Philadelphia to Chicago

PHLMDW

Fly from Philadelphia to Chicago starting at USD 119 with Frontier Airlines.Best fare available on Sep 10, 2026.Limited seats. Better plans. Book before it's gone.

Philadelphia to Chicago cheapest flights this week

10 Sept
Frontier Airlines
12:40PHL
18:46MDW
1 StopUSD 119VIEW DEAL
10 Sept
Southwest Airlines
10:20PHL
12:25MDW
DirectUSD 147VIEW DEAL
10 Sept
Frontier Airlines
06:00PHL
12:59MDW
1 StopUSD 157VIEW DEAL
10 Sept
Frontier Airlines
17:32PHL
00:44MDW
1 StopUSD 155VIEW DEAL
11 Sept
Frontier Airlines
17:32PHL
00:44MDW
1 StopUSD 127VIEW DEAL
11 Sept
Frontier Airlines
06:00PHL
12:59MDW
1 StopUSD 153VIEW DEAL
12 Sept
Southwest Airlines
15:45PHL
17:45MDW
DirectUSD 128VIEW DEAL
12 Sept
Frontier Airlines
12:40PHL
18:51MDW
1 StopUSD 157VIEW DEAL
12 Sept
Frontier Airlines
06:00PHL
12:59MDW
1 StopUSD 154VIEW DEAL
13 Sept
Southwest Airlines
20:50PHL
23:00MDW
DirectUSD 177VIEW DEAL

Philadelphia to Chicago monthly flight fare trend

Sep
from USD 99
Oct
from USD 103
Nov
from USD 100
Dec
from USD 135
Jan
No flights
Feb
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

Flights from Philadelphia to AtlantaFlights from Philadelphia to AustinFlights from Philadelphia to BostonFlights from Philadelphia to CharlotteFlights from Philadelphia to DenverFlights from Philadelphia to DallasFlights from Philadelphia to DetroitFlights from Philadelphia to NewarkFlights from Philadelphia to Fort LauderdaleFlights from Philadelphia to Honolulu