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Cheap flights from New York to Chicago from ₹ 6,180

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York to Chicago departing on 22/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

Spirit Airlines Logo
15:13 - 16:51LGA-ORD
2h 38mdirect
Spirit Airlines Logo
11:12 - 14:17ORD-LGA
2h 05mdirect
₹ 11,566Spirit Airlines
Find Deal
Thu, 25 Sep - Sat, 27 Sep
Spirit Airlines Logo
15:13 - 16:51LGA-ORD
2h 38mdirect
Spirit Airlines Logo
11:13 - 14:18ORD-LGA
2h 05mdirect
₹ 11,654Spirit Airlines
Find Deal
Wed, 24 Sep - Fri, 3 Oct
Delta Logo
08:30 - 10:22LGA-ORD
2h 52mdirect
Delta Logo
10:35 - 13:56ORD-LGA
2h 21mdirect
₹ 12,096Delta
Find Deal
Wed, 28 Jan - Sat, 31 Jan
Southwest Logo
07:20 - 15:20LGA-ORD
9h 00m1 stop
Southwest Logo
12:40 - 23:20ORD-LGA
9h 40m1 stop
₹ 12,272Southwest
Find Deal
Tue, 21 Oct - Wed, 22 Oct
United Airlines Logo
15:25 - 17:02LGA-ORD
2h 37mdirect
United Airlines Logo
20:00 - 23:24ORD-LGA
2h 24mdirect
₹ 12,449United Airlines
Find Deal
Wed, 8 Oct - Fri, 10 Oct
United Airlines Logo
08:25 - 10:02LGA-ORD
2h 37mdirect
United Airlines Logo
06:00 - 09:16ORD-LGA
2h 16mdirect
₹ 12,714United Airlines
Find Deal
Tue, 30 Sep - Sun, 5 Oct
Logo
13:29 - 21:58LGA-ORD
9h 29m1 stop
Logo
20:49 - 12:01ORD-LGA
14h 12m1 stop
₹ 12,802
Find Deal
Sat, 27 Sep - Sun, 28 Sep
Delta Logo
14:55 - 16:34LGA-ORD
2h 39mdirect
Delta Logo
06:00 - 09:07ORD-LGA
2h 07mdirect
₹ 13,067Delta
Find Deal
Sat, 25 Oct - Mon, 27 Oct
Southwest Logo
14:40 - 23:05LGA-ORD
9h 25m1 stop
Southwest Logo
15:10 - 22:30ORD-LGA
6h 20m1 stop
₹ 13,420Southwest
Find Deal
Fri, 24 Oct - Tue, 28 Oct
Logo
06:30 - 11:27LGA-ORD
5h 57m1 stop
Logo
16:35 - 19:41ORD-LGA
2h 06mdirect
₹ 13,773
Find Deal
Sat, 27 Sep - Sat, 27 Sep

Southwest flights from New York to Chicago

Our best Southwest deals on New York to Chicago flight tickets
Southwest
21 Oct
LGA07:20New York LaGuardia
9h 00m
1 stop
ORD15:20Chicago O'Hare Intl
22 Oct
ORD12:40Chicago O'Hare Intl
9h 40m
1 stop
LGA23:20New York LaGuardia
₹ 12,272
Find similar
Southwest
24 Oct
LGA14:40New York LaGuardia
9h 25m
1 stop
ORD23:05Chicago O'Hare Intl
28 Oct
ORD15:10Chicago O'Hare Intl
6h 20m
1 stop
LGA22:30New York LaGuardia
₹ 13,420
Find similar
Southwest
30 Sept
LGA06:00New York LaGuardia
7h 45m
1 stop
ORD12:45Chicago O'Hare Intl
1 Oct
ORD15:10Chicago O'Hare Intl
4h 50m
1 stop
LGA21:00New York LaGuardia
₹ 14,479
Find similar

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
8 Oct
LGA15:25New York LaGuardia
2h 37m
ORD17:02Chicago O'Hare Intl
10 Oct
ORD20:00Chicago O'Hare Intl
2h 24m
LGA23:24New York LaGuardia
₹ 12,449
Find similar
United Airlines
30 Sept
LGA08:25New York LaGuardia
2h 37m
ORD10:02Chicago O'Hare Intl
5 Oct
ORD06:00Chicago O'Hare Intl
2h 16m
LGA09:16New York LaGuardia
₹ 12,714
Find similar
United Airlines
26 Sept
LGA20:30New York LaGuardia
2h 37m
ORD22:07Chicago O'Hare Intl
29 Sept
ORD20:00Chicago O'Hare Intl
2h 24m
LGA23:24New York LaGuardia
₹ 12,978
Find similar

momondo Fare Finder

 
Customise your flight search to find flights from New York to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 59,053 searches. Data last updated 12 September 2025.
Use the filters below to find and compare flights from New York to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 25/9

