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Cheap flights from New York to Chicago from ₹ 5,795

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 8/11. 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

Enter your travel dates to find the best prices.
United Airlines Logo
13:15 - 14:55LGA-ORD
2h 40mdirect
United Airlines Logo
18:00 - 21:07ORD-LGA
2h 07mdirect
₹ 10,273United Airlines
Find Deal
Wed, 5 Nov - Wed, 12 Nov
Spirit Airlines Logo
20:30 - 07:43LGA-ORD
12h 13m1 stop
Spirit Airlines Logo
16:42 - 19:46ORD-LGA
2h 04mdirect
₹ 10,624Spirit Airlines
Find Deal
Tue, 2 Dec - Sun, 7 Dec
Spirit Airlines Logo
10:59 - 00:27LGA-ORD
14h 28m1 stop
Spirit Airlines Logo
16:57 - 20:00ORD-LGA
2h 03mdirect
₹ 10,800Spirit Airlines
Find Deal
Mon, 10 Nov - Thu, 13 Nov
United Airlines Logo
15:20 - 17:08LGA-ORD
2h 48mdirect
United Airlines Logo
08:00 - 11:13ORD-LGA
2h 13mdirect
₹ 10,975United Airlines
Find Deal
Fri, 16 Jan - Sun, 18 Jan
United Airlines Logo
07:15 - 08:57LGA-ORD
2h 42mdirect
United Airlines Logo
08:00 - 11:07ORD-LGA
2h 07mdirect
₹ 11,678United Airlines
Find Deal
Sat, 8 Nov - Sun, 9 Nov
Delta Logo
17:45 - 19:31LGA-ORD
2h 46mdirect
Delta Logo
20:25 - 23:44ORD-LGA
2h 19mdirect
₹ 12,029Delta
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Sat, 8 Nov - Mon, 10 Nov
United Airlines Logo
10:01 - 11:46EWR-ORD
2h 45mdirect
United Airlines Logo
15:07 - 18:29ORD-EWR
2h 22mdirect
₹ 12,029United Airlines
Find Deal
Wed, 12 Nov - Thu, 13 Nov
Delta Logo
07:30 - 09:12LGA-ORD
2h 42mdirect
Delta Logo
12:29 - 15:34ORD-LGA
2h 05mdirect
₹ 12,117Delta
Find Deal
Thu, 13 Nov - Mon, 17 Nov
Southwest Logo
06:05 - 12:15LGA-ORD
7h 10m1 stop
Southwest Logo
14:15 - 21:55ORD-LGA
6h 40m1 stop
₹ 16,419Southwest
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Wed, 5 Nov - Wed, 5 Nov
Southwest Logo
06:05 - 12:15LGA-ORD
7h 10m1 stop
Southwest Logo
13:45 - 23:25ORD-LGA
8h 40m1 stop
₹ 16,858Southwest
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Wed, 5 Nov - Wed, 12 Nov

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
5 Nov
LGA13:15New York LaGuardia
2h 40m
ORD14:55Chicago O'Hare Intl
12 Nov
ORD18:00Chicago O'Hare Intl
2h 07m
LGA21:07New York LaGuardia
₹ 10,273
Find similar
United Airlines
16 Jan
LGA15:20New York LaGuardia
2h 48m
ORD17:08Chicago O'Hare Intl
18 Jan
ORD08:00Chicago O'Hare Intl
2h 13m
LGA11:13New York LaGuardia
₹ 10,975
Find similar
United Airlines
31 Oct
LGA19:15New York LaGuardia
2h 42m
ORD20:57Chicago O'Hare Intl
3 Nov
ORD18:30Chicago O'Hare Intl
2h 16m
LGA21:46New York LaGuardia
₹ 11,151
Find similar

