DAL → MDWDallas to Chicago

live

Direct flights from Dallas (DAL) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 60% of the last 10 operated flights arrived within 15 minutes of schedule. The median arrival is 14 minutes late. No cancellations were recorded across the 10 tracked flights. The nonstop covers 1,277 km, an estimated 2 hours 8 minutes in the air. Measured by Pro Flight Search from live flight boards at Dallas and Chicago. Updated 27 October 2026 at 15:53 UTC.

Today, DAL → MDW

Tue 27 Oct · local times
  1. 07:15 WN1411Southwest Airlines Left 08:11 +56 Landed 09:50 +20
  2. 09:55 WN1334Southwest Airlines Est. 09:55Departure not confirmed by the board MDW 12:10scheduled
  3. · WN1408Southwest Airlines On schedule MDW 16:35scheduled
  4. · WN1951Southwest Airlines On schedule MDW 23:50scheduled
  5. · WN2118Southwest Airlines On schedule MDW 20:40scheduled
  6. · WN2985Southwest Airlines On schedule MDW 22:20scheduled

Checked DAL board 10:18 · MDW board 10:53

DAL Dallas busy · +21
MDW Chicago smooth · +0
1,277 km · ~2h 08m est.
dep bank 06:00–22:557x weekly
Runs mixed · 1 airline · 7x weekly · nonstop
60% on time

of the last 10 operated DAL → MDW flights arrived within 15 minutes

Median arrival delay is +14 min. 0 of 10 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+14 minacross the last 10 operated legs
Flight time~2h 08mestimated from route distance
Weekly departures7x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 10

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 AirlinesWN63% on time

Flights WN1411 varies Mo Tu We Th Fr Sa · WN1895 06:00 Su · WN8 09:45 Mo Th Fr · WN1334 09:55 Tu We

History

operated legs · board outcomes
10-27WN1411dep +56 → arr+20
10-26LXJ322dep +27 → arr+14
10-26WN1411dep +16 → arr−9
10-26WN1414dep +62 → arr+33
10-26WN1415dep +57 → arr+29
10-26WN1416dep +46 → arr+12
10-26WN16dep +12 → arr−16
10-26WN4522dep +20 → arr−7
10-26WN8dep +37 → arr+9
10-26XA399arrived+22

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
DALDallas +21 min busy 🌤 few clouds · 5 kt Full DAL delay board →
MDWChicago +0 min smooth 🌤 mostly cloudy · SSE 5 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at DAL: 45% 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 Dallas to Chicago route actually runs

Pro Flight Search records official board updates for nonstop DAL 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 — Dallas (DAL) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

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

DAL to MDW questions

Is DAL–MDW running on time right now?

Smooth skies ahead. The departure side at DAL is the weaker end, route health score 86/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on DAL–MDW?

Operators schedule morning departures around 06:00 and evening departures around 18:20 from DAL. 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 DAL to MDW?

Great-circle distance is 1,277 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 120–139 min gate-to-gate on this route.

How often does DAL–MDW fly?

Southwest Airlines runs the route with about 44 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.