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Direct flights from Milwaukee to Chicago

Airlines Schedules

MKE - MDW route map All flights from MKE to MDW non-stop. There are direct flights from General Mitchell International (MKE), Wisconsin, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 14 weekly departures are currently scheduled on this route. Departure times range from 05:25 to 18:40 depending on the schedule period. The flight distance is 81 miles (130 km). Flight time ranges from 50 minutes to 1 hour and 5 minutes.

MKE
General Mitchell
USAMilwaukee , USA
MDW
Chicago Midway
USAChicago , USA
MKE
General Mitchell
USAMilwaukee , USA
Chicago Midway
USAChicago , USA
MDW
Flight time 0h 50min to 1h 5min
Updated Oct 12, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 05:25 and 18:40
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
14 flights/week
14 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Milwaukee to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Nov 9
Tue
Nov 10
Wed
Nov 11
Thu
Nov 12
Fri
Nov 13
Sat
Nov 14
Sun
Nov 15
WN1081
05:30
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05:30
05:30
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05:30
WN4802
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06:20
06:20
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05:45
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WN682
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13:45
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WN22
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16:15
16:15
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WN2098
16:50
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16:50
16:50
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WN4996
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16:50

The timetable & schedule information was updated at 2026-10-12

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Milwaukee to Chicago scheduled departures

Select a date to see every published non-stop departure between MKE and MDW.

Monday
Mon
Nov 09
2 flights(2)
Tuesday
Tue
Nov 10
2 flights(2)
Wednesday
Wed
Nov 11
2 flights(2)
Thursday
Thu
Nov 12
2 flights(2)
Friday
Fri
Nov 13
2 flights(2)
Saturday
Sat
Nov 14
2 flights(2)
Sunday
Sun
Nov 15
2 flights(2)
Time
Airline
Flight
05:30
Southwest Airlines Southwest Airlines
WN1081
16:50
Southwest Airlines Southwest Airlines
WN2098
06:20
Southwest Airlines Southwest Airlines
WN4802
16:15
Southwest Airlines Southwest Airlines
WN22
06:20
Southwest Airlines Southwest Airlines
WN4802
16:15
Southwest Airlines Southwest Airlines
WN22
05:30
Southwest Airlines Southwest Airlines
WN1081
16:50
Southwest Airlines Southwest Airlines
WN2098
05:30
Southwest Airlines Southwest Airlines
WN1081
16:50
Southwest Airlines Southwest Airlines
WN2098
05:45
Southwest Airlines Southwest Airlines
WN4802
13:45
Southwest Airlines Southwest Airlines
WN682
05:30
Southwest Airlines Southwest Airlines
WN1081
16:50
Southwest Airlines Southwest Airlines
WN4996
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MKE-MDW flight route
Route map from Milwaukee, MKE to Chicago, MDW. The distance is 81 miles or 130 km.
Milwaukee - Chicago direct flight map
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MKE - MDW route facts

  • Distance
    81 miles (130 km)
  • Flight time
    50 minutes to 1 hour and 5 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Aircraft
    Boeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)

Route FAQ

Southwest Airlines operates non-stop flights from MKE to MDW with 14 weekly departures.

Scheduled flight time from MKE to MDW ranges from 50 minutes to 1 hour and 5 minutes. The route covers 81 miles (130 km).

14 weekly departures are currently scheduled on this route, with published departure times ranging from 05:25 to 18:40 depending on the schedule period.

Economy are currently scheduled on non-stop flights for this route.
Direct flights from Milwaukee to IL, USA
From Milwaukee to Chicago

ORD Chicago O Hare International
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