Chicago to Miami

MDWMIA

Fly from Chicago to Miami starting at USD 88 with Southwest Airlines.Best fare available on Oct 5, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Miami cheapest flights this week

1 Oct
Frontier Airlines
12:54MDW
21:00MIA
1 StopUSD 229VIEW DEAL
2 Oct
Frontier Airlines
12:54MDW
21:00MIA
1 StopUSD 229VIEW DEAL
2 Oct
Frontier Airlines
06:25MDW
15:29MIA
1 StopUSD 95VIEW DEAL
2 Oct
Southwest Airlines
11:50MDW
18:20MIA
1 StopUSD 358VIEW DEAL
3 Oct
Frontier Airlines
13:06MDW
21:00MIA
1 StopUSD 193VIEW DEAL
4 Oct
Frontier Airlines
12:03MDW
20:04MIA
1 StopUSD 153VIEW DEAL
4 Oct
Frontier Airlines
06:25MDW
14:24MIA
1 StopUSD 155VIEW DEAL
5 Oct
Southwest Airlines
08:05MDW
11:20MIA
DirectUSD 88VIEW DEAL
5 Oct
Frontier Airlines
06:50MDW
15:29MIA
1 StopUSD 210VIEW DEAL
6 Oct
Frontier Airlines
06:25MDW
19:38MIA
1 StopUSD 227VIEW DEAL

Chicago to Miami monthly flight fare trend

Oct
from USD 75
Nov
from USD 82
Dec
from USD 85
Jan
from USD 122
Feb
from USD 117
Mar
from USD 238

Airport Details

Origin

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Destination

Miami

Miami International Airport (MIA)

Miami, MIA
Zone

New York

Elev

8 ft

Flights from Chicago

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