Miami to Chicago

MIAMDW

Fly from Miami to Chicago starting at USD 91 with Southwest Airlines.Best fare available on Oct 6, 2026.Limited seats. Better plans. Book before it's gone.

Miami to Chicago cheapest flights this week

30 Sept
Southwest Airlines
16:00MIA
19:05MDW
DirectUSD 298VIEW DEAL
1 Oct
Frontier Airlines
16:30MIA
00:44MDW
1 StopUSD 226VIEW DEAL
2 Oct
Frontier Airlines
17:34MIA
00:44MDW
1 StopUSD 203VIEW DEAL
3 Oct
Frontier Airlines
05:22MIA
18:51MDW
1 StopUSD 227VIEW DEAL
4 Oct
Frontier Airlines
21:43MIA
18:51MDW
1 StopUSD 180VIEW DEAL
5 Oct
Frontier Airlines
17:34MIA
00:43MDW
1 StopUSD 142VIEW DEAL
6 Oct
Southwest Airlines
12:35MIA
15:40MDW
DirectUSD 91VIEW DEAL
6 Oct
Frontier Airlines
21:43MIA
18:51MDW
1 StopUSD 227VIEW DEAL
6 Oct
Frontier Airlines
05:32MIA
18:46MDW
1 StopUSD 114VIEW DEAL
7 Oct
Frontier Airlines
05:32MIA
18:51MDW
1 StopUSD 150VIEW DEAL

Miami to Chicago monthly flight fare trend

Sep
from USD 298
Oct
from USD 90
Nov
from USD 74
Dec
from USD 97
Jan
from USD 136
Feb
from USD 184

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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