Miami to Chicago

MIAMDW

Fly from Miami to Chicago starting at SAR 333 with Southwest Airlines.Best fare available on Sep 14, 2026.Limited seats. Better plans. Book before it's gone.

Miami to Chicago cheapest flights this week

11 Sept
Frontier Airlines
17:34MIA
00:44MDW
1 StopSAR 481VIEW DEAL
11 Sept
Frontier Airlines
05:32MIA
18:51MDW
1 StopSAR 518VIEW DEAL
11 Sept
Southwest Airlines
07:15MIA
10:20MDW
DirectSAR 1,251VIEW DEAL
12 Sept
Southwest Airlines
06:30MIA
14:05MDW
1 StopSAR 381VIEW DEAL
12 Sept
Southwest Airlines
07:45MIA
17:10MDW
1 StopSAR 370VIEW DEAL
12 Sept
Frontier Airlines
05:22MIA
18:51MDW
1 StopSAR 440VIEW DEAL
12 Sept
Southwest Airlines
14:40MIA
17:45MDW
DirectSAR 1,021VIEW DEAL
13 Sept
Frontier Airlines
21:30MIA
12:59MDW
2 StopSAR 514VIEW DEAL
13 Sept
Frontier Airlines
20:50MIA
12:59MDW
2 StopSAR 1,021VIEW DEAL
14 Sept
Southwest Airlines
07:15MIA
10:20MDW
DirectSAR 333VIEW DEAL

Miami to Chicago monthly flight fare trend

Sep
from SAR 315
Oct
from SAR 307
Nov
from SAR 326
Dec
from SAR 359
Jan
from SAR 503
Feb
from SAR 681

Airport Details

Origin

Miami

Miami International Airport (MIA)

Miami, MIA
Zone

New York

Elev

8 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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