Miami to Chicago

MIAMDW

Fly from Miami to Chicago starting at USD 88 with Southwest Airlines.Best fare available on Nov 18, 2026.Limited seats. Better plans. Book before it's gone.

Miami to Chicago cheapest flights this week

14 Nov
05:10MIA
18:47MDW
1 StopUSD 109VIEW DEAL
15 Nov
22:55MIA
00:47MDW
1 StopUSD 151VIEW DEAL
17 Nov
12:40MIA
15:55MDW
DirectUSD 130VIEW DEAL
18 Nov
12:35MIA
15:55MDW
DirectUSD 88VIEW DEAL
19 Nov
16:18MIA
00:47MDW
1 StopUSD 182VIEW DEAL
20 Nov
06:50MIA
10:00MDW
DirectUSD 191VIEW DEAL
20 Nov
22:59MIA
08:02MDW
1 StopUSD 144VIEW DEAL
21 Nov
18:50MIA
23:55MDW
1 StopUSD 163VIEW DEAL
21 Nov
22:59MIA
09:14MDW
1 StopUSD 159VIEW DEAL
22 Nov
06:50MIA
10:00MDW
DirectUSD 232VIEW DEAL

Miami to Chicago monthly flight fare trend

Nov
from USD 88
Dec
from USD 86
Jan
from USD 92
Feb
from USD 106
Mar
from USD 207
Apr
from USD 256

Airport Details

Origin

Miami

Miami International Airport (MIA)

Miami, MIA
Zone

New York

Elev

8 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft