Direct flights from Denver (DEN) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 50% of the last 8 operated flights arrived within 15 minutes of schedule. The median arrival is 5 minutes late. 1 of the 8 tracked flights was cancelled. The nonstop covers 1,437 km, an estimated 2 hours 21 minutes in the air. Measured by Pro Flight Search from live flight boards at Denver and Chicago. Updated 17 October 2026 at 12:09 UTC.
The DEN board at 06:09 shows departure at 15:35 instead of 15:20, gate C45.
Landing estimate from 235,324 tracked flights of 2 to 4 hours that left 15 to 29 min late. The MDW board has not posted a landing time yet. How planes make up time
Track WN1676 →Checked DEN board 06:09 · MDW board 06:54
of the last 8 operated DEN → MDW flights arrived within 15 minutes
Median arrival delay is +5 min. 1 of 8 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.
Actual board outcomes rather than schedules, paired departure and arrival per flight and day.
Current conditions put the pressure at DEN and MDW: 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
Pro Flight Search records official board updates for nonstop DEN 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
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Pro Flight Search — Denver (DEN) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/DEN-MDW
Mostly on schedule. Both endpoints currently score the same, route health score 76/100. The airports section above carries the live status and delay window at both ends.
Operators schedule morning departures around 05:50 and evening departures around 18:55 from DEN. 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.
Great-circle distance is 1,437 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 131–153 min gate-to-gate on this route.
Southwest Airlines runs the route with about 42 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.
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