How long does a flight from New York to Chicago take?

The duration of a direct flight to Chicago from New York is typically 2h 32m . The journey crosses a distance of 1,841 km. Visit our flight page for the latest deals!>/a>

How many flights are there between New York and Chicago per day?

Each day, there are between 50 and 65 nonstop flights that take off from New York and land in Chicago, with an average flight time of 2h 41m. The most common departure time is 7:00 p.m. and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 439 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday. Visit our flight page for the latest deals!>/a>

What is the cheapest flight from New York to Chicago?

In the last 3 days, the lowest price for a flight from New York to Chicago was C$ 69 for a one-way ticket and C$ 136 for a round-trip. Visit our flight page for the latest deals!>/a>

Which airlines fly most frequently between New York and Chicago?

New York and Chicago are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (173 flights per week), American Airlines (117 flights per week), and Delta (80 flights per week). Visit our flight page for the latest deals!>/a>

What’s the earliest departure time from New York to Chicago?

Early birds can take the earliest flight from New York at 5:30 am and will be landing in Chicago at 7:03 am.

What’s the latest departure time from New York to Chicago?

If you prefer to fly at night, the latest flight from New York to Chicago jets off at 9:55 pm and lands at 11:44 pm.

Which airlines offer Wi-Fi service onboard planes from New York to Chicago?

American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York to Chicago flight route.

Which aircraft models fly most regularly from New York to Chicago?

The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route.

Which airline alliances offer flights from New York to Chicago?

oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.

On which days can I fly direct from New York to Chicago?

There are direct flights from New York to Chicago on a daily basis.

When looking for flights from New York to Chicago which Chicago airport should I choose?

Chicago Midway is closer to downtown Chicago, and since it is a smaller airport it can be less busy and easier to navigate; however, because of the airport size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.

What is the cost of an Uber from Chicago O'Hare International to downtown Chicago?

Rides start at $38 but can, of course, be higher depending on the time of day and traffic conditions.

What is the best way for someone to pick me up at Chicago O'Hare International?

Chicago O'Hare International utilizes a cell phone lot for those wishing to pick up arriving passengers. The lot has a flight information display to let those waiting know when you have arrived. The airport does not allow stopping in front of the terminal except for immediate pickup of passengers, so the cell phone lot is an excellent option for those waiting for arriving passengers.

What is the fastest way to get to New York LaGuardia airport?

One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop at Astoria and then get a taxi or Uber to the airport. The ferry offers alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

How does KAYAK find such low prices on flights from New York to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from New York to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to New York with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

Which cabin class options are there for flights between New York and Chicago?

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy . Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Which airlines provide the cheapest flights from New York to Chicago?

In the past 3 days, the cheapest round-trip tickets from New York to Chicago were found on Spirit Airlines (C$ 188) and Delta (C$ 190).

C$ 96 CHEAP FLIGHTS from New York to Chicago (NYC - CHI)

NYC - CHI

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Cheap Flight Deals from New York to Chicago (NYC-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from New York to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from New York to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

Choose your dates

5:00 a.m. - 6:37 a.m.EWR-ORD

2h 37mdirect

9:28 p.m. - 12:46 a.m.ORD-EWR

2h 18mdirect

C$ 188Spirit Airlines

Find Deal

Sat, 14 Jun - Mon, 16 Jun

8:30 a.m. - 10:12 a.m.LGA-ORD

2h 42mdirect

10:30 a.m. - 1:43 p.m.ORD-LGA

2h 13mdirect

C$ 190Delta

Find Deal

Sun, 25 May - Wed, 28 May

8:25 a.m. - 10:03 a.m.LGA-ORD

2h 38mdirect

8:00 p.m. - 11:22 p.m.ORD-LGA

2h 22mdirect

C$ 217United Airlines

Find Deal

Sun, 25 May - Sat, 31 May

7:59 p.m. - 9:41 p.m.EWR-ORD

2h 42mdirect

8:47 a.m. - 12:11 p.m.ORD-EWR

2h 24mdirect

C$ 220United Airlines

Find Deal

Sat, 28 Jun - Tue, 8 Jul

7:00 a.m. - 8:53 a.m.EWR-ORD

2h 53mdirect

8:30 p.m. - 11:59 p.m.ORD-EWR

2h 29mdirect

C$ 245American Airlines

Find Deal

Mon, 16 Jun - Tue, 17 Jun

7:19 a.m. - 9:01 a.m.EWR-ORD

2h 42mdirect

7:11 p.m. - 10:30 p.m.ORD-EWR

2h 19mdirect

C$ 316American Airlines

Find Deal

Wed, 28 May - Thu, 29 May

6:25 a.m. - 12:45 p.m.LGA-ORD

7h 20m1 stop

12:40 p.m. - 10:30 p.m.ORD-LGA

8h 50m1 stop

C$ 324Southwest

Find Deal

Wed, 28 May - Thu, 29 May

6:00 a.m. - 3:00 p.m.LGA-ORD

10h 00m1 stop

4:00 p.m. - 10:30 p.m.ORD-LGA

5h 30m1 stop

C$ 328Southwest

Find Deal

Tue, 20 May - Tue, 20 May

11:41 a.m. - 7:09 p.m.EWR-ORD

8h 28m1 stop

8:05 p.m. - 12:56 p.m.ORD-EWR

15h 51m1 stop

C$ 409Sun Country Air

Find Deal

Fri, 9 May - Mon, 12 May

11:41 a.m. - 7:09 p.m.EWR-ORD

8h 28m1 stop

8:05 p.m. - 12:56 p.m.ORD-EWR

15h 51m1 stop

C$ 436Sun Country Air

Find Deal

Thu, 8 May - Mon, 12 May

Expert advice for your flight from New York to Chicago

Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are specific to the author and reflect their authentic experience, which may vary significantly from the experience of others.

KAYAK teamed up with top travel experts to share the best tips for your journey.

Airlines

American Airlines

Consider Main Cabin Extra for early boarding and complimentary drinks on short flights.

Download the American Airlines app for in-flight entertainment on domestic flights.

Read more about American Airlinesby Harriet Baskas

United Airlines

Upgrade to Economy Plus for up to 15 cm more legroom on short domestic flights.

Consider Priority Boarding to ensure overhead bin space for your carry-on.

Read more about United Airlinesby Stefanie Waldek

Spirit Airlines

Opt for the Big Front Seat for more legroom and comfort on budget flights.

Bring your own snacks to save money on Spirit flights.

Airports

EWR

For a quick commute to NYC, take the AirTrain to NJ Transit or Amtrak for a 35-60 minute ride to Penn Station.

LGA

LGA's Terminal C offers hands-free bag drop and Digital ID screening, expediting security for a smoother departure.

ORD

Take the CTA Blue Line from ORD to downtown Chicago in about 45 minutes, avoiding traffic delays.

Our travel experts

Harriet Baskas

Expert on American Airlines

Stefanie Waldek

Expert on United Airlines, ORD and EWR

Joe Cortez

Expert on Spirit Airlines

Laura Ratliff

Expert on LGA

KAYAK's insights & trends for New York to Chicago flights

Get data-powered insights and trends into flights from New York to Chicago to help you find the cheapest flights, the best time to fly and much more.

Prices

Airlines

Our data shows that the cheapest route for a return flight from New York to Chicago cost C$ 117 and was between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly from New York John F Kennedy Intl Airport (JFK) to Chicago O'Hare Intl Airport (ORD). The average price for a return flight for this route is C$ 117.

What is the cheapest month to fly from New York to Chicago?

The cheapest month for flights from New York to Chicago is September, where tickets cost C$ 244 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is C$ 388 and C$ 345 respectively.

Can I save money by flying with a layover from New York to Chicago?

No, with an average price for the route of C$ 375, prices are generally cheapest when you fly direct.

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

To get a below average price on the flight from New York to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Find deals

Low season	January
High season	August

Best time to beat the crowds (21% less expensive on average)

Most popular time to fly and prices are also 0% lower on average.

When to book flights from New York to Chicago

Are your dates flexible? Find out the best times to travel from New York to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

StephenFlew with United AirlinesEWR-ORDJan 2025

Don't bring a carry on roller bag. It won't fit. They will gate check it. It will take forever.

SheenaFlew with SouthwestLGA-MDWJun 2024

Get to the airport early. NY airports are always busy, even when you have TSA pre check

AyeshaFlew with SouthwestLGA-MDWDec 2023

Great airports at both location. Always like flying southwest. Best airline.

yvgeniFlew with United AirlinesEWR-ORDJan 2024

Check the weather before flying , and don’t rely on getting on time to your destination

When looking for flights from New York to Chicago which Chicago airport should I choose?
Chicago Midway is closer to downtown Chicago, and since it is a smaller airport it can be less busy and easier to navigate; however, because of the airport size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.
What is the cost of an Uber from Chicago O'Hare International to downtown Chicago?
Rides start at $38 but can, of course, be higher depending on the time of day and traffic conditions.
What is the best way for someone to pick me up at Chicago O'Hare International?
Chicago O'Hare International utilizes a cell phone lot for those wishing to pick up arriving passengers. The lot has a flight information display to let those waiting know when you have arrived. The airport does not allow stopping in front of the terminal except for immediate pickup of passengers, so the cell phone lot is an excellent option for those waiting for arriving passengers.
What is the fastest way to get to New York LaGuardia airport?
One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop at Astoria and then get a taxi or Uber to the airport. The ferry offers alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.
What is the cheapest flight from New York to Chicago?
In the last 3 days, the lowest price for a flight from New York to Chicago was C$ 69 for a one-way ticket and C$ 136 for a round-trip.
Which airlines offer Wi-Fi service onboard planes from New York to Chicago?
American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York to Chicago flight route.
Which aircraft models fly most regularly from New York to Chicago?
The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route.
Which airline alliances offer flights from New York to Chicago?
oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.
On which days can I fly direct from New York to Chicago?
There are direct flights from New York to Chicago on a daily basis.
How does KAYAK find such low prices on flights from New York to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from New York to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to New York with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Looking for a cheap flight? 25% of our users found flights on this route for C$ 237 or less one-way and C$ 438 or less round-trip.
Passengers find that when hunger strikes before flights from New York to Chicago, a great place to eat is the New York classic Shake Shack located at Terminal 4 at New York John F. Kennedy International. Shake Shack offers burgers, chicken sandwiches, hot dogs, and, of course, amazing shakes.
If man's best friend will also be traveling on your flights from New York to Chicago, each terminal at Newark International offers a pet relief station. The areas at Terminal B and C are pre-security while the area at Terminal A is after security.
The Centurion Lounge at New York LaGuardia is a great place to spend some time before flights from New York to Chicago. The lounge offers a dining menu created by one of Zagat’s top 30 under 30 chefs and a cocktail selection created by on the nation's top mixologists.
If you do not want to bother with the hustle and bustle of downtown Chicago, there are many hotels located near Chicago O'Hare International that will suit any traveler’s taste and budget. The SpringHill Suites Chicago O'Hare has top-rated service, a convenient location near the airport, and a free airport shuttle. If your whole family is making the trip, the Hilton Garden Inn Chicago O'Hare Airport is just for you, as it includes an indoor pool and kids’ menus.
If you are looking for a budget-friendly way to get from Chicago O'Hare International to downtown Chicago, look no further than a ride on the EL Train. The trip costs just a few dollars and will take you right into downtown Chicago. It should be noted that this can be a difficult choice if you are traveling with more than just one or two bags.

See more tips

Direct departures

New York to Chicago

Monday