Southwest Airlines
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Miami International Airport
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Midway International Airport
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Scan through all non-stop flights from Miami to Chicago. The full flight schedule below gives an overview of all non-stop flights from MIA to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

In total there are 2 airlines operating nonstop flights from Miami MIA to Chicago MDW. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MIA MDW flight schedule.
Flights from MIA to MDW are operated 13 times a week, with an average of 2 flights per day. Departure times vary between 06:05 - 18:35. The earliest flight departs at 06:05, the last flight departs at 18:35. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Miami to Chicago takes 3 hours and 26 minutes. The flight distance between Miami and Chicago is 1,183 miles (or 1,904 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 13 flights per week flying from Miami to Chicago (as of April 2026).
3 hours and 26 minutes is the average flight time from Miami to Chicago.
The distance from Miami to Chicago is 1,183 miles (1,904 kilometers).
Frontier Airlines and Southwest Airlines are flying nonstop from Miami to Chicago.
There are no alliances flying direct from Miami to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Miami to Chicago:
The earliest flight departs at 06:05 from Miami and arrives at 08:20 at Chicago.
The latest flight departs at 18:35 from Miami and arrives at 20:50 at Chicago.
1,183 miles (1,904 km) · 3h 26m
06:05
08:20
Southwest Airlines
WN 2984
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
06:25
08:40
Southwest Airlines
WN 2096
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
06:40
08:55
Southwest Airlines
WN 2096
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:40
08:50
Southwest Airlines
WN 3294
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:45
08:55
Southwest Airlines
WN 1862
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:00
09:15
Southwest Airlines
WN 3294
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
11:35
14:01
Frontier Airlines
F9 2109
Frontier Airlines
Airbus A320neo
Y
W
J
F
14:50
17:00
Southwest Airlines
WN 1352
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:55
20:15
Southwest Airlines
WN 1497
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:05
20:30
Southwest Airlines
WN 1497
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:05
20:25
Southwest Airlines
WN 1352
Southwest Airlines
Boeing 757
Y
W
J
F
18:35
20:50
Southwest Airlines
WN 1352
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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