Flights WN2342 01:29 Mo Su · WN2759 02:26 Mo Su · WN4450 09:55 Mo Th Fr · WN382 10:00 Su
Direct flights from Chicago (MDW) to Milwaukee (MKE): 7 nonstop departures observed each week across 1 airline. 50% of the last 14 operated flights arrived within 15 minutes of schedule. The median arrival is 17 minutes late. 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 Chicago and Milwaukee. Updated 26 October 2026 at 13:54 UTC.
Today, MDW → MKE
Mon 26 Oct · local times- 09:55 WN4450Southwest Airlines On scheduleGate B18 ·
- 21:40 WN3238Southwest Airlines Sched 21:40Departure not confirmed by the board ·
Checked MDW board 08:54 · MKE board 06:33
of the last 14 operated MDW → MKE flights arrived within 15 minutes
Median arrival delay is +17 min. 0 of 14 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
The week
scheduled departures · origin local timeEach 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 outcomesActual 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: 43% 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 Chicago to Milwaukee route actually runs
Pro Flight Search records official board updates for nonstop MDW to MKE 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
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Pro Flight Search — Chicago (MDW) to Milwaukee (MKE) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/MDW-MKE
MDW to MKE questions
Is MDW–MKE running on time right now?
Smooth skies ahead. Both endpoints currently score the same, route health score 100/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MDW–MKE?
Operators schedule morning departures around 01:29 and evening departures around 21:40 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MKE delay card to confirm conditions when you'd arrive.
How long is the flight from MDW to MKE?
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 MDW–MKE fly?
Southwest Airlines runs the route with about 18 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.