Philadelphia to Chicago
PHLMDW
Fly from Philadelphia to Chicago starting at USD 113 with F9.
Best fare available on Apr 30, 2026.
Limited seats. Better plans. Book before it's gone.
Philadelphia to Chicago cheapest flights this week
20 Apr
F9
15:41PHL
--:--MDW
1 Stop$180VIEW DEAL
27 Apr
F9
09:17PHL
--:--MDW
1 Stop$115VIEW DEAL
29 Apr
F9
11:02PHL
--:--MDW
1 Stop$115VIEW DEAL
30 Apr
F9
19:10PHL
--:--MDW
1 Stop$113VIEW DEAL
12 Sept
WN
15:45PHL
--:--MDW
Direct$128VIEW DEAL
13 Sept
WN
20:50PHL
--:--MDW
Direct$177VIEW DEAL
Philadelphia to Chicago monthly flight fare trend
Apr
from USD 113
May
No flights
Jun
No flights
Jul
No flights
Aug
No flights
Sep
from USD 128
Airport Details
Origin
Philadelphia
Philadelphia International Airport (PHL)
Philadelphia, PHL
Zone
New York
Elev
36 ft
Destination
Chicago
Chicago Midway International Airport (MDW)
Chicago, MDW
Zone
Chicago
Elev
620 ft
