New York to Chicago

JFKMDW

Fly from New York to Chicago starting at SAR 766 with JetBlue Airways.Best fare available on Aug 16, 2026.Limited seats. Better plans. Book before it's gone.

New York to Chicago cheapest flights this week

13 Aug
Frontier Airlines
13:00JFK
23:03MDW
1 StopSAR 1,702VIEW DEAL
13 Aug
JetBlue Airways
06:29JFK
15:10MDW
1 StopSAR 1,191VIEW DEAL
14 Aug
Frontier Airlines
13:00JFK
10:51MDW
1 StopSAR 1,099VIEW DEAL
15 Aug
Frontier Airlines
13:00JFK
23:03MDW
1 StopSAR 1,195VIEW DEAL
16 Aug
JetBlue Airways
06:50JFK
23:03MDW
1 StopSAR 766VIEW DEAL
16 Aug
JetBlue Airways
21:00JFK
10:51MDW
1 StopSAR 1,199VIEW DEAL
16 Aug
Frontier Airlines
13:00JFK
23:03MDW
1 StopSAR 1,280VIEW DEAL
17 Aug
JetBlue Airways
12:00JFK
23:03MDW
1 StopSAR 858VIEW DEAL
17 Aug
Frontier Airlines
13:00JFK
11:55MDW
1 StopSAR 840VIEW DEAL
18 Aug
Frontier Airlines
13:00JFK
23:47MDW
1 StopSAR 807VIEW DEAL

New York to Chicago monthly flight fare trend

Aug
from SAR 533
Sep
from SAR 303
Oct
from SAR 359
Nov
from SAR 877
Dec
from SAR 1,055
Jan
from SAR 1,517

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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