Southwest Airlines
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United States
Midway International Airport
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United States
General Mitchell International Airport
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Scan through all non-stop flights from Chicago to Milwaukee. The full flight schedule below gives an overview of all non-stop flights from MDW to MKE, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Warm Continental destinations such as Milwaukee enjoy summer temperatures that fluctuate between 20°C and 28°C (68°F to 82°F), with some heatwaves leading to even hotter days. Winters are mostly cold and snowy, with average temperatures ranging from -5°C to 0°C (23°F to 32°F). Travelers can enjoy the vibrant autumn scenery, ski during the winter season, or enjoy the comfortable to warm summer months.
If you're planning a trip to Milwaukee, the best time to visit is from late spring through the end of summer, when the weather is pleasantly warm from May to August. Winters can be quite cold, with frost occurring almost every month from November to March and regular snowfall. This makes the mountainous regions perfect for winter sports, offering great opportunities for a winter getaway as well!
Currently, there is only one airline operating non-stop flights from Chicago MDW to Milwaukee MKE, which is Southwest Airlines. 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 MDW MKE flight schedule.
Flights from MDW to MKE are operated 14 times a week, with an average of 2 flights per day. Departure times vary between 09:45 - 22:25. The earliest flight departs at 09:45, the last flight departs at 22:25. 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 Chicago to Milwaukee takes 45 minutes. The flight distance between Chicago and Milwaukee is 80 miles (or 129 km).
There is 1 airport in Milwaukee: General Mitchell International Airport (MKE).
There are 14 flights per week flying from Chicago to Milwaukee (as of April 2026).
45 minutes is the average flight time from Chicago to Milwaukee.
The distance from Chicago to Milwaukee is 80 miles (129 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Milwaukee.
There are no alliances flying direct from Chicago to Milwaukee at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Milwaukee:
The earliest flight departs at 09:45 from Chicago and arrives at 10:35 at Milwaukee.
The latest flight departs at 22:25 from Chicago and arrives at 23:10 at Milwaukee.
80 miles (129 km) · 45m
10:00
10:45
Southwest Airlines
WN 3214
Southwest Airlines
Boeing 757
Y
W
J
F
10:00
10:45
Southwest Airlines
WN 1845
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:10
10:55
Southwest Airlines
WN 2212
Southwest Airlines
Boeing 757
Y
W
J
F
10:10
10:55
Southwest Airlines
WN 2278
Southwest Airlines
Boeing 757
Y
W
J
F
10:10
10:55
Southwest Airlines
WN 2278
Southwest Airlines
Boeing 757
Y
W
J
F
10:30
11:15
Southwest Airlines
WN 3810
Southwest Airlines
Boeing 757
Y
W
J
F
11:00
11:45
Southwest Airlines
WN 3520
Southwest Airlines
Boeing 757
Y
W
J
F
18:10
18:55
Southwest Airlines
WN 3318
Southwest Airlines
Boeing 757
Y
W
J
F
21:00
21:45
Southwest Airlines
WN 3318
Southwest Airlines
Boeing 757
Y
W
J
F
21:30
22:15
Southwest Airlines
WN 450
Southwest Airlines
Boeing 757
Y
W
J
F
21:30
22:15
Southwest Airlines
WN 3318
Southwest Airlines
Boeing 757
Y
W
J
F
21:40
22:25
Southwest Airlines
WN 450
Southwest Airlines
Boeing 757
Y
W
J
F
21:40
22:25
Southwest Airlines
WN 3318
Southwest Airlines
Boeing 757
Y
W
J
F
21:45
22:30
Southwest Airlines
WN 450
Southwest Airlines
Boeing 757
Y
W
J
F
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