago Flights
Fastest flight time1h 52m
Cheapest price$137
Syracuse to St. Louis Flights
Fastest flight time4h 26m
Cheapest price$174
Buffalo to Chicago Flights
Fastest flight time1h 44m
Cheapest price$79
Islip, New York to Chicago Flights
Fastest flight time5h 26m
Cheapest price$145

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