New York to Chicago

JFKMDW

Fly from New York to Chicago starting at USD 114 with Frontier Airlines.Best fare available on Jun 16, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

29 May
Frontier Airlines
13:00JFK
23:02MDW
1 Stop$124VIEW DEAL
31 May
Frontier Airlines
13:00JFK
23:02MDW
1 Stop$209VIEW DEAL
1 Jun
Frontier Airlines
13:00JFK
23:02MDW
1 Stop$151VIEW DEAL
7 Jun
Frontier Airlines
13:00JFK
12:09MDW
1 Stop$256VIEW DEAL
11 Jun
Frontier Airlines
13:00JFK
23:11MDW
1 Stop$203VIEW DEAL
15 Jun
Frontier Airlines
13:00JFK
12:12MDW
1 Stop$235VIEW DEAL
16 Jun
Frontier Airlines
13:00JFK
23:11MDW
1 Stop$114VIEW DEAL
26 Jun
Frontier Airlines
13:00JFK
23:11MDW
1 Stop$302VIEW DEAL
28 Jun
Frontier Airlines
13:00JFK
12:09MDW
1 Stop$285VIEW DEAL
30 Jun
Frontier Airlines
13:00JFK
23:11MDW
1 Stop$218VIEW DEAL

New York to Chicago monthly flight fare trend

May
from USD 73
Jun
from USD 114
Jul
from USD 129
Aug
from USD 215
Sep
from USD 753
Oct
from USD 363

Airport Details

Origin

New York

John F Kennedy International Airport (JFK)

New York, JFK
Zone

New York

Elev

13 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Flights from New York

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