DEN → MDWDenver to Chicago

live

Direct flights from Denver (DEN) to Chicago (MDW): 52 nonstop departures observed each week across 1 airline. 85% of the last 20 tracked flights arrived within 15 minutes of schedule. The median arrival is 7 minutes early. No cancellations were recorded across the 28 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 3 November 2026 at 10:08 UTC.

Today, DEN → MDW

Tue 3 Nov · local times
  1. 07:05 WN459Southwest Airlines On scheduleGate C47 MDW 10:30scheduled
  2. 08:55 WN1697Southwest Airlines On scheduleGate C61 MDW 12:15scheduled
  3. 14:05 WN1698Southwest Airlines On scheduleGate C67 MDW 17:25scheduled
  4. 18:05 WN776Southwest Airlines Sched 18:05Departure not confirmed by the board MDW 21:25scheduled

Checked DEN board 03:08 · MDW board 03:54

DEN Denver heavy · +54
MDW Chicago heavy · +57
1,437 km · ~2h 21m est.
dep bank 05:50–20:5552x weekly
Runs reliable · 1 airline · 52x weekly · nonstop
85% on time

of the last 20 tracked DEN → MDW flights arrived within 15 minutes

Median arrival delay is −7 min. 0 of 28 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−7 minacross the last 20 arrivals
Flight time~2h 21mestimated from route distance
Weekly departures52x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 28

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 AirlinesWN84% on time

Flights WN1673 05:50 Mo Th Fr · WN455 07:00 Tu We · WN459 07:10 Mo Tu Su · WN1674 varies Mo Tu We Th Fr

History

operated legs · board outcomes
11-02WN1697dep +8 → arr−14
11-02WN1698dep +5 → arr−9
11-02WN1699dep +4 → arr−5
11-02WN459dep +16 → arr−14
11-02WN776dep +2 → arr+4
11-01AC7023arrived−7
11-01WN1697dep −1 → arr−15
11-01WN1698dep +1 → arr−12
11-01WN1699dep +42 → arr+32
11-01WN459dep −1 → arr−9
11-01WN776dep +41 → arr+33
10-31WN1089dep −5 → arr−11
10-31WN1090dep +4 → arr+1
10-31WN1091dep +22 → arr+3
10-30WN1673dep +0 → arr−17
10-30WN1674dep +1 → arr−16
10-30WN1675dep +4 → arr−18
10-30WN1676dep +26 → arr+1
10-30WN1683departed−6
10-30WN2565dep +58 → arr+41
10-30WN2775dep +13 → arr−6
10-29WN1673departed−5
10-29WN1674departed−2
10-29WN1675departed+18
10-29WN1676departed+25
10-29WN1683departed+12
10-29WN2565departed+21
10-29WN2775departed+7

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 +54 min heavy 🌤 overcast · NNW 16 kt Full DEN delay board →
MDWChicago +57 min heavy 🌤 overcast · S 9 kt Full MDW delay board →

Weather lens

Conditions are tightest at DEN and MDW: a 41% chance of a 15+ minute delay. In this weather, the more delayed of the two airports is typically about +9 min. Both figures come from the two airports' delay records in similar weather. 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?

High disruption likely. The arrival side at MDW is the weaker end, route health score 26/100. 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 05:50 and evening departures around 18:45 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 52 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.