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

Sat 27/9

11:12-14:17

Nonstop2h 05m

₹ 11,566

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 24/9

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

Fri 3/10

11:13-14:18

Nonstop2h 05m

₹ 11,654

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 28/1

08:30-10:22

Nonstop2h 52m

Chicago O'Hare Intl

Sat 31/1

10:35-13:56

Nonstop2h 21m

₹ 12,096

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 21/10

07:20-15:20

1 stop9h 00m

Chicago O'Hare Intl

Wed 22/10

12:40-23:20

1 stop9h 40m

₹ 12,272

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/10

15:25-17:02

Nonstop2h 37m

Chicago O'Hare Intl

Fri 10/10

20:00-23:24

Nonstop2h 24m

₹ 12,449

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 30/9

08:25-10:02

Nonstop2h 37m

Chicago O'Hare Intl

Sun 5/10

06:00-09:16

Nonstop2h 16m

₹ 12,714

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 27/9

13:29-21:58

1 stop9h 29m

Chicago O'Hare Intl

Sun 28/9

20:49-12:01

1 stop14h 12m

₹ 12,802

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 25/10

14:55-16:34

Nonstop2h 39m

Chicago O'Hare Intl

Mon 27/10

06:00-09:07

Nonstop2h 07m

₹ 13,067

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 24/10

14:40-23:05

1 stop9h 25m

Chicago O'Hare Intl

Tue 28/10

15:10-22:30

1 stop6h 20m

₹ 13,420

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 27/9

06:30-11:27

1 stop5h 57m

Chicago O'Hare Intl

Sat 27/9

16:35-19:41

Nonstop2h 06m

₹ 13,773

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 typical price of a round-trip flight between New York and Chicago?

What is the cheapest month to fly to Chicago?

In general, January is the cheapest month to fly from New York to Chicago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around ₹ 15,980. The month of September is another great option to travel to Chicago, with average flight prices from New York averaging around ₹ 16,333.

What is the cheapest day to depart on your flight to Chicago?

According to our data, Saturday is the cheapest day to fly to Chicago from New York. The lowest ticket price found for a Saturday departure recently was ₹ 16,418. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Chicago is Tuesday, with ticket prices averaging around ₹ 50,820.

What is the cheapest time of day to depart on your flight to Chicago?

In the evening is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as ₹ 18,625. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. Flights to Chicago are more costly in the afternoon, with an average ticket price of ₹ 31,551. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest New York to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around ₹ 22,153 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York for as low as ₹ 17,746 on momondo.

What cabin class options are available on New York to Chicago flights?

There are 4 cabin classes available to choose from on New York to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on New York to Chicago flights?

No. A direct flight is the cheapest option for a flight between New York to Chicago.

How have New York to Chicago flight prices changed over time?

As of September 2025, prices for New York to Chicago flights are approximately 41% cheaper when compared to flights at the same time last year.

When to book flights from New York to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from New York to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap New York to Chicago (NYC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York to Chicago

Best price found

₹ 6,134

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from New York in the past 72 hours is ₹ 6,134. The best return flight deal from New York to Chicago found on momondo in the last 72 hours is ₹ 13,330.
The fastest flight from New York to Chicago takes 2h 25m
Direct flights go from New York to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

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

    To save time, the fastest way to travel is by flight from New York to Chicago on Delta. Expect the length of time you’ll spend onboard Delta to be about 2h 33m compared to taking a train from New York to Chicago or a bus from New York to Chicago which have been found to be slower alternatives.

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

    A flight from New York to Chicago from ₹ 11,566 can save you up to 27% on the cost of your trip compared to booking a train from New York to Chicago or a bus from New York to Chicago.

  • How far is New York to Chicago by plane?

    Chicago is 1143.9 km away from New York. Flights usually cover this in 2h 33m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from New York to Chicago?

    Prices for flights from New York to Chicago are updated daily.

  • How many operators does momondo search for flights from New York to Chicago?

  • How old do you have to be to fly from New York to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from New York to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from New York to Chicago?

  • What is the most popular airline from New York to Chicago?

Best airlines flying from New York to Chicago

Compare and see reviews for airlines that fly from New York to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom ₹ 7,819Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From New York to Chicago

    American Airlines operates around 101 flights from New York to Chicago every week. The average price of these flights found in the last 72 hours has been ₹ 236, but momondo users have found American Airlines deals from New York to Chicago from as low as ₹ 89 round-trip. American Airlines has been scored 7.2/10 in 10,000 reviews.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Porter
Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

It is quick and easy to find New York to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

All flight searches from New York to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from New York to Chicago?

momondo helps you find the best flight between New York and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from New York are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport