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Cheap flights from New York to Chicago from C$ 69

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 1/2. 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 from New York to Chicago

The cheapest plane tickets from New York to Chicago found on KAYAK recently.
10:59 a.m. - 12:39 p.m.LGA-ORD
2h 40mdirect
7:07 a.m. - 10:04 a.m.ORD-LGA
1h 57mdirect
C$ 141Spirit Airlines
Find Deal
Sun, 9 Feb - Sun, 16 Feb
7:59 a.m. - 9:34 a.m.EWR-ORD
2h 35mdirect
5:15 a.m. - 8:24 a.m.ORD-EWR
2h 09mdirect
C$ 184Spirit Airlines
Find Deal
Sun, 9 Feb - Sun, 16 Feb
6:00 p.m. - 7:55 p.m.LGA-ORD
2h 55mdirect
7:30 a.m. - 10:51 a.m.ORD-LGA
2h 21mdirect
C$ 209Delta
Find Deal
Tue, 18 Feb - Thu, 20 Feb
7:30 a.m. - 9:18 a.m.LGA-ORD
2h 48mdirect
7:40 p.m. - 11:00 p.m.ORD-LGA
2h 20mdirect
C$ 212Delta
Find Deal
Thu, 13 Feb - Tue, 18 Feb
7:00 a.m. - 8:40 a.m.EWR-ORD
2h 40mdirect
9:45 p.m. - 12:58 a.m.ORD-EWR
2h 13mdirect
C$ 212United Airlines
Find Deal
Thu, 3 Apr - Sat, 5 Apr
11:35 a.m. - 1:12 p.m.EWR-ORD
2h 37mdirect
9:45 p.m. - 1:06 a.m.ORD-EWR
2h 21mdirect
C$ 226United Airlines
Find Deal
Sat, 7 Jun - Tue, 10 Jun
7:20 a.m. - 1:00 p.m.LGA-ORD
6h 40m1 stop
7:30 a.m. - 5:20 p.m.ORD-LGA
8h 50m1 stop
C$ 282Southwest
Find Deal
Tue, 18 Feb - Thu, 20 Feb
10:55 a.m. - 5:55 p.m.LGA-ORD
8h 00m1 stop
12:45 p.m. - 6:59 p.m.ORD-LGA
5h 14m1 stop
C$ 287JetBlue
Find Deal
Wed, 12 Feb - Wed, 19 Feb
6:15 a.m. - 2:00 p.m.LGA-ORD
8h 45m1 stop
1:30 p.m. - 10:05 p.m.ORD-LGA
7h 35m1 stop
C$ 291Southwest
Find Deal
Sat, 8 Mar - Mon, 17 Mar
1:30 p.m. - 6:32 p.m.LGA-ORD
6h 02m1 stop
8:40 a.m. - 4:55 p.m.ORD-LGA
7h 15m1 stop
C$ 344JetBlue
Find Deal
Tue, 10 Jun - Tue, 17 Jun
9:15 p.m. - 10:55 p.m.LGA-ORD
2h 40mdirect
C$ 69Spirit Airlines
Find Deal
Sat, 1 Feb
9:55 a.m. - 11:36 a.m.LGA-ORD
2h 41mdirect
C$ 72Spirit Airlines
Find Deal
Sun, 9 Mar
10:00 p.m. - 9:04 a.m.LGA-ORD
12h 04m1 stop
C$ 81Frontier
Find Deal
Sat, 1 Feb
10:10 p.m. - 7:18 a.m.EWR-ORD
10h 08m1 stop
C$ 101Frontier
Find Deal
Sun, 2 Mar
6:43 p.m. - 8:25 p.m.EWR-ORD
2h 42mdirect
C$ 107United Airlines
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Tue, 11 Feb
8:50 a.m. - 10:49 a.m.LGA-ORD
2h 59mdirect
C$ 107Delta
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Wed, 12 Feb
6:00 a.m. - 7:38 a.m.EWR-ORD
2h 38mdirect
C$ 114United Airlines
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Tue, 27 May
7:30 a.m. - 9:11 a.m.LGA-ORD
2h 41mdirect
C$ 114Delta
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Tue, 22 Apr
7:00 a.m. - 8:34 a.m.LGA-ORD
2h 34mdirect
C$ 135American Airlines
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Fri, 18 Apr
3:00 p.m. - 4:40 p.m.EWR-ORD
2h 40mdirect
C$ 324American Airlines
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Sun, 26 Jan
