Chicago to Miami

MDWMIA

Fly from Chicago to Miami starting at USD 93 with Southwest Airlines.Best fare available on Jul 28, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Miami cheapest flights this week

26 Jul
Frontier Airlines
06:05MDW
15:33MIA
1 StopUSD 216VIEW DEAL
27 Jul
Frontier Airlines
06:05MDW
12:53MIA
1 StopUSD 223VIEW DEAL
28 Jul
Southwest Airlines
11:45MDW
14:45MIA
DirectUSD 93VIEW DEAL
28 Jul
Southwest Airlines
05:05MDW
12:05MIA
1 StopUSD 101VIEW DEAL
28 Jul
Frontier Airlines
06:05MDW
12:53MIA
1 StopUSD 138VIEW DEAL
29 Jul
Southwest Airlines
18:15MDW
18:27MIA
1 StopUSD 115VIEW DEAL
29 Jul
Frontier Airlines
06:05MDW
12:53MIA
1 StopUSD 146VIEW DEAL
31 Jul
Frontier Airlines
06:05MDW
12:53MIA
1 StopUSD 177VIEW DEAL
1 Aug
Southwest Airlines
07:55MDW
17:10MIA
1 StopUSD 100VIEW DEAL
1 Aug
Frontier Airlines
12:11MDW
19:29MIA
1 StopUSD 138VIEW DEAL

Chicago to Miami monthly flight fare trend

Jul
from USD 93
Aug
from USD 82
Sep
from USD 86
Oct
from USD 84
Nov
from USD 87
Dec
from USD 88

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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