Miami to Chicago

MIAMDW

Fly from Miami to Chicago starting at USD 127 with Southwest Airlines.Best fare available on Oct 13, 2026.Limited seats. Better plans. Book before it's gone.

Miami to Chicago cheapest flights this week

11 Oct
Southwest Airlines
06:05MIA
16:40MDW
1 StopUSD 276VIEW DEAL
11 Oct
Frontier Airlines
16:30MIA
00:43MDW
1 StopUSD 273VIEW DEAL
12 Oct
Frontier Airlines
22:55MIA
00:43MDW
1 StopUSD 286VIEW DEAL
13 Oct
Southwest Airlines
12:35MIA
15:40MDW
DirectUSD 127VIEW DEAL
15 Oct
Frontier Airlines
16:30MIA
00:43MDW
1 StopUSD 207VIEW DEAL
17 Oct
Frontier Airlines
05:05MIA
00:43MDW
1 StopUSD 214VIEW DEAL
19 Oct
Frontier Airlines
07:00MIA
11:58MDW
1 StopUSD 170VIEW DEAL
19 Oct
Frontier Airlines
22:55MIA
00:43MDW
1 StopUSD 204VIEW DEAL
19 Oct
Southwest Airlines
18:10MIA
01:20MDW
1 StopUSD 188VIEW DEAL
21 Oct
Frontier Airlines
15:23MIA
00:43MDW
1 StopUSD 177VIEW DEAL

Miami to Chicago monthly flight fare trend

Oct
from USD 90
Nov
from USD 74
Dec
from USD 97
Jan
from USD 136
Feb
from USD 184
Mar
from USD 207

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

Flights from Miami

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