Detroit to Chicago

DTWMDW

Fly from Detroit to Chicago starting at USD 101 with Southwest Airlines.Best fare available on Sep 9, 2026.Limited seats. Better plans. Book before it's gone.

Detroit to Chicago cheapest flights this week

9 Sept
Southwest Airlines
19:05DTW
20:15MDW
DirectUSD 101VIEW DEAL
9 Sept
Frontier Airlines
07:00DTW
18:51MDW
1 StopUSD 151VIEW DEAL
10 Sept
Frontier Airlines
15:25DTW
00:44MDW
1 StopUSD 148VIEW DEAL
12 Sept
Frontier Airlines
07:00DTW
18:51MDW
1 StopUSD 126VIEW DEAL
13 Sept
Southwest Airlines
13:15DTW
02:00MDW
1 StopUSD 306VIEW DEAL
13 Sept
Frontier Airlines
07:00DTW
18:46MDW
1 StopUSD 166VIEW DEAL
14 Sept
Frontier Airlines
15:25DTW
00:44MDW
1 StopUSD 166VIEW DEAL
14 Sept
Frontier Airlines
07:00DTW
18:51MDW
1 StopUSD 161VIEW DEAL
15 Sept
Frontier Airlines
07:00DTW
18:46MDW
1 StopUSD 148VIEW DEAL
16 Sept
Frontier Airlines
07:00DTW
18:51MDW
1 StopUSD 148VIEW DEAL

Detroit to Chicago monthly flight fare trend

Sep
from USD 101
Oct
from USD 91
Nov
No flights
Dec
from USD 161
Jan
No flights
Feb
No flights

Airport Details

Origin

Detroit

Detroit Metropolitan Wayne County Airport (DTW)

Detroit, DTW
Zone

Detroit

Elev

645 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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