DEN → MDWDenver to Chicago

live

Direct flights from Denver (DEN) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 100% of the last 7 operated flights arrived within 15 minutes of schedule. The median arrival is 13 minutes early. No cancellations were recorded across the 7 tracked flights. 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 10 September 2026 at 16:38 UTC.

DEN Denver smooth · +0
MDW Chicago smooth · +0
1,437 km · ~2h 21m est.
dep bank 05:00–20:257x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
100% on time

of the last 7 operated DEN → MDW flights arrived within 15 minutes

Median arrival delay is −13 min. 0 of 7 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−13 minacross the last 7 operated legs
Flight time~2h 21mestimated from route distance
Weekly departures7x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
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 days
Southwest AirlinesWN100% on time

Flights WN492 varies Mo Su · WN1564 06:30 Mo Tu We · WN1223 07:15 Sa · WN3292 varies Su

History

operated legs · board outcomes
09-10WN1560dep +4 → arr−19
09-09WN1110dep −1 → arr−13
09-09WN1428dep +10 → arr−8
09-09WN1560dep +17 → arr+4
09-09WN1563dep +2 → arr−33
09-09WN1564dep −2 → arr−6
09-09WN2613dep +8 → arr−18

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
DENDenver +0 min smooth 🌤 clear · W 5 kt Full DEN delay board →
MDWChicago +0 min smooth 🌤 overcast · NNE 7 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at DEN and MDW: 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 →

How the Denver to Chicago route actually runs

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

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 — Denver (DEN) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/DEN-MDW
How we measure this →

DEN to MDW questions

Is DEN–MDW 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 DEN–MDW?

Operators schedule morning departures around 06:30 and evening departures around 17:20 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.

How long is the flight from DEN to MDW?

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.

How often does DEN–MDW fly?

Southwest Airlines runs the route with about 43 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.