5:45 a.m. - 4:10 p.m.LGA-ORD
11h 25m1 stop
6:06 p.m. - 7:35 a.m.ORD-LGA
12h 29m1 stop
C$ 322Spirit Airlines
Find Deal
Sun, 26 Jan - Sun, 26 Jan
6:00 p.m. - 7:59 p.m.LGA-ORD
2h 59mdirect
7:30 a.m. - 10:55 a.m.ORD-LGA
2h 25mdirect
C$ 436Delta
Find Deal
Fri, 24 Jan - Thu, 30 Jan
6:00 a.m. - 11:30 a.m.LGA-ORD
6h 30m1 stop
7:30 a.m. - 5:20 p.m.ORD-LGA
8h 50m1 stop
C$ 466Southwest
Find Deal
Fri, 24 Jan - Thu, 30 Jan
12:40 p.m. - 9:30 p.m.LGA-ORD
9h 50m2 stops
11:25 a.m. - 8:00 p.m.ORD-LGA
7h 35m1 stop
C$ 498Southwest
Find Deal
Fri, 24 Jan - Thu, 30 Jan
2:50 p.m. - 11:10 a.m.LGA-ORD
21h 20m2 stops
2:00 p.m. - 5:12 p.m.ORD-LGA
2h 12mdirect
C$ 502United Airlines
Find Deal
Fri, 24 Jan - Sat, 25 Jan
9:00 p.m. - 9:39 a.m.EWR-ORD
13h 39m1 stop
11:51 a.m. - 3:09 p.m.ORD-EWR
2h 18mdirect
C$ 525United Airlines
Find Deal
Sat, 25 Jan - Sun, 26 Jan
12:35 p.m. - 2:15 p.m.EWR-ORD
2h 40mdirect
10:40 a.m. - 1:54 p.m.ORD-EWR
2h 14mdirect
C$ 533American Airlines
Find Deal
Fri, 24 Jan - Thu, 30 Jan
5:13 p.m. - 12:09 a.m.EWR-ORD
7h 56m1 stop
6:20 p.m. - 9:32 p.m.ORD-EWR
2h 12mdirect
C$ 547American Airlines
Find Deal
Fri, 24 Jan - Thu, 30 Jan
10:55 a.m. - 5:59 p.m.LGA-ORD
8h 04m1 stop
7:00 a.m. - 2:12 p.m.ORD-LGA
6h 12m1 stop
C$ 819JetBlue
Find Deal
Thu, 23 Jan - Sun, 26 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$ 897JetBlue
Find Deal
Wed, 22 Jan - Sat, 25 Jan
10:59 a.m. - 12:39 p.m.LGA-ORD
2h 40mdirect
7:07 a.m. - 10:04 a.m.ORD-LGA
1h 57mdirect
C$ 141Spirit Airlines
Find Deal
Sun, 9 Feb - Sun, 16 Feb
7:59 a.m. - 9:34 a.m.EWR-ORD
2h 35mdirect
5:15 a.m. - 8:24 a.m.ORD-EWR
2h 09mdirect
C$ 184Spirit Airlines
Find Deal
Sun, 9 Feb - Sun, 16 Feb
6:00 p.m. - 7:55 p.m.LGA-ORD
2h 55mdirect
7:30 a.m. - 10:51 a.m.ORD-LGA
2h 21mdirect
C$ 209Delta
Find Deal
Tue, 18 Feb - Thu, 20 Feb
8:50 a.m. - 10:49 a.m.LGA-ORD
2h 59mdirect
6:00 a.m. - 9:25 a.m.ORD-LGA
2h 25mdirect
C$ 212Delta
Find Deal
Thu, 13 Feb - Mon, 17 Feb
7:00 a.m. - 8:40 a.m.EWR-ORD
2h 40mdirect
9:45 p.m. - 12:58 a.m.ORD-EWR
2h 13mdirect
C$ 212United Airlines
Find Deal
Thu, 3 Apr - Sat, 5 Apr
8:55 p.m. - 10:43 p.m.LGA-ORD
2h 48mdirect
6:00 a.m. - 9:15 a.m.ORD-LGA
2h 15mdirect
C$ 219Delta
Find Deal
Wed, 9 Apr - Tue, 15 Apr
11:35 a.m. - 1:12 p.m.EWR-ORD
2h 37mdirect
9:45 p.m. - 1:06 a.m.ORD-EWR
2h 21mdirect
C$ 226United Airlines
Find Deal
Sat, 7 Jun - Tue, 10 Jun
6:00 a.m. - 7:48 a.m.LGA-ORD
2h 48mdirect
6:00 a.m. - 9:25 a.m.ORD-LGA
2h 25mdirect
C$ 226Delta
Find Deal
Fri, 14 Feb - Mon, 17 Feb
7:59 p.m. - 9:53 p.m.LGA-ORD
2h 54mdirect
11:06 a.m. - 2:14 p.m.ORD-LGA
2h 08mdirect
C$ 341American Airlines
Find Deal
Tue, 4 Feb - Wed, 5 Feb
6:29 p.m. - 8:13 p.m.EWR-ORD
2h 44mdirect
6:45 p.m. - 9:57 p.m.ORD-EWR
2h 12mdirect
C$ 589American Airlines
Find Deal
Sat, 8 Feb - Fri, 14 Feb

