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Cheap flights from New York to Chicago from C$ 67

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 14/1. 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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Find the cheapest flights from New York to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from New York to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from New York to Chicago.

Cheap last-minute flights

Planning a quick getaway from New York to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from New York to Chicago

Find recent round-trip train or bus tickets from New York to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:35 p.m. - 7:19 p.m.EWR-ORD
2h 44mdirect
5:50 a.m. - 9:06 a.m.ORD-EWR
2h 16mdirect
C$ 114Spirit Airlines
Find Deal
Wed, 8 Jan - Sat, 11 Jan
5:35 p.m. - 7:19 p.m.EWR-ORD
2h 44mdirect
5:50 a.m. - 9:06 a.m.ORD-EWR
2h 16mdirect
C$ 146Spirit Airlines
Find Deal
Wed, 8 Jan - Fri, 10 Jan
8:35 a.m. - 10:07 a.m.LGA-ORD
2h 32mdirect
5:06 p.m. - 8:10 p.m.ORD-LGA
2h 04mdirect
C$ 147Spirit Airlines
Find Deal
Wed, 8 Jan - Sat, 11 Jan
5:00 p.m. - 9:54 a.m.LGA-ORD
17h 54m1 stop
10:01 p.m. - 3:56 p.m.ORD-LGA
16h 55m1 stop
C$ 183Frontier
Find Deal
Thu, 9 Jan - Fri, 10 Jan
1:07 p.m. - 2:48 p.m.EWR-ORD
2h 41mdirect
10:50 a.m. - 2:06 p.m.ORD-EWR
2h 16mdirect
C$ 204United Airlines
Find Deal
Wed, 15 Jan - Wed, 22 Jan
3:25 p.m. - 5:01 p.m.EWR-ORD
2h 36mdirect
3:15 p.m. - 6:31 p.m.ORD-EWR
2h 16mdirect
C$ 210United Airlines
Find Deal
Wed, 8 Jan - Wed, 15 Jan
6:00 a.m. - 7:50 a.m.LGA-ORD
2h 50mdirect
8:35 a.m. - 12:00 p.m.ORD-LGA
2h 25mdirect
C$ 210Delta
Find Deal
Fri, 17 Jan - Wed, 22 Jan
7:25 a.m. - 9:15 a.m.LGA-ORD
2h 50mdirect
7:30 a.m. - 10:55 a.m.ORD-LGA
2h 25mdirect
C$ 211Delta
Find Deal
Wed, 8 Jan - Sun, 12 Jan
10:55 a.m. - 5:59 p.m.LGA-ORD
8h 04m1 stop
7:00 a.m. - 3:28 p.m.ORD-LGA
7h 28m1 stop
C$ 283JetBlue
Find Deal
Tue, 7 Jan - Sat, 11 Jan
10:55 a.m. - 5:59 p.m.LGA-ORD
8h 04m1 stop
7:00 a.m. - 3:28 p.m.ORD-LGA
7h 28m1 stop
C$ 357JetBlue
Find Deal
Sun, 12 Jan - Sun, 19 Jan
7:59 a.m. - 8:13 p.m.EWR-ORD
13h 14m1 stop
C$ 67Spirit Airlines
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Tue, 14 Jan
9:59 a.m. - 8:13 p.m.LGA-ORD
11h 14m1 stop
C$ 101Spirit Airlines
Find Deal
Tue, 14 Jan
8:45 p.m. - 10:36 p.m.LGA-ORD
2h 51mdirect
C$ 104Delta
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Mon, 13 Jan
4:45 p.m. - 6:41 p.m.LGA-ORD
2h 56mdirect
C$ 106Delta
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Fri, 17 Jan
3:33 p.m. - 5:09 p.m.EWR-ORD
2h 36mdirect
C$ 106United Airlines
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Sun, 19 Jan
10:03 a.m. - 11:46 a.m.EWR-ORD
2h 43mdirect
C$ 113United Airlines
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Tue, 15 Apr
9:45 a.m. - 3:40 p.m.LGA-ORD
6h 55m1 stop
C$ 141JetBlue
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Mon, 17 Mar
6:00 a.m. - 4:45 p.m.LGA-ORD
11h 45m1 stop
C$ 157Southwest
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Wed, 22 Jan
