Philadelphia to Chicago

PHLMDW

Fly from Philadelphia to Chicago starting at USD 105 with Frontier Airlines.Best fare available on Oct 14, 2026.Limited seats. Better plans. Book before it's gone.

Philadelphia to Chicago cheapest flights this week

11 Oct
Frontier Airlines
18:03PHL
00:43MDW
1 StopUSD 209VIEW DEAL
11 Oct
Southwest Airlines
19:40PHL
21:45MDW
DirectUSD 259VIEW DEAL
12 Oct
Frontier Airlines
17:22PHL
00:43MDW
1 StopUSD 174VIEW DEAL
13 Oct
Frontier Airlines
06:00PHL
15:35MDW
1 StopUSD 139VIEW DEAL
14 Oct
Frontier Airlines
17:22PHL
00:43MDW
1 StopUSD 105VIEW DEAL
14 Oct
Frontier Airlines
06:00PHL
15:35MDW
1 StopUSD 142VIEW DEAL
15 Oct
Frontier Airlines
06:00PHL
13:17MDW
1 StopUSD 133VIEW DEAL
15 Oct
Frontier Airlines
18:03PHL
00:43MDW
1 StopUSD 176VIEW DEAL
16 Oct
Frontier Airlines
17:22PHL
00:43MDW
1 StopUSD 183VIEW DEAL
29 Oct
Frontier Airlines
12:36PHL
18:47MDW
1 StopUSD 144VIEW DEAL

Philadelphia to Chicago monthly flight fare trend

Oct
from USD 105
Nov
from USD 100
Dec
from USD 135
Jan
from USD 242
Feb
from USD 92
Mar
from USD 102

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

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