New York to Chicago
JFKMDW
Fly from New York to Chicago starting at USD 79 with F9.
Best fare available on May 27, 2026.
Limited seats. Better plans. Book before it's gone.
New York to Chicago cheapest flights this week
13 May
F9
13:00JFK
23:02MDW
1 Stop$97VIEW DEAL
16 May
F9
13:00JFK
23:02MDW
1 Stop$192VIEW DEAL
17 May
F9
13:00JFK
12:09MDW
1 Stop$322VIEW DEAL
18 May
F9
13:00JFK
12:09MDW
1 Stop$125VIEW DEAL
21 May
F9
13:00JFK
23:02MDW
1 Stop$288VIEW DEAL
24 May
F9
13:00JFK
23:02MDW
1 Stop$262VIEW DEAL
25 May
F9
13:00JFK
23:22MDW
1 Stop$257VIEW DEAL
26 May
F9
13:00JFK
23:02MDW
1 Stop$151VIEW DEAL
27 May
F9
13:00JFK
23:02MDW
1 Stop$79VIEW DEAL
28 May
F9
13:00JFK
23:02MDW
1 Stop$122VIEW 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
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