Chicago to Miami

MDWMIA

Fly from Chicago to Miami starting at USD 85 with Southwest Airlines.Best fare available on Aug 24, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Miami cheapest flights this week

20 Aug
Southwest Airlines
05:00MDW
10:25MIA
1 StopUSD 98VIEW DEAL
20 Aug
Southwest Airlines
14:55MDW
21:05MIA
1 StopUSD 98VIEW DEAL
20 Aug
Frontier Airlines
06:05MDW
12:32MIA
1 StopUSD 177VIEW DEAL
21 Aug
Frontier Airlines
11:50MDW
22:05MIA
1 StopUSD 120VIEW DEAL
21 Aug
Southwest Airlines
15:20MDW
19:45MIA
1 StopUSD 235VIEW DEAL
22 Aug
Frontier Airlines
11:45MDW
19:29MIA
1 StopUSD 89VIEW DEAL
23 Aug
Frontier Airlines
06:05MDW
12:32MIA
1 StopUSD 180VIEW DEAL
24 Aug
Southwest Airlines
08:00MDW
11:10MIA
DirectUSD 85VIEW DEAL
24 Aug
Frontier Airlines
06:05MDW
12:32MIA
1 StopUSD 140VIEW DEAL
25 Aug
Southwest Airlines
09:25MDW
12:25MIA
DirectUSD 104VIEW DEAL

Chicago to Miami monthly flight fare trend

Aug
from USD 82
Sep
from USD 77
Oct
from USD 76
Nov
from USD 82
Dec
from USD 85
Jan
No flights

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

Flights from Chicago to AtlantaFlights from Chicago to AustinFlights from Chicago to BostonFlights from Chicago to CharlotteFlights from Chicago to DenverFlights from Chicago to DallasFlights from Chicago to DetroitFlights from Chicago to NewarkFlights from Chicago to Fort LauderdaleFlights from Chicago to Honolulu