Chicago to Miami

MDWMIA

Fly from Chicago to Miami starting at USD 95 with Southwest Airlines.Best fare available on Nov 18, 2026.Limited seats. Better plans. Book before it's gone.

Chicago to Miami cheapest flights this week

13 Nov
12:25MDW
22:45MIA
1 StopUSD 147VIEW DEAL
13 Nov
06:16MDW
14:25MIA
1 StopUSD 117VIEW DEAL
15 Nov
06:16MDW
14:25MIA
1 StopUSD 118VIEW DEAL
17 Nov
13:25MDW
16:25MIA
DirectUSD 117VIEW DEAL
17 Nov
06:08MDW
19:59MIA
1 StopUSD 110VIEW DEAL
18 Nov
15:55MDW
20:50MIA
1 StopUSD 95VIEW DEAL
18 Nov
06:08MDW
19:59MIA
1 StopUSD 178VIEW DEAL
19 Nov
12:20MDW
20:57MIA
1 StopUSD 195VIEW DEAL
20 Nov
17:59MDW
12:09MIA
2 StopUSD 578VIEW DEAL
20 Nov
14:28MDW
22:26MIA
1 StopUSD 173VIEW DEAL

Chicago to Miami monthly flight fare trend

Nov
from USD 95
Dec
from USD 85
Jan
from USD 122
Feb
from USD 90
Mar
from USD 229
Apr
from USD 248

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