Cheap flights from New York to Chicago

Round-trip
Economy
New York (NYC)
Chicago (CHI)
Fri 7/23
Fri 7/30
Any month
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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$69The best flight deal from New York to Chicago found on momondo in the last 72 hours is $69
Fastest flight time2h 15mThe fastest flight from New York to Chicago takes 2h 15m
Direct flightsMo, Th, Fr, Sa and SuDirect flights go from New York to Chicago on Monday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: Delta and JetBlue.
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
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?

New York LaGuardia - Chicago O'Hare Intl
Fly from New York LaGuardia 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
Spirit Airlines
Sep 18
LGA3:56 pmNew York LaGuardia
2h 31m
ORD6:27 pmChicago O'Hare Intl
Sep 21
ORD12:00 pmChicago O'Hare Intl
2h 11m
LGA2:11 pmNew York LaGuardia
Spirit Airlines
Sep 22
LGA3:56 pmNew York LaGuardia
2h 31m
ORD6:27 pmChicago O'Hare Intl
Sep 29
ORD12:00 pmChicago O'Hare Intl
2h 11m
LGA2:11 pmNew York LaGuardia
Spirit Airlines
Sep 8
LGA3:56 pmNew York LaGuardia
2h 31m
ORD6:27 pmChicago O'Hare Intl
Sep 14
ORD12:00 pmChicago O'Hare Intl
2h 11m
LGA2:11 pmNew York LaGuardia

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
Spirit Airlines
Sep 8
LGA3:56 pmNew York LaGuardia
2h 31m
ORD6:27 pmChicago O'Hare Intl
Spirit Airlines
Sep 8
LGA3:56 pmNew York LaGuardia
2h 31m
ORD6:27 pmChicago O'Hare Intl
Spirit Airlines
Sep 18
LGA3:56 pmNew York LaGuardia
2h 31m
ORD6:27 pmChicago 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
7.2
7.6

Boarding

6.8

Comfort

7.8

Crew

6.6

Entertainment

6.8

Food

Reviews

Cons: I asked for a bottle of water because i needed to take my meds and I was given the run around and after i payed i Was given the bottle of water followed by we are about to land in half an hour are you sure?? Of course im sure i need to take my meds. I am a veteran and have to take my meds on time.

1 / 10
Spirit Airlines
PriceFrom $57
Free Cancellation
Rating
7.0
7.4

Boarding

6.7

Comfort

7.6

Crew

6.3

Entertainment

6.4

Food

Reviews

Pros: Well, it was not very comfortable and we were delayed for an hour. And a crew member was sick.

Cons: Mostly everything.

1 / 10
Delta
PriceFrom $73
Free Cancellation
Rating
8.1
8.3

Boarding

8.4

Comfort

8.3

Crew

7.9

Entertainment

8.1

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

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

Boarding

7.1

Comfort

7.9

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Delayed flight no reasons seems like American Airlines don’t know what to do in these situations

Cons: I believe this airlines should have figured the answer to this question by now.

1 / 10
United Airlines
PriceFrom $73
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Cons: Sarasota ticketing agent was not very nice at all 😟 Houston Gate agent was not nice either. We were treated like we were stupid for asking questions. I hope it’s not racism issues. I wished I had taken their names.

1 / 10
JetBlue
PriceFrom $90
Free Cancellation
Rating
7.9
8.2

Boarding

8.1

Comfort

8.4

Crew

7.8

Entertainment

7.5

Food

Reviews

Pros: Wayne at the DCA Airport was gracious and amazing.

Cons: The planes still aren’t clean. Pretty sure something was growing on the seat in front of me.

1 / 10
Southwest
PriceFrom $222
Free Cancellation
Rating
8.4
8.6

Boarding

8.5

Comfort

8.8

Crew

7.6

Entertainment

7.8

Food

Reviews

Pros: The plane was new and the seats were nice.

1 / 10

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.


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