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Route

Milwaukee → Chicago

MKEMilwaukeeGeneral Mitchell International Airport
MDWChicagoChicago Midway International Airport
Distance
81 mi
Estimated flight time
~40m

Same local time in Milwaukee and Chicago.

Observed nonstop

How often does this route fly?

Frequency

A couple of times a day

On average around 2 flights a day, observed from October 2025 to September 2026.

2
flights per day
3
busiest month · May
1
quietest month · Oct
27 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

  1. 1Jan2026
  2. 1Feb
  3. 2Mar
  4. 2Apr
  5. 3May
  6. 3Jun
  7. 3Jul
  8. 2.5Aug
  9. 3Sep
  10. 1Oct2025
  11. 1Nov
  12. 1Dec

Airlines

Who flies it

Southwest Airlinesall year
Delta Air Linesspring

Through the day

Departure times

Local time in Milwaukee. Most departures between 16:00 and 19:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 2.1Mon
  2. 1.5Tue
  3. 1.5Wed
  4. 1.8Thu
  5. 1.8Fri
  6. 1.6Sat
  7. 1.8Sun

Fleet

Aircraft observed

  1. Boeing 737-700B73730%
  2. Boeing 737 MAX 8B38M25%
  3. Boeing 737-800B73817%
  4. Cessna Citation LatitudeC68A4%
  5. Cessna Citation CJ4C25C2%
All the numbers in a table
MonthPer daySeenAirlines
January 2026113
  • Southwest Airlines2×
February 2026118
  • Southwest Airlines10×
  • Delta Air Lines1×
March 2026262
  • Southwest Airlines51×
  • Delta Air Lines1×
April 2026271
  • Southwest Airlines58×
  • Delta Air Lines1×
May 2026381
  • Southwest Airlines62×
  • Delta Air Lines2×
June 2026380
  • Southwest Airlines63×
  • Delta Air Lines1×
July 2026382
  • Southwest Airlines66×
August 20262.585
  • Southwest Airlines69×
September 2026380
  • Southwest Airlines59×
October 2025113
  • Southwest Airlines4×
  • Delta Air Lines1×
November 2025117
  • Southwest Airlines1×
December 2025123
  • Southwest Airlines5×

Airlines observed on this route

From observed callsign routes on MKE-MDW - not a booking guarantee.

About this route

  • Domestic route: both airports are in the same country.
  • The opposite direction has also been observed as a direct connection.
  • Direct destinations observed from Milwaukee: 88.
  • Direct destinations observed from Chicago: 108.

The airports on this route

General Mitchell International Airport

Milwaukee, United StatesMKE / KMKE

Regional airport · 88 direct destinations · 5 runways · longest runway 9,990 ft

49 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Chicago Midway International Airport

Chicago, United StatesMDW / KMDW

Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft

55 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Alternative airports for this journey

Same journey, a different airport nearby - with an observed direct connection.

About the route from Milwaukee to Chicago

The observed direct connection between General Mitchell International Airport (MKE) and Chicago Midway International Airport (MDW) covers approximately 81 mi. The estimated flight time is around 40m. Delta Air Lines and Southwest Airlines have been observed on this connection in the available route data.

Frequently asked questions about this route

How far is Milwaukee from Chicago by air?
The great-circle distance between General Mitchell International Airport and Chicago Midway International Airport is approximately 81 mi.
How long is the flight from Milwaukee to Chicago?
Based on the distance, the estimated flight time is about 40m. This is an estimate, not a schedule.
Is there a direct connection from Milwaukee to Chicago?
Yes, a direct connection between MKE and MDW has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: Delta Air Lines and Southwest Airlines.
How often is there a flight from Milwaukee to Chicago?
On average around 2 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 625 observed flights. Mainly Southwest Airlines, Delta Air Lines. That is an observation, not a timetable.
What is the current time difference between Milwaukee and Chicago?
Same local time in Milwaukee and Chicago.

Where this data comes from

The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

Route data updated on October 11, 2026.