Detroit to Chicago

DTWMDW

Fly from Detroit to Chicago starting at USD 115 with Southwest Airlines.Best fare available on Aug 15, 2026.Limited seats. Better plans. Book before it's gone.

Detroit to Chicago cheapest flights this week

13 Aug
Frontier Airlines
14:56DTW
23:03MDW
1 StopUSD 180VIEW DEAL
14 Aug
Southwest Airlines
19:30DTW
20:40MDW
DirectUSD 240VIEW DEAL
15 Aug
Southwest Airlines
16:45DTW
17:55MDW
DirectUSD 115VIEW DEAL
15 Aug
Frontier Airlines
14:56DTW
23:03MDW
1 StopUSD 139VIEW DEAL
17 Aug
Frontier Airlines
11:49DTW
18:22MDW
1 StopUSD 191VIEW DEAL
18 Aug
Frontier Airlines
06:00DTW
11:55MDW
1 StopUSD 165VIEW DEAL
19 Aug
Frontier Airlines
06:00DTW
11:55MDW
1 StopUSD 139VIEW DEAL
20 Aug
Frontier Airlines
06:00DTW
11:55MDW
1 StopUSD 156VIEW DEAL
21 Aug
Frontier Airlines
06:00DTW
11:55MDW
1 StopUSD 204VIEW DEAL
22 Aug
Southwest Airlines
08:30DTW
09:45MDW
DirectUSD 216VIEW DEAL

Detroit to Chicago monthly flight fare trend

Aug
from USD 100
Sep
from USD 92
Oct
from USD 91
Nov
No flights
Dec
No flights
Jan
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

Flights from Detroit

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