New York to Chicago
JFKMDW
Fly from New York to Chicago starting at USD 97 with F9.
Best fare available on Apr 22, 2026.
Limited seats. Better plans. Book before it's gone.
New York to Chicago cheapest flights this week
22 Apr
F9
13:00JFK
--:--MDW
1 Stop$97VIEW DEAL
23 Apr
F9
13:00JFK
--:--MDW
1 Stop$111VIEW DEAL
24 Apr
B6
09:05JFK
--:--MDW
1 Stop$276VIEW DEAL
25 Apr
F9
13:00JFK
--:--MDW
1 Stop$111VIEW DEAL
26 Apr
B6
11:29JFK
--:--MDW
2 Stop$265VIEW DEAL
27 Apr
F9
13:00JFK
--:--MDW
1 Stop$109VIEW DEAL
28 Apr
F9
13:00JFK
--:--MDW
1 Stop$109VIEW DEAL
29 Apr
F9
13:00JFK
--:--MDW
1 Stop$109VIEW DEAL
30 Apr
F9
13:00JFK
--:--MDW
1 Stop$109VIEW DEAL
1 May
F9
13:00JFK
--:--MDW
1 Stop$109VIEW DEAL
New York to Chicago monthly flight fare trend
Apr
from USD 97
May
from USD 73
Jun
from USD 114
Jul
from USD 129
Aug
from USD 215
Sep
from USD 753
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
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