10:57 a.m. - 6:07 p.m.LGA-ORD
8h 10m1 stop
C$ 170JetBlue
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Wed, 23 Apr
7:15 a.m. - 4:45 p.m.LGA-ORD
10h 30m2 stops
C$ 210Southwest
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Wed, 5 Feb
6:29 p.m. - 8:13 p.m.EWR-ORD
2h 44mdirect
6:00 a.m. - 9:11 a.m.ORD-EWR
2h 11mdirect
C$ 543United Airlines
Find Deal
Mon, 23 Dec - Tue, 14 Jan
8:10 p.m. - 9:52 p.m.EWR-ORD
2h 42mdirect
9:45 p.m. - 12:57 a.m.ORD-EWR
2h 12mdirect
C$ 557United Airlines
Find Deal
Mon, 23 Dec - Thu, 2 Jan
9:28 p.m. - 11:00 p.m.EWR-ORD
2h 32mdirect
9:45 p.m. - 12:57 a.m.ORD-EWR
2h 12mdirect
C$ 560United Airlines
Find Deal
Mon, 23 Dec - Thu, 2 Jan
9:28 p.m. - 11:00 p.m.EWR-ORD
2h 32mdirect
7:10 a.m. - 10:27 a.m.ORD-EWR
2h 17mdirect
C$ 596United Airlines
Find Deal
Mon, 23 Dec - Fri, 3 Jan
6:30 a.m. - 1:00 p.m.LGA-ORD
7h 30m1 stop
11:25 a.m. - 10:40 p.m.ORD-LGA
10h 15m2 stops
C$ 664Southwest
Find Deal
Thu, 19 Dec - Fri, 31 Jan
6:30 a.m. - 1:00 p.m.LGA-ORD
7h 30m1 stop
2:55 p.m. - 10:55 p.m.ORD-LGA
7h 00m2 stops
C$ 691Southwest
Find Deal
Thu, 19 Dec - Mon, 23 Dec
6:55 p.m. - 8:41 p.m.LGA-ORD
2h 46mdirect
5:35 p.m. - 9:00 p.m.ORD-LGA
2h 25mdirect
C$ 1,095Delta
Find Deal
Mon, 23 Dec - Thu, 26 Dec
6:00 a.m. - 9:14 a.m.EWR-ORD
4h 14m1 stop
5:30 p.m. - 11:16 p.m.ORD-EWR
4h 46m1 stop
C$ 1,137Delta
Find Deal
Thu, 19 Dec - Wed, 25 Dec
7:30 a.m. - 4:40 a.m.EWR-ORD
22h 10m2 stops
2:07 p.m. - 5:29 p.m.ORD-EWR
26h 22m1 stop
C$ 1,533Alaska Airlines
Find Deal
Thu, 19 Dec - Fri, 31 Jan
9:00 a.m. - 4:40 a.m.EWR-ORD
20h 40m2 stops
7:00 a.m. - 6:59 a.m.ORD-EWR
22h 59m2 stops
C$ 1,918Alaska Airlines
Find Deal
Thu, 19 Dec - Wed, 1 Jan
5:35 p.m. - 7:19 p.m.EWR-ORD
2h 44mdirect
5:50 a.m. - 9:06 a.m.ORD-EWR
2h 16mdirect
C$ 114Spirit Airlines
Find Deal
Wed, 8 Jan - Sat, 11 Jan
5:35 p.m. - 7:19 p.m.EWR-ORD
2h 44mdirect
5:50 a.m. - 9:06 a.m.ORD-EWR
2h 16mdirect
C$ 146Spirit Airlines
Find Deal
Wed, 8 Jan - Fri, 10 Jan
8:35 a.m. - 10:07 a.m.LGA-ORD
2h 32mdirect
5:06 p.m. - 8:10 p.m.ORD-LGA
2h 04mdirect
C$ 147Spirit Airlines
Find Deal
Wed, 8 Jan - Sat, 11 Jan
5:35 p.m. - 7:19 p.m.EWR-ORD
2h 44mdirect
5:50 a.m. - 9:06 a.m.ORD-EWR
2h 16mdirect
C$ 160Spirit Airlines
Find Deal
Tue, 7 Jan - Sat, 11 Jan
3:25 p.m. - 5:01 p.m.EWR-ORD
2h 36mdirect
9:10 a.m. - 12:28 p.m.ORD-EWR
2h 18mdirect
C$ 204United Airlines
Find Deal
Wed, 15 Jan - Sun, 19 Jan
3:25 p.m. - 5:01 p.m.EWR-ORD
2h 36mdirect
3:15 p.m. - 6:31 p.m.ORD-EWR
2h 16mdirect
C$ 210United Airlines
Find Deal
Wed, 8 Jan - Wed, 15 Jan
6:00 a.m. - 7:50 a.m.LGA-ORD
2h 50mdirect
8:35 a.m. - 12:00 p.m.ORD-LGA
2h 25mdirect
C$ 210Delta
Find Deal
Fri, 17 Jan - Wed, 22 Jan
7:25 a.m. - 9:15 a.m.LGA-ORD
2h 50mdirect
7:30 a.m. - 10:55 a.m.ORD-LGA
2h 25mdirect
C$ 211Delta
Find Deal
Wed, 8 Jan - Sun, 12 Jan
7:00 a.m. - 8:46 a.m.EWR-ORD
2h 46mdirect
6:20 p.m. - 9:32 p.m.ORD-EWR
2h 12mdirect
C$ 240American Airlines
Find Deal
Tue, 14 Jan - Fri, 17 Jan
7:00 a.m. - 8:46 a.m.EWR-ORD
2h 46mdirect
6:20 p.m. - 9:32 p.m.ORD-EWR
2h 12mdirect
C$ 287American Airlines
Find Deal
Wed, 22 Jan - Sat, 25 Jan

