Miami to Chicago

MIAMDW

Fly from Miami to Chicago starting at USD 90 with Southwest Airlines.Best fare available on Sep 10, 2026.Limited seats. Better plans. Book before it's gone.

Miami to Chicago cheapest flights this week

7 Sept
Southwest Airlines
07:15MIA
10:20MDW
DirectUSD 339VIEW DEAL
8 Sept
Southwest Airlines
16:00MIA
19:05MDW
DirectUSD 300VIEW DEAL
8 Sept
Frontier Airlines
17:28MIA
23:47MDW
1 StopUSD 156VIEW DEAL
9 Sept
Southwest Airlines
16:00MIA
19:05MDW
DirectUSD 132VIEW DEAL
10 Sept
Southwest Airlines
07:15MIA
10:20MDW
DirectUSD 90VIEW DEAL
10 Sept
Frontier Airlines
16:30MIA
00:44MDW
1 StopUSD 165VIEW DEAL
11 Sept
Frontier Airlines
17:34MIA
00:44MDW
1 StopUSD 130VIEW DEAL
11 Sept
Frontier Airlines
05:32MIA
18:51MDW
1 StopUSD 140VIEW DEAL
12 Sept
Southwest Airlines
06:30MIA
14:05MDW
1 StopUSD 103VIEW DEAL
12 Sept
Southwest Airlines
07:45MIA
17:10MDW
1 StopUSD 100VIEW DEAL

Miami to Chicago monthly flight fare trend

Sep
from USD 85
Oct
from USD 83
Nov
from USD 88
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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