Chicago to Miami

MDWMIA

Fly from Chicago to Miami starting at USD 89 with Southwest Airlines.Best fare available on Oct 12, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Miami cheapest flights this week

11 Oct
Frontier Airlines
06:40MDW
07:58MIA
1 StopUSD 178VIEW DEAL
12 Oct
Southwest Airlines
08:05MDW
11:20MIA
DirectUSD 89VIEW DEAL
12 Oct
Frontier Airlines
06:15MDW
14:25MIA
1 StopUSD 202VIEW DEAL
13 Oct
Frontier Airlines
06:21MDW
20:29MIA
1 StopUSD 116VIEW DEAL
14 Oct
Southwest Airlines
08:10MDW
16:30MIA
1 StopUSD 96VIEW DEAL
14 Oct
Frontier Airlines
06:21MDW
13:18MIA
1 StopUSD 192VIEW DEAL
15 Oct
Southwest Airlines
06:45MDW
18:20MIA
1 StopUSD 126VIEW DEAL
15 Oct
Frontier Airlines
06:22MDW
14:25MIA
1 StopUSD 139VIEW DEAL
16 Oct
Southwest Airlines
08:05MDW
11:20MIA
DirectUSD 217VIEW DEAL
16 Oct
Frontier Airlines
13:12MDW
09:14MIA
2 StopUSD 193VIEW 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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