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

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

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
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

$66

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 10% 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 $137.

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, April can be a great choice for travel to Chicago. Flights to Chicago from New York in April are about $135 on average during April, but can be found for as low as $33.

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

Unlike at noon, when flights are generally more expensive, you can save up to 18% on flights from New York to Chicago by exploring options for tickets in the evening.

Cheap flights from New York to Chicago in May, June 2021

The best prices found for NYC to CHI flights for May, June
9 Jun - 16 Jun
$97pp
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
9 Jun - 16 Jun
$98pp
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
3 Jun - 9 Jun
$103pp
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
17 Aug - 19 Aug
$92pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
19 Aug - 24 Aug
$93pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
4 Aug - 10 Aug
$95pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
17 Aug - 19 Aug
$92pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
19 Aug - 24 Aug
$93pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
4 Aug - 10 Aug
$95pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit 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
19 May - 20 May
$119pp
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
18 May - 15 Jun
$124pp
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
18 May - 19 May
$128pp
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
2:54 pm - 3:22 am
Multiple Airlines
1 Stop
13h 28m
EWR - ORD
Multiple Airlines
$66
Kiwi.com
6:50 pm - 6:28 pm
Frontier
1 Stop
24h 38m
LGA - ORD
Frontier
$69
Kiwi.com
3:55 am - 5:45 am
Major Airline
Nonstop
2h 50m
JFK - ORD
Major Airline
$70
StudentUniverse

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

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.

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 $92, but on average you can expect to pay $109.

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 $118.

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: Tuesday, Thursday.

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

Travelers can expect 12 flights from New York to Chicago on average per day.
Early Morning (Midnight to 6am) - 33% of flight departures
Morning (6am - Noon) - 25% of flight departures
Afternoon (Noon - 6pm) - 25% of flight departures
Evening (6pm - Midnight) - 17% 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 $146, JetBlue can have you in Chicago from New York in 2h 20m. New York and Chicago are separated by a distance of 721 mi. Generally, flights for this route are nonstop.

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

Spirit Airlines, at $92, was found to be the cheapest airline from New York to Chicago.. This flight start at 49% lower than the current average price 3 months from now.

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

$45 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Major Airline, with prices starting from $68 and $70, respectively.

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
2h 26m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing New York

Newark Intl (EWR)
La Guardia (LGA)

Airports servicing Chicago

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%
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

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 36% of NYC to CHI departures
Early morning Midnight to 6 AM 13% of NYC to CHI departures
Evening 6 PM to midnight 6% 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
88 daily flights
Monday
86 daily flights
Tuesday
91 daily flights
Wednesday
106 daily flights
Thursday
109 daily flights
Friday
96 daily flights
Saturday
81 daily flights
Home North America USA Illinois Chicago Cheap flights from New York to Chicago