Philadelphia to Chicago

PHLMDW

Fly from Philadelphia to Chicago starting at USD 128 with Southwest Airlines.Best fare available on Sep 12, 2026.Limited seats. Better plans. Book before it's gone.

Philadelphia to Chicago cheapest flights this week

6 Jul
Frontier Airlines
16:40PHL
23:03MDW
1 StopUSD 176VIEW DEAL
9 Jul
Frontier Airlines
16:30PHL
23:03MDW
1 StopUSD 178VIEW DEAL
10 Jul
Frontier Airlines
16:40PHL
23:03MDW
1 StopUSD 168VIEW DEAL
11 Jul
Frontier Airlines
16:30PHL
23:03MDW
1 StopUSD 143VIEW DEAL
12 Jul
Frontier Airlines
06:30PHL
12:07MDW
1 StopUSD 168VIEW DEAL
15 Jul
Frontier Airlines
16:30PHL
23:03MDW
1 StopUSD 145VIEW DEAL
23 Aug
Frontier Airlines
08:30PHL
23:47MDW
1 StopUSD 143VIEW DEAL
12 Sept
Southwest Airlines
15:45PHL
17:45MDW
DirectUSD 128VIEW DEAL
13 Sept
Southwest Airlines
20:50PHL
23:00MDW
DirectUSD 177VIEW DEAL

Philadelphia to Chicago monthly flight fare trend

Jul
from USD 143
Aug
from USD 143
Sep
from USD 128
Oct
No flights
Nov
No flights
Dec
No flights

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

Flights from Philadelphia

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