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Cheap flights from New York to Chicago from C$ 106

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 18/2. 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.
4:40 p.m. - 6:26 p.m.LGA-ORD
2h 46mdirect
5:55 a.m. - 9:00 a.m.ORD-LGA
2h 05mdirect
C$ 190Spirit Airlines
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Thu, 13 Mar - Sun, 16 Mar
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$ 208Delta
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Tue, 25 Feb - Wed, 26 Feb
6:17 p.m. - 8:05 p.m.LGA-ORD
2h 48mdirect
6:30 p.m. - 9:46 p.m.ORD-LGA
2h 16mdirect
C$ 246United Airlines
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Sat, 15 Feb - Tue, 18 Feb
10:29 a.m. - 2:10 p.m.LGA-ORD
4h 41m1 stop
9:00 a.m. - 12:13 p.m.ORD-LGA
2h 13mdirect
C$ 256United Airlines
Find Deal
Tue, 8 Apr - Sun, 20 Apr
7:30 a.m. - 3:00 p.m.LGA-ORD
8h 30m1 stop
6:15 a.m. - 6:10 p.m.ORD-LGA
10h 55m1 stop
C$ 283Southwest
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Thu, 27 Mar - Tue, 1 Apr
6:00 a.m. - 12:45 p.m.LGA-ORD
7h 45m1 stop
12:15 p.m. - 10:50 p.m.ORD-LGA
9h 35m1 stop
C$ 290Southwest
Find Deal
Wed, 12 Mar - Sat, 15 Mar
10:57 a.m. - 6:07 p.m.LGA-ORD
8h 10m1 stop
8:50 a.m. - 3:34 p.m.ORD-LGA
5h 44m1 stop
C$ 315JetBlue
Find Deal
Mon, 7 Apr - Thu, 1 May
7:10 a.m. - 8:58 a.m.EWR-ORD
2h 48mdirect
7:04 a.m. - 10:21 a.m.ORD-EWR
2h 17mdirect
C$ 322American Airlines
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Tue, 8 Apr - Thu, 10 Apr
10:59 a.m. - 6:32 p.m.LGA-ORD
8h 33m1 stop
8:40 a.m. - 4:55 p.m.ORD-LGA
7h 15m1 stop
C$ 344JetBlue
Find Deal
Tue, 10 Jun - Tue, 17 Jun
7:05 a.m. - 8:48 a.m.EWR-ORD
2h 43mdirect
6:45 p.m. - 9:57 p.m.ORD-EWR
2h 12mdirect
C$ 364American Airlines
Find Deal
Tue, 18 Feb - Fri, 21 Feb

Spirit Airlines flights from New York to Chicago

Our best Spirit Airlines deals on New York to Chicago flight tickets
Spirit Airlines
13 Mar
LGA4:40 p.m.New York LaGuardia
2h 46m
ORD6:26 p.m.Chicago O'Hare Intl
16 Mar
ORD5:55 a.m.Chicago O'Hare Intl
2h 05m
LGA9:00 a.m.New York LaGuardia
Spirit Airlines
30 Jan
EWR5:45 a.m.Newark
11h 25m
1 stop
ORD4:10 p.m.Chicago O'Hare Intl
2 Feb
ORD5:50 a.m.Chicago O'Hare Intl
2h 16m
EWR9:06 a.m.Newark
Spirit Airlines
13 Mar
LGA4:40 p.m.New York LaGuardia
2h 46m
ORD6:26 p.m.Chicago O'Hare Intl
16 Mar
ORD6:45 a.m.Chicago O'Hare Intl
6h 27m
1 stop
LGA2:12 p.m.New York LaGuardia

Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets
Delta
25 Feb
LGA7:30 a.m.New York LaGuardia
2h 48m
ORD9:18 a.m.Chicago O'Hare Intl
26 Feb
ORD7:40 p.m.Chicago O'Hare Intl
2h 20m
LGA11:00 p.m.New York LaGuardia
Delta
20 Feb
LGA8:45 p.m.New York LaGuardia
2h 51m
ORD10:36 p.m.Chicago O'Hare Intl
24 Feb
ORD12:35 p.m.Chicago O'Hare Intl
2h 16m
LGA3:51 p.m.New York LaGuardia
Delta
12 Feb
LGA4:45 p.m.New York LaGuardia
2h 56m
ORD6:41 p.m.Chicago O'Hare Intl
17 Feb
ORD6:00 a.m.Chicago O'Hare Intl
2h 25m
LGA9:25 a.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 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$ 269.

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 Wednesday when prices can be found for as low as C$ 310. 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 Sunday because tickets tend to average around C$ 536. 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 evening is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as C$ 285. Flying to Chicago in the evening 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$ 426 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$ 353 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$ 306 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 3% 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$ 106

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$ 106. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is C$ 190.
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$ 190. 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

19h 10m
C$ 138 one-wayC$ 288 round-trip
Direct · from C$ 288

Distance to downtown

ZUN1.1 km
F991.3 km

Find Buses

New York to Chicago Buses

Trains

19h 32m
C$ 122 one-wayC$ 244 round-trip
Direct · from C$ 244

Distance to downtown

ZUN1.1 km

Find Trains

New York to Chicago Trains

Flights

2h 24m
C$ 106 one-wayC$ 190 round-trip
Direct · from C$ 1901 stop · from C$ 236

Distance to downtown

ORD25.6 km

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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