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

NYC — CHI
May 24 — May 311

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

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

Rainfall

1.7 - 4.9 inches

Popular inDecemberHigh demand for flights, 26% potential price rise
Cheapest inAugustBest time to find cheap flights, 39% potential price drop
Round-trip from$112From New York (NYC) to Chicago (CHI)
One-way from$68One-way flight from New York (NYC) to Chicago (CHI)

Cheap United Airlines flights from New York to Chicago

Sep 19 - Sep 21
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 12m
$187

United Airlines

View Deal

Deal found 5/16/22

May 25 - May 28
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 44m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 13m
$188

United Airlines

View Deal

Deal found 5/18/22

May 24 - May 25
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 44m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 12m
$192

United Airlines

View Deal

Deal found 5/18/22

Cheap American Airlines flights from New York to Chicago

Sep 20 - Sep 20
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

1 stop

5h 24m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 22m
$151

American Airlines

View Deal

Deal found 5/17/22

Sep 10 - Sep 10
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 36m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

8h 20m
$161

American Airlines

View Deal

Deal found 5/18/22

Sep 10 - Sep 10
EWR

Newark

ORD

Chicago O'Hare Intl

1 stop

6h 40m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

6h 59m
$169

American Airlines

View Deal

Deal found 5/18/22

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.

How busy are the airports in New York and Chicago?

Because New York and Chicago are two very large cities in the United States there are several airport options in each city that allow you to make the trip between these cities. Some of the choices when you are leaving from the New York City area include John F. Kennedy International Airport (JFK), Newark International Airport (EWR), and New York La Guardia Airport (LGA) and the choice of which airport to use often comes down to which one is most convenient for you depending on your departure point within the New York City area. In terms of airports that are available to you in Chicago, they include both Chicago O' Hare International Airport (ORD) and Chicago Midway (MDW) both of which offer excellent public transportation options to get from the airport to downtown Chicago after your flight to Chicago from New York.

Which airlines offer direct flights from New York to Chicago?

If the airport you will be using in New York City is New York La Guardia Airport, some of your direct flight options include those aboard United Airlines and American Airlines that both offer nonstop service to the Chicago O' Hare International Airport. If instead, you will be departing from John F. Kennedy International Airport there are nonstop flights available aboard American Airlines, Delta Airlines, and JetBlue to Chicago O' Hare International Airport. When departing from Newark International Airport you can fly directly to Chicago O' Hare International Airport from John F. Kennedy International Airport aboard both United Airlines and American Airlines.

What are some of the layover options between New York to Chicago?

There are also one-stop flights that offer a better value than some of these nonstop flights. Spirit Airlines offers one-stop service that departs from both Newark International Airport (EWR) and New York La Guardia Airport that has a layover at Orlando (MCO) that will add about five hours to your travel time. You can also travel on a one-stop flight that has a layover in Orlando or Frontier Airlines and this trip will add about four hours to your travel time. If you would like to travel to Chicago Midway, you can do so from both Newark International Airport and John F. Kennedy International Airport aboard Delta Airlines with a layover at Detroit Metropolitan Wayne County (DTW).

When I am flying from New York to Chicago will I require a visa or a passport?

Since the cities of both Chicago and New York lie within the United States citizens of the United States do not need a passport or visa to travel to these two cities. Something important to remember on this flight route is that in the very near future airlines will require a REAL ID to make this trip.

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.

Alternative routes for New York to Chicago

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

Top 5 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
Juneyao AirlinesCheapest$12Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
Spirit AirlinesCheapest$54Average$163FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
JetBlueCheapest$68Average$219FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
United AirlinesCheapest$90Average$267FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$91Average$398FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from New York to Chicago

See what time of day planes typically take off from New York to Chicago
11%of flight departuresEarly morningMidnight to 6 am
44%of flight departuresMorning6 am to noon
36%of flight departuresAfternoonNoon to 6 pm
9%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
Sunday174daily flights
Monday224daily flights
Tuesday216daily flights
Wednesday223daily flights
Thursday202daily flights
Friday211daily flights
Saturday105daily flights