Flights WN646 08:05 Mo Th Fr · WN4969 varies Tu We Sa · WN2523 13:00 Mo Th Fr · WN591 15:20 Sa
Direct flights from Chicago (MDW) to Cleveland (CLE): 7 nonstop departures observed each week across 1 airline. 100% of the last 10 operated flights arrived within 15 minutes of schedule. The median arrival is 15 minutes early. No cancellations were recorded across the 10 tracked flights. The nonstop covers 492 km, an estimated 1 hour 8 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and Cleveland. Updated 12 September 2026 at 09:38 UTC.
of the last 10 operated MDW → CLE flights arrived within 15 minutes
Median arrival delay is −15 min. 0 of 10 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 MDW and CLE: 44% 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 Cleveland route actually runs
Pro Flight Search records official board updates for nonstop MDW to CLE 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 Cleveland (CLE) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/MDW-CLE
MDW to CLE questions
Is MDW–CLE running on time right now?
Significant delay risk. The departure side at MDW is the weaker end, route health score 51/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MDW–CLE?
Operators schedule morning departures around 08:05 and evening departures around 18:05 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the CLE delay card to confirm conditions when you'd arrive.
How long is the flight from MDW to CLE?
Great-circle distance is 492 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 65–72 min gate-to-gate on this route.
How often does MDW–CLE fly?
Southwest Airlines runs the route with about 25 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.