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Cheap flights from New York to Chicago from C$ 92

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 12/12. 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 round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:41 p.m. - 10:11 p.m.LGA-ORD
2h 30mdirect
Multiple Airlines Logo
4:01 p.m. - 11:05 p.m.ORD-LGA
6h 04m1 stop
C$ 155Multiple Airlines
Find Deal
Mon, 8 Dec - Wed, 10 Dec
Spirit Airlines Logo
8:45 p.m. - 9:31 a.m.LGA-ORD
13h 46m1 stop
Spirit Airlines Logo
7:34 p.m. - 10:42 p.m.ORD-LGA
2h 08mdirect
C$ 164Spirit Airlines
Find Deal
Sun, 16 Nov - Wed, 19 Nov
Spirit Airlines Logo
8:45 p.m. - 10:01 a.m.LGA-ORD
14h 16m1 stop
Spirit Airlines Logo
6:48 a.m. - 2:00 p.m.ORD-LGA
6h 12m1 stop
C$ 171Spirit Airlines
Find Deal
Wed, 12 Nov - Wed, 19 Nov
Frontier Logo
6:20 a.m. - 5:27 p.m.LGA-ORD
12h 07m1 stop
Frontier Logo
8:00 a.m. - 4:29 p.m.ORD-LGA
7h 29m1 stop
C$ 181Frontier
Find Deal
Mon, 8 Dec - Wed, 10 Dec
United Airlines Logo
10:15 a.m. - 12:03 p.m.LGA-ORD
2h 48mdirect
United Airlines Logo
3:00 p.m. - 6:23 p.m.ORD-LGA
2h 23mdirect
C$ 187United Airlines
Find Deal
Tue, 6 Jan - Tue, 6 Jan
United Airlines Logo
10:01 a.m. - 11:46 a.m.EWR-ORD
2h 45mdirect
United Airlines Logo
9:08 p.m. - 12:13 a.m.ORD-EWR
2h 05mdirect
C$ 191United Airlines
Find Deal
Thu, 13 Nov - Mon, 17 Nov
Delta Logo
2:52 p.m. - 4:34 p.m.LGA-ORD
2h 42mdirect
Delta Logo
6:00 a.m. - 9:19 a.m.ORD-LGA
2h 19mdirect
C$ 191Delta
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Sat, 15 Nov - Mon, 17 Nov
Delta Logo
11:30 a.m. - 1:17 p.m.LGA-ORD
2h 47mdirect
Delta Logo
7:00 a.m. - 10:15 a.m.ORD-LGA
2h 15mdirect
C$ 192Delta
Find Deal
Sat, 15 Nov - Mon, 17 Nov
Delta Logo
5:35 p.m. - 7:23 p.m.LGA-ORD
2h 48mdirect
Delta Logo
5:50 p.m. - 9:01 p.m.ORD-LGA
2h 11mdirect
C$ 194Delta
Find Deal
Sat, 15 Nov - Mon, 17 Nov
Frontier Logo
5:59 a.m. - 5:27 p.m.EWR-ORD
12h 28m1 stop
Frontier Logo
4:01 p.m. - 1:10 a.m.ORD-EWR
8h 09m1 stop
C$ 210Frontier
Find Deal
Mon, 8 Dec - Wed, 10 Dec

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
16 Nov
LGA8:45 p.m.New York LaGuardia
13h 46m
1 stop
ORD9:31 a.m.Chicago O'Hare Intl
19 Nov
ORD7:34 p.m.Chicago O'Hare Intl
2h 08m
LGA10:42 p.m.New York LaGuardia
C$ 164
Find similar
Spirit Airlines
12 Nov
LGA8:45 p.m.New York LaGuardia
14h 16m
1 stop
ORD10:01 a.m.Chicago O'Hare Intl
19 Nov
ORD6:48 a.m.Chicago O'Hare Intl
6h 12m
1 stop
LGA2:00 p.m.New York LaGuardia
C$ 171
Find similar
Spirit Airlines
23 Nov
LGA7:30 a.m.New York LaGuardia
2h 31m
ORD9:01 a.m.Chicago O'Hare Intl
25 Nov
ORD6:48 a.m.Chicago O'Hare Intl
7h 45m
1 stop
LGA3:33 p.m.New York LaGuardia
C$ 185
Find similar