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
4 Nov
LGA16:59New York LaGuardia
2h 35m
ORD18:34Chicago O'Hare Intl
8 Nov
ORD15:26Chicago O'Hare Intl
6h 55m
1 stop
LGA23:21New York LaGuardia
₹ 9,570
Find similar
Spirit Airlines
2 Dec
LGA20:30New York LaGuardia
12h 13m
1 stop
ORD07:43Chicago O'Hare Intl
7 Dec
ORD16:42Chicago O'Hare Intl
2h 04m
LGA19:46New York LaGuardia
₹ 10,624
Find similar
Spirit Airlines
10 Nov
LGA10:59New York LaGuardia
14h 28m
1 stop
ORD00:27Chicago O'Hare Intl
13 Nov
ORD16:57Chicago O'Hare Intl
2h 03m
LGA20:00New York LaGuardia
₹ 10,800
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 26 October 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

Wed 5/11

13:15-14:55

Nonstop2h 40m

Chicago O'Hare Intl

Wed 12/11

18:00-21:07

Nonstop2h 07m

₹ 10,273

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 2/12

20:30-07:43

1 stop12h 13m

Chicago O'Hare Intl

Sun 7/12

16:42-19:46

Nonstop2h 04m

₹ 10,624

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 10/11

10:59-00:27

1 stop14h 28m

Chicago O'Hare Intl

Thu 13/11

16:57-20:00

Nonstop2h 03m

₹ 10,800

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 16/1

15:20-17:08

Nonstop2h 48m

Chicago O'Hare Intl

Sun 18/1

08:00-11:13

Nonstop2h 13m

₹ 10,975

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 8/11

07:15-08:57

Nonstop2h 42m

Chicago O'Hare Intl

Sun 9/11

08:00-11:07

Nonstop2h 07m

₹ 11,678

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 8/11

17:45-19:31

Nonstop2h 46m

Chicago O'Hare Intl

Mon 10/11

20:25-23:44

Nonstop2h 19m

₹ 12,029

NewarkChicago

EWR - ORD

EWRORD

Newark

Wed 12/11

10:01-11:46

Nonstop2h 45m

Chicago O'Hare Intl

Thu 13/11

15:07-18:29

Nonstop2h 22m

₹ 12,029

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 13/11

07:30-09:12

Nonstop2h 42m

Chicago O'Hare Intl

Mon 17/11

12:29-15:34

Nonstop2h 05m

₹ 12,117

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 5/11

06:05-12:15

1 stop7h 10m

Chicago O'Hare Intl

Wed 5/11

14:15-21:55

1 stop6h 40m

₹ 16,419

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 5/11

06:05-12:15

1 stop7h 10m

Chicago O'Hare Intl

Wed 12/11

13:45-23:25

1 stop8h 40m

₹ 16,858

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 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 ₹ 16,331. The month of February is another great option to travel to Chicago, with average flight prices from New York averaging around ₹ 16,595.

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

According to our data, Wednesday is the cheapest day to fly to Chicago from New York. The lowest ticket price found for a Wednesday departure recently was ₹ 17,279. 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 ₹ 57,025.

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 ₹ 19,666. 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 ₹ 27,039. 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 ₹ 21,972 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 ₹ 16,331 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 October 2025, prices for New York to Chicago flights are approximately 34% 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

₹ 7,428

Fastest flight time

2h 21m

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 ₹ 7,428. The best return flight deal from New York to Chicago found on momondo in the last 72 hours is ₹ 7,336.
The fastest flight from New York to Chicago takes 2h 21m
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 Spirit Airlines. Expect the length of time you’ll spend onboard Spirit Airlines to be about 2h 23m 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 ₹ 10,273 can save you up to 40% 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 23m, 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 ₹ 7,776Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights

  • American Airlines Flights From New York to Chicago

    American Airlines operates around 88 flights from New York to Chicago every week. The average price of these flights found in the last 72 hours has been ₹ 21,651, but momondo users have found American Airlines deals from New York to Chicago from as low as ₹ 7,776 round-trip. American Airlines has been scored 7.2/10 in 11,035 reviews.

Travelling to a place near Chicago?

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