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

NYC — CHI
Dec 6 — Dec 131

The best prices from New York to Chicago are usually found in January or February, booked 33 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

How to find the cheapest flight from New York (NYC) to Chicago (CHI)

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

$147 - $298

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 18% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 40% potential price drop
Round-trip from$147From New York (NYC) to Chicago (CHI)
One-way from$74One-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 19% 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 28 days in advance, which can save you up to 23% on flights from New York to Chicago compared to booking the week you need them. Waiting 28 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 $265. For sooner than that we have options available in the next 3 days from $309.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from New York in January are about $243 on average during January, but can be found for as low as $117.

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 morning. Doing so could potentially save you 6% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

The best prices found for NYC to CHI flights for December, January
Dec 13 - Dec 13
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 50m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

4h 56m
$136

United Airlines

Pick Dates

Deal found 11/29

Dec 20 - Dec 21
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 41m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 16m
$138

JetBlue

Pick Dates

Deal found 11/29

Dec 20 - Dec 20
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 50m
ORD

Chicago O'Hare Intl

EWR

Newark

Nonstop

2h 17m
$138

United Airlines

Pick Dates

Deal found 11/29

New York to Chicago 2022 flight deals

Cheap flights to Chicago from New York found for this year
Dec 13 - Dec 13
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 50m
ORD

Chicago O'Hare Intl

EWR

Newark

1 stop

4h 56m
$136

United Airlines

Pick Dates

Deal found 11/29

Dec 20 - Jan 10
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 41m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 14m
$138

JetBlue

Pick Dates

Deal found 11/29

Dec 20 - Dec 20
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 50m
ORD

Chicago O'Hare Intl

EWR

Newark

Nonstop

2h 17m
$138

United Airlines

Pick Dates

Deal found 11/29

Cheap Delta flights from New York to Chicago

Jan 19 - Jan 22
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 51m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 13m
$138

Delta

Pick Dates

Deal found 11/29

Dec 14 - Dec 14
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 16m
$140

Delta

Pick Dates

Deal found 11/29

Jan 14 - Jan 16
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 07m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

1 stop

6h 32m
$147

Delta

Pick Dates

Deal found 11/29

  • One of the most popular airlines traveling from New York to Chicago is Delta. Flights from Delta traveling this route typically cost $276.20 RT. This price is typically 50% cheaper than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $81. New York John F Kennedy Intl Airport is the most common New York airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from New York to Chicago, Delta flights are 21% more popular than any other airline flying that same route.

Cheap JetBlue flights from New York to Chicago

Jan 18 - Jan 21
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 45m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 18m
$137

JetBlue

Pick Dates

Deal found 11/29

Dec 17 - Jan 8
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 50m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 14m
$153

JetBlue

Pick Dates

Deal found 11/29

Feb 9 - Feb 12
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

1 stop

5h 20m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 13m
$164

JetBlue

Pick Dates

Deal found 11/29

  • JetBlue is one of the most popular airlines used for those traveling from New York to Chicago. Flights from JetBlue traveling this route typically cost $371.77 RT. This price is typically 37% more expensive than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $144. The most popular departure airport in New York when flying to Chicago is New York John F Kennedy Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from New York to Chicago, JetBlue flights are 21% more popular than any other airline flying that same route.

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
Jan 7 - Jan 7
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 36m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 21m
$132

United Airlines

Pick Dates

Deal found 11/29

Jan 18 - Jan 21
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 45m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 18m
$137

JetBlue

Pick Dates

Deal found 11/29

Jan 14 - Jan 19
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 07m
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 19m
$138

Delta

Pick Dates

Deal found 11/28

Last minute flights from New York to Chicago

Late deals on return flights to Chicago from New York, departing today and this week
Dec 7 - Mar 7
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

1 stop

10h 55m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

1 stop

12h 02m
$145

Frontier

Pick Dates

Deal found 11/30

Dec 6 - Dec 13
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

1 stop

11h 05m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 18m
$146

Multiple Airlines

Pick Dates

Deal found 11/29

Dec 7 - Mar 7
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

1 stop

10h 55m
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 08m
$150

Multiple Airlines

Pick Dates

Deal found 11/30

One-way flights to Chicago from New York

The cheapest one-way flights from New York to Chicago
Jan 10
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

15h 28m
$45

Frontier

Pick Dates

Deal found 11/30

Jan 10
LGA

New York LaGuardia

MDW

Chicago Midway

1 stop

15h 28m
$46

Frontier

Pick Dates

Deal found 11/30

Jan 10
EWR

Newark

MDW

Chicago Midway

1 stop

13h 52m
$59

Multiple Airlines

Pick Dates

Deal found 11/30

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.

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. American Airlines, United Airlines, and JetBlue are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from New York to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from New York to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $116, but on average you can expect to pay $137.

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 $147.

Are there last-minute flights available from New York to Chicago for under $200?

There are currently 20+ open flights from New York to Chicago within the next 7 days for less than $200.

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

Days when nonstop flights are available for this flight are: Sunday, Thursday, Friday, Saturday.

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

Per day, 7 flights depart from New York to Chicago on average.
Early Morning (Midnight to 6am) - 29% of flight departures
Afternoon (Noon - 6pm) - 29% of flight departures
Evening (6pm - Midnight) - 43% of flight departures

How long is the flight from New York to Chicago?

Frontier, United Airlines, and JetBlue can get you from New York to Chicago in just under 2h 36m. Your travel time can differ by up to 7h 30m. The distance from New York to Chicago is about 742 mi. This flight may include one or multiple stops.

What are the cheapest airlines flying from New York to Chicago round-trip?

According to our current data, Frontier ($116), United Airlines ($132), and JetBlue ($137) offers the cheapest pricing from New York to Chicago. Frontier is priced at 52% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from New York to Chicago one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $45. Delta flights start at $69 while deals on United Airlines start at $69 one-way.

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

The most popular route from New York to Chicago is New York LaGuardia - Chicago O'Hare Intl. You may also consider Newark - 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 American Airlines, Alaska 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 China Airlines (97%), KLM (94%) or Etihad Airways (94%) 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 $417 for a flight from New York to Chicago. The cheapest flight overall is $96 while the most popular route, (New York LaGuardia - Chicago O'Hare Intl) is currently priced at $138.

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 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
Juneyao AirlinesCheapest$13Average$22FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
JetBlueCheapest$81Average$276FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
Spirit AirlinesCheapest$86Average$193FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
United AirlinesCheapest$90Average$261FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$99Average$372FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$117Average$321FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
Alaska AirlinesCheapest$144Average$372FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights

Hourly flight availability from New York to Chicago

See what time of day planes typically take off from New York to Chicago
14%of flight departuresEarly morningMidnight to 6 am
35%of flight departuresMorning6 am to noon
39%of flight departuresAfternoonNoon to 6 pm
12%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
Sunday108daily flights
Monday141daily flights
Tuesday155daily flights
Wednesday216daily flights
Thursday138daily flights
Friday131daily flights
Saturday65daily flights