Frontier flights from New York to Chicago

Our best Frontier deals on New York to Chicago flight tickets
Frontier
8 Dec
LGA6:20 a.m.New York LaGuardia
12h 07m
1 stop
ORD5:27 p.m.Chicago O'Hare Intl
10 Dec
ORD8:00 a.m.Chicago O'Hare Intl
7h 29m
1 stop
LGA4:29 p.m.New York LaGuardia
C$ 181
Find similar
Frontier
8 Dec
EWR5:59 a.m.Newark
12h 28m
1 stop
ORD5:27 p.m.Chicago O'Hare Intl
10 Dec
ORD4:01 p.m.Chicago O'Hare Intl
8h 09m
1 stop
EWR1:10 a.m.Newark
C$ 210
Find similar

momondo Fare Finder

 
Customize 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 96,600 searches. Data last updated 29 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

Mon 8/12

8:41 p.m.-10:11 p.m.

Nonstop2h 30m

Chicago O'Hare Intl

Wed 10/12

4:01 p.m.-11:05 p.m.

1 stop6h 04m

C$ 155

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 16/11

8:45 p.m.-9:31 a.m.

1 stop13h 46m

Chicago O'Hare Intl

Wed 19/11

7:34 p.m.-10:42 p.m.

Nonstop2h 08m

C$ 164

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/11

8:45 p.m.-10:01 a.m.

1 stop14h 16m

Chicago O'Hare Intl

Wed 19/11

6:48 a.m.-2:00 p.m.

1 stop6h 12m

C$ 171

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 8/12

6:20 a.m.-5:27 p.m.

1 stop12h 07m

Chicago O'Hare Intl

Wed 10/12

8:00 a.m.-4:29 p.m.

1 stop7h 29m

C$ 181

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 6/1

10:15 a.m.-12:03 p.m.

Nonstop2h 48m

Chicago O'Hare Intl

Tue 6/1

3:00 p.m.-6:23 p.m.

Nonstop2h 23m

C$ 187

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 13/11

10:01 a.m.-11:46 a.m.

Nonstop2h 45m

Chicago O'Hare Intl

Mon 17/11

9:08 p.m.-12:13 a.m.

Nonstop2h 05m

C$ 191

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

2:52 p.m.-4:34 p.m.

Nonstop2h 42m

Chicago O'Hare Intl

Mon 17/11

6:00 a.m.-9:19 a.m.

Nonstop2h 19m

C$ 191

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

11:30 a.m.-1:17 p.m.

Nonstop2h 47m

Chicago O'Hare Intl

Mon 17/11

7:00 a.m.-10:15 a.m.

Nonstop2h 15m

C$ 192

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 15/11

5:35 p.m.-7:23 p.m.

Nonstop2h 48m

Chicago O'Hare Intl

Mon 17/11

5:50 p.m.-9:01 p.m.

Nonstop2h 11m

C$ 194

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 8/12

5:59 a.m.-5:27 p.m.

1 stop12h 28m

Chicago O'Hare Intl

Wed 10/12

4:01 p.m.-1:10 a.m.

1 stop8h 09m

C$ 210

Flights are sorted by cheapest round-trip 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?

The month of February is another great option to travel to Chicago, with average flight prices from New York averaging around C$ 263.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as C$ 374. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around C$ 599. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

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

In the afternoon is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as C$ 371. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the evening is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 599 per ticket.

What is the cheapest New York to Chicago flight route?

Fly from Newark to Chicago Midway 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 C$ 349 when searching weeks out. 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 C$ 259 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 round-trip 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

C$ 61

Fastest flight time

2h 22m

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 C$ 61. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is C$ 352.
The fastest flight from New York to Chicago takes 2h 22m
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?

    Based on just travel duration our users have found a flight from New York to Chicago to be the fastest option to their destination at just 2h 21m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from New York to Chicago or a bus from New York to Chicago.

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

    Expect a flight to be one of the cheapest options available to you for travel. Currently, a flight has deals available from C$ 155. While they may not be the most cost-effective options currently available a train from New York to Chicago or a bus from New York to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

  • How far is New York to Chicago by plane?

    There are 1143.9 km between New York and Chicago. Typically, this will take 2h 21m by plane in normal conditions.

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

    Prices for flights from New York to Chicago are refreshed on a daily basis.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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?

Travelling to a place near Chicago?

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New York to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from New York with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New York and alert you when they change.

An easier way to manage your Chicago trip

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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