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

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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 (NYC) to Chicago (CHI)

All the information you need to plan the best NYC to CHI flight in 2021: 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

$27

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

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
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.

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.

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.

Cheap flights from New York to Chicago in October, November 2021

The best prices found for NYC to CHI flights for October, November
29 Oct - 17 Nov
$58pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
2 Nov - 4 Nov
$61pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
3 Nov - 10 Nov
$62pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark

New York to Chicago 2021 flight deals

Cheap flights to Chicago from New York found for this year
29 Oct - 17 Nov
$58pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
2 Nov - 4 Nov
$61pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
3 Nov - 9 Nov
$62pp
LGA
New York LaGuardia
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
LGA
New York LaGuardia

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
3 Dec - 5 Dec
$126pp
LGA
New York LaGuardia
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
LGA
New York LaGuardia
3 Dec - 6 Dec
$126pp
JFK
New York John F Kennedy Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
JFK
New York John F Kennedy Intl
12 Nov - 15 Nov
$128pp
LGA
New York LaGuardia
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
LGA
New York LaGuardia

Last minute flights from New York to Chicago

Late deals on round-trip flights to Chicago from New York, departing today and this week
26 Oct - 27 Oct
$65pp
LGA
New York LaGuardia
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
LGA
New York LaGuardia
26 Oct - 30 Oct
$66pp
LGA
New York LaGuardia
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
LGA
New York LaGuardia
26 Oct - 27 Oct
$66pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark

One-way flights to Chicago from New York

The cheapest one-way flights from New York to Chicago
3:15 pm - 3:55 am
Spirit Airlines
1 Stop
13h 40m
EWR - ORD
Spirit Airlines
$27
mytrip.com
6:00 am - 4:31 pm
Spirit Airlines
1 Stop
11h 31m
EWR - ORD
Spirit Airlines
$28
mytrip.com
3:15 pm - 4:13 am
Spirit Airlines
1 Stop
13h 58m
EWR - ORD
Spirit Airlines
$29
mytrip.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">New York</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From New York to Chicago

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 $58, but on average you can expect to pay $66.

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 $134.

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: Wednesday, Saturday.

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

Per day, 3 flights depart from New York to Chicago on average.
Afternoon (Noon - 6pm) - 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 13h 43m. 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 ($58), offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 68% 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 John F Kennedy Intl - Chicago O'Hare Intl or New York LaGuardia - 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 cheapest flights from New York to Chicago?

On average you can expect to pay $386 for a flight from New York to Chicago. The cheapest flight overall is $80 while the most popular route, (Newark - Chicago O'Hare Intl) is currently priced at $61.

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 Endeavor Airlines (95%), Malaysia Airlines (94%) or China Airlines (94%) as they are the most reliable in getting you off to your destination on time.

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.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from New York?

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 72 hours before departing to Chicago.

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

Do I need a test to 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 72 hours before departing to New York.

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

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for New York to Chicago

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

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from New York to Chicago.
Flight duration from New York to Chicago
2h 33m
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing New York

Newark (EWR)
LaGuardia (LGA)
New York Skyports SPB (NYS)

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

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.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$53 $121 No cancel fee 62%
Spirit Airlines
$57 $186 No cancel fee 65%
Delta
$73 $410 No cancel fee N/A
American Airlines
$73 $256 No cancel fee 71%
United Airlines
$73 $234 No cancel fee 69%
JetBlue
$90 $288 No cancel fee 62%
Southwest
$222 $382 No cancel fee 63%

Hourly flight availability from New York to Chicago

See what time of day planes typically take off from New York towards Chicago.
Afternoon Noon to 6 PM 45% of NYC to CHI departures
Morning 6 AM to noon 39% of NYC to CHI departures
Early morning Midnight to 6 AM 9% of NYC to CHI departures
Evening 6 PM to midnight 7% of NYC to CHI departures
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.
Sunday
178 daily flights
Monday
182 daily flights
Tuesday
149 daily flights
Wednesday
163 daily flights
Thursday
159 daily flights
Friday
182 daily flights
Saturday
147 daily flights
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