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
8 Jan
EWR5:35 p.m.Newark
2h 44m
ORD7:19 p.m.Chicago O'Hare Intl
11 Jan
ORD5:50 a.m.Chicago O'Hare Intl
2h 16m
EWR9:06 a.m.Newark
Spirit Airlines
8 Jan
EWR5:35 p.m.Newark
2h 44m
ORD7:19 p.m.Chicago O'Hare Intl
10 Jan
ORD5:50 a.m.Chicago O'Hare Intl
2h 16m
EWR9:06 a.m.Newark
Spirit Airlines
8 Jan
LGA8:35 a.m.New York LaGuardia
2h 32m
ORD10:07 a.m.Chicago O'Hare Intl
11 Jan
ORD5:06 p.m.Chicago O'Hare Intl
2h 04m
LGA8:10 p.m.New York LaGuardia

Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets
Delta
17 Jan
LGA6:00 a.m.New York LaGuardia
2h 50m
ORD7:50 a.m.Chicago O'Hare Intl
22 Jan
ORD8:35 a.m.Chicago O'Hare Intl
2h 25m
LGA12:00 p.m.New York LaGuardia
Delta
8 Jan
LGA7:25 a.m.New York LaGuardia
2h 50m
ORD9:15 a.m.Chicago O'Hare Intl
12 Jan
ORD7:30 a.m.Chicago O'Hare Intl
2h 25m
LGA10:55 a.m.New York LaGuardia
Delta
17 Jan
LGA6:00 a.m.New York LaGuardia
2h 50m
ORD7:50 a.m.Chicago O'Hare Intl
17 May
ORD5:00 p.m.Chicago O'Hare Intl
2h 19m
LGA8:19 p.m.New York LaGuardia

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 January is another great option to travel to Chicago, with average flight prices from New York averaging around C$ 280.

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 Sunday when prices can be found for as low as C$ 0. 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$ 427. 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?

At noon is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as C$ 0. Flying to Chicago at noon is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 240 per ticket.

What is the cheapest New York to Chicago flight route?

Fly from New York LaGuardia to Chicago Midway for the best New York - Chicago flight prices

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

The best time to book a flight to Chicago from New York is 33 days out, which is when prices tend to be around C$ 350. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 341.

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

There are 3 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?

You could potentially save up to 23% on your flight if you consider stops on a New York to Chicago flight.

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

As of December 2024, prices for New York to Chicago flights are approximately 1% 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$ 67

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 C$ 67. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is C$ 114.
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)

  • 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 25m. 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$ 114. 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 25m 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?


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.


Choose the best way to get from New York to Chicago

Buses

21h 55m
C$ 149 one-wayC$ 237 round-trip
Direct · from C$ 237

Distance to downtown

F991.3 km

Find Buses

New York to Chicago Buses

Trains

19h 32m
C$ 121 one-wayC$ 243 round-trip
Direct · from C$ 243

Distance to downtown

ZUN1.1 km

Find Trains

New York to Chicago Trains

Flights

2h 31m
C$ 67 one-wayC$ 114 round-trip
Direct · from C$ 1141 stop · from C$ 137

Distance to downtown

ORD25.6 km

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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago