Cheap flights from New York to Chicago (NYC - CHI)

The best prices from New York to Chicago are usually found in August or July, booked 23 days in advance, depart on a Tuesday or Saturday and return on a Tuesday

How to find the cheapest flight from New York to Chicago

All the information you need to plan the best NYC to CHI flight in 2022: compare New York to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

NYC - CHI

Price

$112 - $246

CHI

Temperature

23 - 73.4 °F

CHI

Precipitation

1.7 - 4.9 inches

Popular in

December

High demand for flights, 26% potential price rise

Cheapest in

August

Best time to find cheap flights, 39% potential price drop

Round-trip from

$112

From New York (NYC) to Chicago (CHI)

One-way from

$57

One-way flight from New York (NYC) to Chicago (CHI)

What is the cheapest day to fly round-trip from New York to Chicago?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 23% on your flight compared to booking on days when demand is much higher.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 20 days in advance, which can save you up to 48% on flights from New York to Chicago compared to booking the week you need them. Waiting 20 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $213. For sooner than that we have options available in the next 3 days from $293.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from New York in August are about $182 on average during August, but can be found for as low as $64.

When is the cheapest time to fly from New York to Chicago (NYC - CHI)?

It’s typically best to fly out from New York to Chicago in the evening. Doing so could potentially save you 18% on the flight price compared to flying at noon, which is usually more expensive.

Cheap flights from New York to Chicago in January, February 2022

The best prices found for NYC to CHI flights for January, February
Feb 1 - Feb 2
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

13h 20m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

13h 00m
$73

Spirit Airlines

View Deal

Deal found 17/1/22

Feb 16 - Feb 23
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

14h 07m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

7h 31m
$76

Spirit Airlines

View Deal

Deal found 17/1/22

Feb 22 - Feb 23
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

8h 27m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

7h 31m
$80

Spirit Airlines

View Deal

Deal found 16/1/22

New York to Chicago 2022 flight deals

Cheap flights to Chicago from New York found for this year
Mar 2 - Mar 8
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

14h 07m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

10h 26m
$72

Spirit Airlines

View Deal

Deal found 17/1/22

Feb 1 - Feb 2
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

13h 20m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

13h 00m
$73

Spirit Airlines

View Deal

Deal found 17/1/22

Feb 16 - Feb 23
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

14h 07m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

7h 31m
$76

Spirit Airlines

View Deal

Deal found 17/1/22

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
Feb 5 - Feb 5
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 40m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 03m
$112

JetBlue

View Deal

Deal found 17/1/22

Feb 5 - Feb 5
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 44m
ORD

Chicago O'Hare Intl

EWR

Newark

Nonstop

1h 59m
$112

American Airlines

View Deal

Deal found 17/1/22

Feb 11 - Feb 11
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 40m
ORD

Chicago O'Hare Intl

EWR

Newark

Nonstop

2h 03m
$117

American Airlines

View Deal

Deal found 16/1/22

Last minute flights from New York to Chicago

Late deals on return flights to Chicago from New York, departing today and this week
Jan 25 - Feb 1
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

24h 48m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

24h 16m
$86

Spirit Airlines

View Deal

Deal found 16/1/22

Jan 26 - Jan 29
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

8h 07m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

24h 08m
$90

Spirit Airlines

View Deal

Deal found 17/1/22

Jan 25 - Jan 26
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

24h 48m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

24h 16m
$94

Spirit Airlines

View Deal

Deal found 15/1/22

One-way flights to Chicago All airports from New York

The cheapest one-way flights from New York to Chicago
Feb 8
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

13h 20m
$37

Spirit Airlines

View Deal

Deal found 18/1/22

Feb 1
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

1 stop

8h 00m
$37

Spirit Airlines

View Deal

Deal found 17/1/22

Mar 9
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

8h 17m
$39

Spirit Airlines

View Deal

Deal found 16/1/22

Related info for your journey

Useful info, stats and facts about New York to Chicago flights.

Chicago, with its dramatic location along the shores of Lake Michigan, is the professional, business, educational and cultural hub of the Midwest. When in Chicago, you have a wealth of choices, whether you prefer to tour architectural masterpieces, take in the top comedy improv groups in the country, attend a Chicago Cubs game at Wrigley Field, or just get some business done. Not surprisingly, it's easy to find flights between the first and third-largest cities in the United States: New York City and Chicago.

How long is the flight from New York City to Chicago?

The flight from New York City to Chicago, just over 700 miles, will take you slightly less than two hours. Add to that the time spent getting to and from your gate, which may vary depending on the airport you choose.

Which airlines operate flights from New York City to Chicago?

With two airports to choose from in Chicago and three in the area of New York City, you have a wide variety of airlines to choose from when booking your flight. Check out flights from American, Delta, jetBlue, Spirit, United and Southwest to find the right combination of time and price.

How frequent are flights between New York City and Chicago?

With almost 100 flights running from New York's three airports to Chicago each day, you should be able to find a flight that meets your schedule. Flights begin at 6 a.m. each day, with the last flight departing shortly before midnight.

Which airports serve New York City to Chicago?

You can reach Chicago departing from any of New York's three major airports - JFK International, LaGuardia, and Newark Liberty International Airport. Most Chicago-bound flights head to O'Hare, the second-busiest airport in the country, though a few land at Midway.

Which direct flight route between New York City and Chicago is cheapest?

You'll typically find cheaper flights when departing from LaGuardia than from JFK, though prices do fluctuate seasonally and even daily. Landing at O'Hare in Chicago is typically a cheaper choice than looking for a flight to Midway.Whether you're traveling for business or vacation, Chicago is a friendly, welcoming town that combines high-end urban style with Midwestern hospitality. Take a cruise down the Chicago River to marvel at the architecture of this city's startling skyscrapers, or head to the suburbs to explore some of Frank Lloyd Wright's greatest designs. The Art Institute of Chicago is home to some of the greatest Impressionist paintings in the world, and the Magnificent Mile along Michigan Avenue satisfies even the most demanding shopper. Finish a day in Chicago with uproarious laughter at one of the many improv performances around town.Your visit to Chicago can combine business and fun seamlessly. Just remember to bundle up against the wind that sweeps off Lake Michigan during all seasons. To find a cheap flight to Chicago from NYC at the perfect time of day, use our smart search engine.

Which airlines flying from New York to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from New York to Chicago have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

Can I find flights from New York to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from New York to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $72, but on average you can expect to pay $87.

Are there nonstop flights from New York to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from New York to Chicago under $200. A good price for a nonstop flight from New York to Chicago is less than $124.

Are there last-minute flights available from New York to Chicago for under $100?

There are currently 20+ open flights from New York to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from New York to Chicago?

Days when nonstop flights are available for this flight are: Thursday.

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

Per day, 1 flight departs from New York to Chicago on average.
Evening (6pm - Midnight) - 100% of flight departures

How long is the flight from New York to Chicago?

Spirit Airlines can get you from New York to Chicago in just under 14h 07m. Your travel time can differ by up to . The distance from New York to Chicago is about 742 mi.

What is the cheapest airline to fly from New York to Chicago round-trip?

According to our current data, Spirit Airlines ($72), offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 60% lower than the current average price of a flight leaving 3 months from now.

What are the most popular routes from New York to Chicago?

The most popular route from New York to Chicago is Newark - Chicago O'Hare Intl. You may also consider New York LaGuardia - Chicago O'Hare Intl or New York John F Kennedy Intl - Chicago O'Hare Intl.

What are the most popular airlines that fly from New York to Chicago?

The most popular airlines flying from New York to Chicago are Major Airline, American Airlines and JetBlue. Something to consider prior to booking your flight.

What are the most reliable airlines from New York to Chicago?

No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing Air Europa (100%), Endeavor Airlines (94%) or Finnair (92%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from New York to Chicago?

On average you can expect to pay $168 for a flight from New York to Chicago. The cheapest flight overall is $46 while the most popular route, (Newark - Chicago O'Hare Intl) is currently priced at $80.

What are the most eco-friendly airlines from New York to Chicago?

When you are traveling to Chicago from New York and you are looking for the most eco-friendly airlines to make the trip, some choices include American Airlines, Delta Air Lines, JetBlue Airlines, and United Airlines. Since 2013 American Airlines has retired and replaced over 600 aircraft with newer generation technologies that on average offer 10 to 15% improvements in their fuel efficiency. JetBlue offers a program to its passengers to allow them to offset the carbon footprint of their flight for about the price of a cup of coffee. Delta Air Lines has set a goal of replacing 10% of its jet fuel with sustainable aviation fuel by the end of 2030.

How can I fly more sustainably from New York to Chicago?

In an effort to utilize sustainable travel methods, travelers have plenty of things they can do on trips to Chicago from New York. Start out at home by packing as little as possible to reduce the weight needed to carry you to your destination to save fuel. When booking your flight look for routes that employ newer advanced aircraft that are more fuel-efficient. As you are considering your ground transportation choices to get you to the airports in New York, think about one of the many light rail services offered by the Metropolitan Transit Authority of New York as this is one of the most fuel-efficient ways to get to the airport. Do the same thing when you arrive in Chicago by taking either the CTA Blue Line or the CTA Orange Line depending on which airport you arrive at in Chicago. During your time in Chicago do your best to shop locally so that the products that you consume during your stay have traveled the shortest distance to get to you, thus reducing their carbon footprint on the environment.

Can I fly to Chicago from New York right now?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from New York need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from New York must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from New York are not required to quarantine after entering Chicago.

Can I fly back to New York from Chicago?

Returning to New York from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to New York.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering New York.

Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from New York to Chicago

The chart below displays the airlines Cheapflights users traveling from New York to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Frontier
Cheapest$53
Average$121
FlexibilityNo cancel fee
On-time62%
COVID-19 safety
Spirit Airlines
Cheapest$57
Average$186
FlexibilityNo cancel fee
On-time65%
COVID-19 safety
Delta
Cheapest$73
Average$410
FlexibilityNo cancel fee
On-timeN/A
COVID-19 safety
American Airlines
Cheapest$73
Average$256
FlexibilityNo cancel fee
On-time71%
COVID-19 safety
United Airlines
Cheapest$73
Average$234
FlexibilityNo cancel fee
On-time69%
COVID-19 safety
JetBlue
Cheapest$90
Average$288
FlexibilityNo cancel fee
On-time62%
COVID-19 safety
Southwest
Cheapest$222
Average$382
FlexibilityNo cancel fee
On-time63%
COVID-19 safety

Hourly flight availability from New York to Chicago

See what time of day planes typically take off from New York to Chicago
7%of flight departuresEarly morningMidnight to 6 am
42%of flight departuresMorning6 am to noon
36%of flight departuresAfternoonNoon to 6 pm
15%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from New York to Chicago

See how many times per day planes take to the skies headed from New York to Chicago
Sunday178daily flights
Monday224daily flights
Tuesday167daily flights
Wednesday176daily flights
Thursday194daily flights
Friday214daily flights
Saturday136daily flights