What is the cheapest airline that flies from New York to Chicago?

United Airlines and Spirit Airlines are the most popular carriers operating from New York to Chicago

How often are flights from New York to Chicago delayed?

Historically, on average around 15% of flights between New York and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 159 minutes.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

How long does it take to fly to Chicago?

Flight times from New York to Chicago vary, but if you’re flying out of New York and flying into Chicago O'Hare Intl Airport (one of the most popular routes), then the duration is 2h 35m on average. Another popular route from New York to Chicago is flying from Newark to Chicago O'Hare Intl Airport, which will take roughly 2h 47m. Keep in mind that layovers or delays could extend your travel time.

How many flights depart from New York to Chicago on average per day?

The number of flights available between New York and Chicago is 78 per day as of November 2025. The most frequent departure time is 3:00p.m., with 41% of daily flights leaving at noon.

How many flights depart from New York to Chicago on average per week?

The number of flights available between New York and Chicago is 549 per week as of November 2025. The most frequent departure day is Wed, with 24% of weekly flights leaving on this day.

Which airline has the best punctuality record on New York to Chicago flights?

According to our data, TezJet has had the lowest number of delays on this route over the last 12 months, with no flights being classified as delayed.

What is the most punctual flight time for New York to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing at night have, in the past, seen delays more frequently in comparison.

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 30m. 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.

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.

C$ 79 Cheap Flights from New York to Chicago in 2025/26

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One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

