Southwest AirlinesWN92% on time
Flights WN564 05:45 Mo Th Fr Sa · WN3641 13:30 Sa · WN2886 15:40 We · WN450 varies Su
live
Direct flights from Milwaukee (MKE) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 86% of the last 14 operated flights arrived within 15 minutes of schedule. The median arrival is 6 minutes early. No cancellations were recorded across the 14 tracked flights. The nonstop covers 130 km, an estimated 40 minutes in the air. Measured by Pro Flight Search from live flight boards at Milwaukee and Chicago. Updated 14 September 2026 at 01:38 UTC.
MKE
Milwaukee
busy · +15
MDW
Chicago
busy · +28
130 km · ~0h 40m est.
Runs reliable · 1 airline · 7x weekly · nonstop
86% on time
of the last 14 operated MKE → MDW flights arrived within 15 minutes
Median arrival delay is −6 min. 0 of 14 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival−6 minacross the last 14 operated legs
Flight time~0h 40mestimated from route distance
Weekly departures7x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 14
The week
scheduled departures · origin local time06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines
Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.
Who flies it
observed on the boards · 7 daysHistory
operated legs · board outcomes09-11LXJ273dep +29 → arr+29
09-09JRE853departed+0
Actual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsWeather lens
Current conditions put the pressure at MKE and MDW: 45% odds of a 15+ minute delay and around +11 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →
next sweep in 120s
How the Milwaukee to Chicago route actually runs
Pro Flight Search records official board updates for nonstop MKE to MDW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.
Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure
Cite this data
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Suggested citation
Pro Flight Search — Milwaukee (MKE) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.
Canonical URL
How we measure this →
https://proflightsearch.com/search-flights/MKE-MDW
MKE to MDW questions
Is MKE–MDW running on time right now?
Mostly on schedule. The arrival side at MDW is the weaker end, route health score 71/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MKE–MDW?
Operators schedule morning departures around 05:45 from MKE. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MDW delay card to confirm conditions when you'd arrive.
How long is the flight from MKE to MDW?
Great-circle distance is 130 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 39–41 min gate-to-gate on this route.
How often does MKE–MDW fly?
Southwest Airlines runs the route with about 12 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.
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