United Airlines flights from New York to Chicago

Our best United Airlines deals on New York to Chicago flight tickets
United Airlines
3 Apr
EWR7:00 a.m.Newark
2h 40m
ORD8:40 a.m.Chicago O'Hare Intl
5 Apr
ORD9:45 p.m.Chicago O'Hare Intl
2h 13m
EWR12:58 a.m.Newark
United Airlines
7 Jun
EWR11:35 a.m.Newark
2h 37m
ORD1:12 p.m.Chicago O'Hare Intl
10 Jun
ORD9:45 p.m.Chicago O'Hare Intl
2h 21m
EWR1:06 a.m.Newark
United Airlines
12 Mar
EWR6:42 p.m.Newark
2h 43m
ORD8:25 p.m.Chicago O'Hare Intl
17 Mar
ORD9:40 p.m.Chicago O'Hare Intl
2h 05m
EWR12:45 a.m.Newark

Southwest flights from New York to Chicago

Our best Southwest deals on New York to Chicago flight tickets
Southwest
18 Feb
LGA7:20 a.m.New York LaGuardia
6h 40m
1 stop
ORD1:00 p.m.Chicago O'Hare Intl
20 Feb
ORD7:30 a.m.Chicago O'Hare Intl
8h 50m
1 stop
LGA5:20 p.m.New York LaGuardia
Southwest
8 Mar
LGA6:15 a.m.New York LaGuardia
8h 45m
1 stop
ORD2:00 p.m.Chicago O'Hare Intl
17 Mar
ORD1:30 p.m.Chicago O'Hare Intl
7h 35m
1 stop
LGA10:05 p.m.New York LaGuardia
Southwest
4 Apr
LGA7:30 a.m.New York LaGuardia
8h 30m
1 stop
ORD3:00 p.m.Chicago O'Hare Intl
5 Apr
ORD12:15 p.m.Chicago O'Hare Intl
9h 35m
1 stop
LGA10:50 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 February is another great option to travel to Chicago, with average flight prices from New York averaging around C$ 272.

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$ 431. 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$ 242 per ticket.

What is the cheapest New York to Chicago flight route?

Fly from New York LaGuardia 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 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 354 when searching 5 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$ 307 on momondo.

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.

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

As of January 2025, prices for New York to Chicago flights are approximately 4% 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$ 69

Fastest flight time

2h 24m

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$ 69. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is C$ 141.
The fastest flight from New York to Chicago takes 2h 24m
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 24m. 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$ 141. 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 24m 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
Benton Harbor
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.


Choose the best way to get from New York to Chicago

Buses

21h 30m
C$ 132 one-wayC$ 310 round-trip
Direct · from C$ 310

Distance to downtown

G1N17.0 km
F991.3 km

Find Buses

New York to Chicago Buses

Trains

19h 32m
C$ 122 one-wayC$ 245 round-trip
Direct · from C$ 245

Distance to downtown

ZUN1.1 km

Find Trains

New York to Chicago Trains

Flights

2h 31m
C$ 69 one-wayC$ 141 round-trip
Direct · from C$ 1411 stop · from C$ 187

Distance to downtown

ORD25.6 km

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