New York to Chicago

JFKMDW

Fly from New York to Chicago starting at SAR 611 with JetBlue Airways.Best fare available on Aug 28, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

21 Aug
Frontier Airlines
13:00JFK
11:50MDW
1 StopSAR 673VIEW DEAL
21 Aug
JetBlue Airways
21:30JFK
23:47MDW
2 StopSAR 1,310VIEW DEAL
22 Aug
Frontier Airlines
13:00JFK
23:47MDW
1 StopSAR 1,095VIEW DEAL
23 Aug
Frontier Airlines
13:00JFK
23:47MDW
1 StopSAR 1,399VIEW DEAL
23 Aug
JetBlue Airways
08:30JFK
21:31MDW
2 StopSAR 759VIEW DEAL
24 Aug
Frontier Airlines
13:00JFK
11:55MDW
1 StopSAR 1,073VIEW DEAL
25 Aug
Frontier Airlines
13:00JFK
23:47MDW
1 StopSAR 633VIEW DEAL
26 Aug
Frontier Airlines
13:00JFK
23:47MDW
1 StopSAR 633VIEW DEAL
27 Aug
Frontier Airlines
13:00JFK
23:47MDW
1 StopSAR 640VIEW DEAL
28 Aug
JetBlue Airways
22:29JFK
11:15MDW
1 StopSAR 611VIEW DEAL

New York to Chicago monthly flight fare trend

Aug
from SAR 611
Sep
from SAR 403
Oct
from SAR 466
Nov
from SAR 877
Dec
from SAR 881
Jan
from SAR 1,306

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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