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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 February or January, booked 54 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
$125 - $234
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in December High demand for flights, 22% potential price rise
Cheapest in February Best time to find cheap flights, 32% potential price drop
Round-trip from 125₽ From New York to Chicago
One-way from 39₽ 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 37 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 $177.

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 September, October 2020

The best prices found for NYC to CHI flights for September, October
2 Oct - 12 Oct
$63pp
LGA
New York LaGuardia
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
LGA
New York LaGuardia
2 Oct - 5 Oct
$68pp
LGA
New York LaGuardia
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LGA
New York LaGuardia
16 Oct - 23 Oct
$71pp
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

New York to Chicago 2020 flight deals

Cheap flights to Chicago from New York found for this year
2 Oct - 12 Oct
$63pp
LGA
New York LaGuardia
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
LGA
New York LaGuardia
2 Oct - 5 Oct
$68pp
LGA
New York LaGuardia
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LGA
New York LaGuardia
4 Nov - 5 Nov
$71pp
EWR
Newark
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
EWR
Newark

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
16 Oct - 23 Oct
$71pp
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
4 Nov - 5 Nov
$71pp
EWR
Newark
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
EWR
Newark
2 Oct - 2 Oct
$74pp
LGA
New York LaGuardia
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United 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
25 Sep - 28 Sep
$74pp
LGA
New York LaGuardia
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LGA
New York LaGuardia
22 Sep - 6 Oct
$75pp
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
25 Sep - 27 Sep
$78pp
LGA
New York LaGuardia
British Airways
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
British Airways
Non-Stop
LGA
New York LaGuardia

One-way flights to Chicago from New York

The cheapest one-way flights from New York to Chicago
1:30 pm - 3:11 pm
British Airways
Nonstop
2h 41m
LGA - ORD
British Airways
$39
Travelgenio
5:52 am - 7:25 am
JetBlue
Nonstop
2h 33m
JFK - ORD
JetBlue
11:30 am - 1:07 pm
Delta
Nonstop
2h 37m
JFK - ORD
Delta
$54
Delta

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.

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 Multiple Airlines for just $63, but on average you can expect to pay $79.

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 $85.

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: Saturday.

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) - 17% of flight departures
Afternoon (Noon - 6pm) - 83% 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 $81, Spirit Airlines can have you in Chicago from New York in 2h 24m. New York and Chicago are separated by a distance of 721 mi. Generally, flights for this route are nonstop.

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

Major Airline, at $71, was found to be the cheapest airline from New York to Chicago.Alternate airlines to your destination round-trip include Spirit Airlines and British Airways. These flights start at 61% lower than the current average price 3 months from now.

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

$28 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 British Airways and Delta, with prices starting from $39 and $49, respectively.

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 25m
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing New York

Newark Intl (EWR)
La Guardia (LGA)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from New York to Chicago

Morning 6 AM to noon 45% of NYC to CHI departures
Afternoon Noon to 6 PM 42% of NYC to CHI departures
Early morning Midnight to 6 AM 10% of NYC to CHI departures
Evening 6 PM to midnight 3% of NYC to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from New York to Chicago
Sunday
78 daily flights
Monday
77 daily flights
Tuesday
73 daily flights
Wednesday
79 daily flights
Thursday
75 daily flights
Friday
83 daily flights
Saturday
77 daily flights
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