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

2h 30mdirect

4:38 p.m. - 7:42 p.m.ORD-LGA

2h 04mdirect

C$ 133Spirit Airlines

Find Deal

Wed, 10 Dec - Tue, 16 Dec

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

2h 30mdirect

4:38 p.m. - 7:42 p.m.ORD-LGA

2h 04mdirect

C$ 141Spirit Airlines

Find Deal

Tue, 16 Dec - Thu, 18 Dec

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

2h 30mdirect

4:38 p.m. - 7:42 p.m.ORD-LGA

2h 04mdirect

C$ 143Spirit Airlines

Find Deal

Thu, 11 Dec - Tue, 16 Dec

7:30 a.m. - 9:12 a.m.LGA-ORD

2h 42mdirect

5:53 p.m. - 8:59 p.m.ORD-LGA

2h 06mdirect

C$ 147Spirit Airlines

Find Deal

Fri, 6 Feb - Mon, 9 Feb

7:30 a.m. - 9:12 a.m.LGA-ORD

2h 42mdirect

5:51 p.m. - 8:59 p.m.ORD-LGA

2h 08mdirect

C$ 148Spirit Airlines

Find Deal

Thu, 19 Feb - Fri, 20 Feb

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

2h 30mdirect

4:38 p.m. - 7:42 p.m.ORD-LGA

2h 04mdirect

C$ 150Spirit Airlines

Find Deal

Fri, 12 Dec - Mon, 15 Dec

9:00 p.m. - 10:37 p.m.EWR-ORD

2h 37mdirect

4:45 p.m. - 12:40 a.m.ORD-EWR

6h 55m1 stop

C$ 152Multiple Airlines

Find Deal

Thu, 5 Feb - Tue, 10 Feb

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

2h 30mdirect

5:00 a.m. - 3:59 p.m.ORD-LGA

9h 59m1 stop

C$ 152Spirit Airlines

Find Deal

Wed, 10 Dec - Tue, 16 Dec

5:39 p.m. - 10:44 p.m.EWR-ORD

6h 05m1 stop

4:38 p.m. - 7:46 p.m.ORD-EWR

2h 08mdirect

C$ 154Multiple Airlines

Find Deal

Sat, 7 Feb - Mon, 9 Feb

7:30 a.m. - 9:12 a.m.LGA-ORD

2h 42mdirect

5:53 p.m. - 8:59 p.m.ORD-LGA

2h 06mdirect

C$ 155Spirit Airlines

Find Deal

Fri, 23 Jan - Sun, 25 Jan

Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets

Delta

16 Jan

LGA7:30 a.m.New York LaGuardia

2h 57m

ORD9:27 a.m.Chicago O'Hare Intl

20 Jan

ORD12:15 p.m.Chicago O'Hare Intl

2h 25m

LGA3:40 p.m.New York LaGuardia

C$ 195

Find similar

Delta

7 Jan

LGA8:57 a.m.New York LaGuardia

2h 58m

ORD10:55 a.m.Chicago O'Hare Intl

11 Jan

ORD7:10 a.m.Chicago O'Hare Intl

2h 31m

LGA10:41 a.m.New York LaGuardia

C$ 196

Find similar

Delta

4 Dec

LGA8:50 p.m.New York LaGuardia

2h 40m

ORD10:30 p.m.Chicago O'Hare Intl

7 Dec

ORD7:45 a.m.Chicago O'Hare Intl

2h 15m

LGA11:00 a.m.New York LaGuardia

C$ 210

Find similar

Frontier flights from New York to Chicago

Our best Frontier deals on New York to Chicago flight tickets

Frontier

3 Feb

EWR6:00 a.m.Newark

9h 02m

1 stop

ORD2:02 p.m.Chicago O'Hare Intl

11 Feb

ORD4:45 p.m.Chicago O'Hare Intl

6h 55m

1 stop

EWR12:40 a.m.Newark

C$ 229

Find similar

Frontier

3 Dec

EWR5:55 a.m.Newark

9h 36m

1 stop

ORD2:31 p.m.Chicago O'Hare Intl

6 Dec

ORD1:24 p.m.Chicago O'Hare Intl

7h 11m

1 stop

EWR9:35 p.m.Newark

C$ 272

Find similar

Frontier

10 Dec

EWR5:59 a.m.Newark

9h 32m

1 stop

ORD2:31 p.m.Chicago O'Hare Intl

14 Dec

ORD10:24 a.m.Chicago O'Hare Intl

10h 11m

1 stop

EWR9:35 p.m.Newark

C$ 277

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/12

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

Nonstop2h 30m

Chicago O'Hare Intl

Tue 16/12

4:38 p.m.-7:42 p.m.

Nonstop2h 04m

C$ 133

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 16/12

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

Nonstop2h 30m

Chicago O'Hare Intl

Thu 18/12

4:38 p.m.-7:42 p.m.

Nonstop2h 04m

C$ 141

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 11/12

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

Nonstop2h 30m

Chicago O'Hare Intl

Tue 16/12

4:38 p.m.-7:42 p.m.

Nonstop2h 04m

C$ 143

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 6/2

7:30 a.m.-9:12 a.m.

Nonstop2h 42m

Chicago O'Hare Intl

Mon 9/2

5:53 p.m.-8:59 p.m.

Nonstop2h 06m

C$ 147

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 19/2

7:30 a.m.-9:12 a.m.

Nonstop2h 42m

Chicago O'Hare Intl

Fri 20/2

5:51 p.m.-8:59 p.m.

Nonstop2h 08m

C$ 148

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/12

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

Nonstop2h 30m

Chicago O'Hare Intl

Mon 15/12

4:38 p.m.-7:42 p.m.

Nonstop2h 04m

C$ 150

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 5/2

9:00 p.m.-10:37 p.m.

Nonstop2h 37m

Chicago O'Hare Intl

Tue 10/2

4:45 p.m.-12:40 a.m.

1 stop6h 55m

C$ 152

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/12

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

Nonstop2h 30m

Chicago O'Hare Intl

Tue 16/12

5:00 a.m.-3:59 p.m.

1 stop9h 59m

C$ 152

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 7/2

5:39 p.m.-10:44 p.m.

1 stop6h 05m

Chicago O'Hare Intl

Mon 9/2

4:38 p.m.-7:46 p.m.

Nonstop2h 08m

C$ 154

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 23/1

7:30 a.m.-9:12 a.m.

Nonstop2h 42m

Chicago O'Hare Intl

Sun 25/1

5:53 p.m.-8:59 p.m.

Nonstop2h 06m

C$ 155

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

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$ 267.

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 Tuesday when prices can be found for as low as C$ 278. 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$ 607. 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$ 375. 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$ 581 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$ 350 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$ 262 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 November 2025, prices for New York to Chicago flights are approximately 40% 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$ 146
Fastest flight time	2h 35m
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$ 146. The best round-trip flight deal from New York to Chicago found on momondo in the last 72 hours is C$ 197.

The fastest flight from New York to Chicago takes 2h 35m

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 30m. 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.
How far is New York to Chicago by plane?
There are 1143.9 km between New York and Chicago. Typically, this will take 2h 30m 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?
momondo data reveals that the most frequently booked plane model on the route from New York to Chicago is Boeing 737-800, representing 18.86% of all bookings. The subsequent popular models are Airbus A321neo at 10.96%, Boeing 737 MAX 8 at 9.30%, and Boeing 737-900 at 7.49%.
What is the most popular airline from New York to Chicago?
momondo data reveals that the most frequently booked airline on the route from New York to Chicago is Spirit Airlines, representing 100% of all bookings.

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from New York to Chicago from C$ 79

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 9/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

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Price Alerts

Find the cheapest flights from New York to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

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Delta flights from New York to Chicago

Our best Delta deals on New York to Chicago flight tickets

Frontier flights from New York to Chicago

Our best Frontier deals on New York to Chicago flight tickets

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Use the filters below to find and compare flights from New York to Chicago that are best for you.

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$ 267.

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

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

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?

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 November 2025, prices for New York to Chicago flights are approximately 40% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from New York to Chicago?

United Airlines and Spirit Airlines are the most popular carriers operating from New York to Chicago

How often are flights from New York to Chicago delayed?

Historically, on average around 15% of flights between New York and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 159 minutes.

What is the most punctual flight time for New York to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing at night have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on New York to Chicago flights?

According to our data, TezJet has had the lowest number of delays on this route over the last 12 months, with no flights being classified as delayed.

How many flights depart from New York to Chicago on average per day?

The number of flights available between New York and Chicago is 78 per day as of November 2025. The most frequent departure time is 3:00p.m., with 41% of daily flights leaving at noon.

How many flights depart from New York to Chicago on average per week?

The number of flights available between New York and Chicago is 549 per week as of November 2025. The most frequent departure day is Wed, with 24% of weekly flights leaving on this day.

How long does it take to fly to Chicago?

When to book flights from New York to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

Is flying the fastest way to get from New York to Chicago?

How far is New York to Chicago by plane?

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

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

What documentation or ID do you need to fly to Chicago?

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?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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