DAL → MDW Dallas to Chicago
live
Direct flights from Dallas (DAL) to Chicago (MDW): 44 nonstop departures observed each week across 1 airline. 79% of the last 28 tracked flights arrived within 15 minutes of schedule. The median arrival is 11 minutes early. No cancellations were recorded across the 34 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 30 October 2026 at 20:27 UTC.
Today, DAL → MDW Fri 30 Oct · local times
Sched Flight DAL departure MDW arrival
06:00
WN1411 Southwest Airlines
Left 06:10 +10
Landed 07:56 −14
09:45
WN8 Southwest Airlines
Left 09:53 +8
Landed 11:41 −19
11:55
WN16 Southwest Airlines
Left 12:09 +14
Landed 13:51 −19
13:55
WN4522 Southwest Airlines
Left 13:58
MDW 16:10 In the air · scheduled landing
15:20
WN1414 Southwest Airlines
On schedule T1
MDW 17:35 scheduled
19:15
WN1415 Southwest Airlines
On schedule T1
MDW 21:25 scheduled
Checked DAL board 15:18 · MDW board 15:27
DAL
Dallas
busy · +27
MDW
Chicago
smooth · +0
dep bank 06:00–22:55 44x weekly
Runs mixed · 1 airline · 44x weekly · nonstop
79% on time
of the last 28 tracked DAL → MDW flights arrived within 15 minutes
Median arrival delay is −11 min . 0 of 34 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival −11 min across the last 28 arrivals
Flight time ~2h 08m estimated from route distance
Weekly departures 44x 1 direct airline on the leg
Cancelled 0.0% recent route rate · 0 of 34
The week scheduled departures · origin local time
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 AirlinesWN 77% 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
10-30 WN16 dep +14 → arr −19
10-29 WN16 dep +13 → arr −18
10-28 1I316 arrived −22
10-28 1I317 departed −683
10-28 1I335 departed +35
10-26 LXJ322 dep +27 → arr +14
Show 26 more legs
Actual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Board tracking
Recent operations · last 7 days + today
Live airport board rows from DAL and MDW, paired departure → arrival per flight and day. Board history since Mon, Oct 26. Each day adds the flights our airport boards record.
Board rows 67 Completed 61 Delayed 22 Within 15m 39/61 Median +11m
WN1411 Southwest Airlines
5 days
Fri, Oct 30
2/2 legs · N8729H
DAL
Departure
06:10
Departed · Sched 06:0010m late
→
MDW
Arrival
07:56
Landed · Sched 08:1014m early
Thu, Oct 29
2/2 legs · N8744B
DAL
Departure
06:12
Departed · Sched 06:0012m late
→
MDW
Arrival
07:59
Landed · Sched 08:1011m early
Wed, Oct 28
2/2 legs · N273WN
DAL
Departure
07:25
Departed · Sched 07:1510m late
→
MDW
Arrival
09:15
Landed · Sched 09:3015m early
Tue, Oct 27
2/2 legs · N443WN
DAL
Departure
08:11
Departed · Sched 07:1556m late
→
MDW
Arrival
09:50
Landed · Sched 09:3020m late
Mon, Oct 26
2/2 legs · N8909L
DAL
Departure
06:16
Departed · Sched 06:0016m late
→
MDW
Arrival
08:01
Landed · Sched 08:109m early
Full WN1411 history →
WN1414 Southwest Airlines
3 days
Fri, Oct 30
2/2 legs · N8892S
DAL
Departure
Sched 15:20
Scheduled departure
→
MDW
Arrival
Sched 17:35
Scheduled arrival · landing pending
Thu, Oct 29
2/2 legs · N8855Q
DAL
Departure
17:35
Departed · Sched 15:20135m late
→
MDW
Arrival
19:25
Landed · Sched 17:35110m late
Mon, Oct 26
2/2 legs · N8863Q
DAL
Departure
16:21
Departed · Sched 15:2061m late
→
MDW
Arrival
18:08
Landed · Sched 17:3533m late
Full WN1414 history →
WN1415 Southwest Airlines
3 days
DAL
Departure
Sched 19:15
Scheduled departure
→
MDW
Arrival
Sched 21:25
Scheduled arrival · landing pending
Thu, Oct 29
2/2 legs · N7731A
DAL
Departure
19:59
Departed · Sched 19:1544m late
→
MDW
Arrival
21:43
Landed · Sched 21:2518m late
Mon, Oct 26
2/2 legs · N254WN
DAL
Departure
20:12
Departed · Sched 19:1557m late
→
MDW
Arrival
21:54
Landed · Sched 21:2529m late
Full WN1415 history →
WN16 Southwest Airlines
3 days
Fri, Oct 30
2/2 legs · N8804L
DAL
Departure
12:08
Departed · Sched 11:5513m late
→
MDW
Arrival
13:51
Landed · Sched 14:1019m early
Thu, Oct 29
2/2 legs · N8760L
DAL
Departure
12:07
Departed · Sched 11:5512m late
→
MDW
Arrival
13:52
Landed · Sched 14:1018m early
Mon, Oct 26
1/2 legs · N8579Z
DAL
Departure
12:06
Departed · Sched 11:5511m late
→
MDW
Arrival
—
Board row not captured for this rotation yet.
