Denver to Chicago

DENMDW

Fly from Denver to Chicago starting at SAR 307 with Southwest Airlines.Best fare available on Sep 9, 2026.Limited seats. Better plans. Book before it's gone.

Denver to Chicago cheapest flights this week

18 Aug
Southwest Airlines
19:25DEN
21:50MDW
DirectSAR 403VIEW DEAL
20 Aug
Frontier Airlines
10:09DEN
19:31MDW
1 StopSAR 648VIEW DEAL
21 Aug
Southwest Airlines
20:25DEN
22:45MDW
DirectSAR 463VIEW DEAL
22 Aug
Frontier Airlines
10:43DEN
21:47MDW
1 StopSAR 577VIEW DEAL
24 Aug
Southwest Airlines
18:30DEN
21:00MDW
DirectSAR 400VIEW DEAL
25 Aug
Southwest Airlines
08:25DEN
10:50MDW
DirectSAR 433VIEW DEAL
25 Aug
Frontier Airlines
23:59DEN
09:55MDW
1 StopSAR 503VIEW DEAL
4 Sept
Frontier Airlines
10:09DEN
19:31MDW
1 StopSAR 481VIEW DEAL
9 Sept
Southwest Airlines
19:25DEN
21:55MDW
DirectSAR 307VIEW DEAL
10 Sept
Southwest Airlines
20:25DEN
22:50MDW
DirectSAR 337VIEW DEAL

Denver to Chicago monthly flight fare trend

Aug
from SAR 400
Sep
from SAR 307
Oct
from SAR 370
Nov
from SAR 481
Dec
from SAR 451
Jan
No flights

Airport Details

Origin

Denver

Denver International Airport (DEN)

Denver, DEN
Zone

Denver

Elev

5431 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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