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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 Wednesday and return on a Tuesday

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

NYC - CHI
Price
$112 - $246
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 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 to Chicago

One-way from

$36

One-way flight from New York to Chicago

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?

Saturday flights are found to be more expensive to fly from New York to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

Find a great deal and save up to 48% by booking at least 20 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from New York to Chicago within the next two weeks, with the cheapest ticket starting at $213.

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)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 19% on flights from New York to Chicago by exploring options for tickets in the evening.

Cheap flights from New York to Chicago in December, January 2021

The best prices found for NYC to CHI flights for December, January
18 Dec - 20 Dec
$55pp
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
13 Jan - 27 Jan
$56pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
17 Dec - 25 Dec
$56pp
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

New York to Chicago 2021 flight deals

Cheap flights to Chicago from New York found for this year
18 Dec - 20 Dec
$55pp
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
17 Dec - 25 Dec
$56pp
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
10 Dec - 14 Dec
$57pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
24 Apr - 1 May
$77pp
EWR
Newark
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
EWR
Newark
12 May - 15 May
$79pp
EWR
Newark
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
EWR
Newark
3 Jan - 4 Jan
$97pp
JFK
New York John F Kennedy Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
JFK
New York John F Kennedy Intl

Last minute flights from New York to Chicago

Late deals on round-trip flights to Chicago from New York, departing today and this week
10 Dec - 13 Dec
$56pp
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
10 Dec - 14 Dec
$57pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
11 Dec - 13 Dec
$57pp
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

One-way flights to Chicago from New York

The cheapest one-way flights from New York to Chicago
4:41 pm - 3:06 am
Multiple Airlines
1 Stop
11h 25m
LGA - ORD
Multiple Airlines
$36
Gotogate
5:55 am - 5:21 pm
Frontier
1 Stop
12h 26m
LGA - ORD
Frontier
$40
Gotogate
7:50 am - 3:48 pm
Spirit Airlines
1 Stop
8h 58m
EWR - ORD
Spirit Airlines
$41
Kiwi.com

Related info for your journey

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

Flight FAQs

From New York to Chicago

Are flight prices decreasing from New York to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both New York and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from New York to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from New York to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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 $55, but on average you can expect to pay $62.

Are there nonstop flights from New York to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from New York to Chicago under $100. A good price for a nonstop flight from New York to Chicago is less than $125.

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.

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

Travelers can expect 6 flights from New York to Chicago on average per day.
Morning (6am - Noon) - 67% of flight departures
Afternoon (Noon - 6pm) - 33% of flight departures

Is New York weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 86 °F range in July. The weather in Chicago is generally colder than New York's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from New York to Chicago?

For as low as $97, JetBlue can have you in Chicago from New York in 2h 37m. New York and Chicago are separated by a distance of 721 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

Spirit Airlines, at $55, was found to be the cheapest airline from New York to Chicago. An alternate airline flying to your destination would be Frontier. These flights start at 69% lower than the current average price 3 months from now.

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

$21 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines, with prices from $26.

Alternative routes for New York to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from New York to Chicago
Flight duration
2h 21m
Average temperature for December in Chicago
37.4 °F
Avg rainfall for December in Chicago
1.2 ″

Airports servicing New York

Newark Intl (EWR)
John F. Kennedy Intl (JFK)

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Top 7 airlines 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%
United Airlines
$73 $234 No cancel fee 69%
American Airlines
$73 $256 No cancel fee 71%
JetBlue
$90 $288 No cancel fee 62%
Southwest
$222 $382 No cancel fee 63%
Delta
$73 $410 No cancel fee N/A

Hourly flight availability from New York to Chicago

Afternoon Noon to 6 PM 43% of NYC to CHI departures
Morning 6 AM to noon 34% of NYC to CHI departures
Early morning Midnight to 6 AM 21% of NYC to CHI departures
Evening 6 PM to midnight 2% of NYC to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from New York to Chicago
Sunday
61 daily flights
Monday
66 daily flights
Tuesday
39 daily flights
Wednesday
61 daily flights
Thursday
70 daily flights
Friday
60 daily flights
Saturday
44 daily flights
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