Full WN16 history →
WN4522 Southwest Airlines
3 days
Fri, Oct 30
2/2 legs · N878Q
DAL
Departure
13:58
Departed · Sched 13:553m late
→
MDW
Arrival
Sched 16:10
Scheduled arrival · landing pending
Thu, Oct 29
2/2 legs · N8807L
DAL
Departure
14:07
Departed · Sched 13:5512m late
→
MDW
Arrival
15:50
Landed · Sched 16:1020m early
Mon, Oct 26
1/2 legs · N9032R
DAL
Departure
14:15
Departed · Sched 13:5520m late
→
MDW
Arrival
—
Board row not captured for this rotation yet.
Full WN4522 history →
WN8 Southwest Airlines
3 days
Fri, Oct 30
2/2 legs · N498WN
DAL
Departure
09:53
Departed · Sched 09:458m late
→
MDW
Arrival
11:41
Landed · Sched 12:0019m early
Thu, Oct 29
2/2 legs · N224WN
DAL
Departure
09:56
Departed · Sched 09:4511m late
→
MDW
Arrival
11:42
Landed · Sched 12:0018m early
Mon, Oct 26
1/2 legs · N447WN
DAL
Departure
10:21
Departed · Sched 09:4536m late
→
MDW
Arrival
—
Board row not captured for this rotation yet.
Full WN8 history →
WN1416 Southwest Airlines
2 days
Thu, Oct 29
2/2 legs · N8680C
DAL
Departure
23:49
Departed · Sched 22:5554m late
→
MDW
Arrival
01:47
Landed · Sched 01:1037m late
Mon, Oct 26
2/2 legs · N8825Q
DAL
Departure
23:40
Departed · Sched 22:5545m late
→
MDW
Arrival
01:22
Landed · Sched 01:1012m late
Full WN1416 history →
1I316 NetJets Aviation
1 day
DAL
Departure
—
Board row not captured for this rotation yet.
→
MDW
Arrival
15:35
Landed · Sched 15:5722m early
1I317 NetJets Aviation
1 day
Wed, Oct 28
1/2 legs · N582QS
DAL
Departure
18:21
Departed · Sched 16:36105m late
→
MDW
Arrival
—
Board row not captured for this rotation yet.
1I335 NetJets Aviation
1 day
Wed, Oct 28
2/2 legs · N316QS
DAL
Departure
13:23
Departed · Sched 13:158m late
→
MDW
Arrival
Sched 16:05
Scheduled time only · no board update captured
WN1334 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N8887Q
DAL
Departure
10:07
Departed · Sched 09:5512m late
→
MDW
Arrival
12:00
Landed · Sched 12:1010m early
Tue, Oct 27
2/2 legs · N9012J
DAL
Departure
15:54
Departed · Sched 09:55359m late
→
MDW
Arrival
12:12
Landed · Sched 12:102m late
Full WN1334 history →
WN1408 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N903WN
DAL
Departure
14:29
Departed · Sched 14:209m late
→
MDW
Arrival
16:19
Landed · Sched 16:3516m early
Tue, Oct 27
2/2 legs · N7879A
DAL
Departure
14:34
Departed · Sched 14:2014m late
→
MDW
Arrival
16:17
Landed · Sched 16:3518m early
Full WN1408 history →
WN1951 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N8549Z
DAL
Departure
21:55
Departed · Sched 21:3520m late
→
MDW
Arrival
23:39
Landed · Sched 23:5011m early
Tue, Oct 27
2/2 legs · N8657B
DAL
Departure
21:52
Departed · Sched 21:3517m late
→
MDW
Arrival
23:31
Landed · Sched 23:5019m early
Full WN1951 history →
WN2118 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N8687A
DAL
Departure
18:49
Departed · Sched 18:2524m late
→
MDW
Arrival
20:37
Landed · Sched 20:403m early
Tue, Oct 27
2/2 legs · N8667D
DAL
Departure
18:34
Departed · Sched 18:259m late
→
MDW
Arrival
20:16
Landed · Sched 20:4024m early
Full WN2118 history →
WN2985 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N451WN
DAL
Departure
20:10
Departed · Sched 20:055m late
→
MDW
Arrival
21:57
Landed · Sched 22:2023m early
Tue, Oct 27
2/2 legs · N453WN
DAL
Departure
20:34
Departed · Sched 20:0529m late
→
MDW
Arrival
22:25
Landed · Sched 22:205m late
Full WN2985 history →
LXJ322 Flexjet
1 day
Mon, Oct 26
2/2 legs · N322FX
DAL
Departure
05:57
Departed · Sched 05:3027m late
→
MDW
Arrival
07:42
Landed · Sched 07:2814m late
Airports right now live boards
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Suggested citation
Pro Flight Search: Dallas (DAL) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.
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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 82/100. 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.