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

View AU$91 flight on Sat, 1 Nov. 2025Opens in a new window

Popular airlines from New York to Chicago

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, 20 Sep. - Sat, 27 Sep.
EWR
New York
ORD
Chicago
AU$181 Return, just found
AU$181
Return
just found
Select American Airlines flight, departing Sat, 20 Sep. from New York to Chicago, returning Sat, 27 Sep., priced at AU$181 just found
American Airlines
Wed, 10 Sep. - Fri, 12 Sep.
EWR
New York
ORD
Chicago
AU$188 Return, found 1 day ago
AU$188
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Sep. from New York to Chicago, returning Fri, 12 Sep., priced at AU$188 found 1 day ago
American Airlines
Sat, 20 Sep. - Sat, 27 Sep.
LGA
New York
ORD
Chicago
AU$216 Return, just found
AU$216
Return
just found
Select American Airlines flight, departing Sat, 20 Sep. from New York to Chicago, returning Sat, 27 Sep., priced at AU$216 just found
American Airlines
Sat, 4 Oct. - Sat, 11 Oct.
EWR
New York
ORD
Chicago
AU$227 Return, found 6 days ago
AU$227
Return
found 6 days ago
Select American Airlines flight, departing Sat, 4 Oct. from New York to Chicago, returning Sat, 11 Oct., priced at AU$227 found 6 days ago
American Airlines
Wed, 3 Sep. - Sat, 6 Sep.
JFK
New York
ORD
Chicago
AU$229 Return, found 4 days ago
AU$229
Return
found 4 days ago
Select American Airlines flight, departing Wed, 3 Sep. from New York to Chicago, returning Sat, 6 Sep., priced at AU$229 found 4 days ago
American Airlines
Wed, 3 Sep. - Sat, 6 Sep.
LGA
New York
ORD
Chicago
AU$229 Return, found 4 days ago
AU$229
Return
found 4 days ago
Select American Airlines flight, departing Wed, 3 Sep. from New York to Chicago, returning Sat, 6 Sep., priced at AU$229 found 4 days ago
American Airlines
Tue, 2 Sep. - Fri, 5 Sep.
LGA
New York
ORD
Chicago
AU$238 Return, found 2 days ago
AU$238
Return
found 2 days ago
Select American Airlines flight, departing Tue, 2 Sep. from New York to Chicago, returning Fri, 5 Sep., priced at AU$238 found 2 days ago
Delta
Sat, 6 Sep. - Tue, 9 Sep.
LGA
New York
ORD
Chicago
AU$245 Return, found 2 days ago
AU$245
Return
found 2 days ago
Select Delta flight, departing Sat, 6 Sep. from New York to Chicago, returning Tue, 9 Sep., priced at AU$245 found 2 days ago
United
Sat, 20 Sep. - Sat, 27 Sep.
EWR
New York
ORD
Chicago
AU$290 Return, just found
AU$290
Return
just found
Select United flight, departing Sat, 20 Sep. from New York to Chicago, returning Sat, 27 Sep., priced at AU$290 just found
Alaska Airlines
Wed, 10 Sep. - Thu, 11 Sep.
EWR
New York
ORD
Chicago
AU$480 Return, found 9 hours ago
AU$480
Return
found 9 hours ago
Select Alaska Airlines flight, departing Wed, 10 Sep. from New York to Chicago, returning Thu, 11 Sep., priced at AU$480 found 9 hours ago

Find the cheapest month to fly from New York (NYC) to Chicago (CHI)

April is typically the cheapest month to fly

From AU$87 - AU$440 per traveller.

Graph displaying average flight prices per month

Flight from Newark Liberty Intl. Airport to Chicago route information
Origin airport
Newark Liberty Intl. Airport
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, United
Return price
AU$181
Distance
1147 km

NYC to CHI Flights

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Chicago Flight Deals

Chicago

New York to O'Hare Intl.
AU$180.90
New York to Midway Intl.
AU$277.80
New York Airports

Newark Liberty Intl. Airport

Newark Liberty Intl. Airport to Chicago
AU$180.90

New York

LaGuardia to Chicago
AU$215.30
John F. Kennedy Intl. to Chicago
AU$228.20
*Available to Expedia members.