PHL → MDW Philadelphia to Chicago
live
Direct flights from Philadelphia (PHL) to Chicago (MDW): 33 nonstop departures observed each week across 1 airline. 68% of the last 28 tracked flights arrived within 15 minutes of schedule. The median arrival is on schedule. No cancellations were recorded across the 28 tracked flights. The nonstop covers 1,073 km, an estimated 1 hour 53 minutes in the air. Measured by Pro Flight Search from live flight boards at Philadelphia and Chicago. Updated 3 November 2026 at 11:53 UTC.
Today, PHL → MDW Tue 3 Nov · local times
Sched Flight PHL departure MDW arrival
07:30
WN3372 Southwest Airlines
On schedule Gate E14 · TE
MDW 08:50 scheduled
11:45
WN2200 Southwest Airlines
On schedule Gate E12 · TE
MDW 13:00 scheduled
13:25
WN2205 Southwest Airlines
On schedule Gate E16 · TE
MDW 14:40 scheduled
18:20
WN2108 Southwest Airlines
On schedule Gate E16 · TE
MDW 19:35 scheduled
Checked PHL board 06:53 · MDW board 05:53
PHL
Philadelphia
smooth · +0
MDW
Chicago
smooth · +0
dep bank 07:30–23:10 33x weekly
Runs mixed · 1 airline · 33x weekly · nonstop
68% on time
of the last 28 tracked PHL → MDW flights arrived within 15 minutes
Median arrival delay is +0 min . 0 of 28 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival +0 min across the last 28 arrivals
Flight time ~1h 53m estimated from route distance
Weekly departures 33x 1 direct airline on the leg
Cancelled 0.0% recent route rate · 0 of 28
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 70% on time
Flights WN3372 07:30 Mo Tu Su · WN4580 varies Tu We Sa · WN1587 10:55 Mo Th Fr · WN2177 varies Tu We
History operated legs · board outcomes
10-28 GRB253 dep +17 → arr +45
Show 20 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 PHL and MDW, paired departure → arrival per flight and day. Covers today and the previous 7 days.
Board rows 62 Completed 54 Delayed 18 Within 15m 36/54 Median +2m
WN2108 Southwest Airlines
1 day
Tue, Nov 3
2/2 legs · N8805L
PHL
Departure
Sched 18:20
Scheduled departure
→
MDW
Arrival
Sched 19:35
Scheduled arrival · landing pending
Full WN2108 history →
WN2200 Southwest Airlines
1 day
Tue, Nov 3
2/2 legs · N463WN
PHL
Departure
Sched 11:45
Scheduled departure
→
MDW
Arrival
Sched 13:00
Scheduled arrival · landing pending
Full WN2200 history →
WN2205 Southwest Airlines
1 day
Tue, Nov 3
2/2 legs · N8942L
PHL
Departure
Sched 13:25
Scheduled departure
→
MDW
Arrival
Sched 14:40
Scheduled arrival · landing pending
Full WN2205 history →
WN3372 Southwest Airlines
3 days
Tue, Nov 3
2/2 legs · N8623F
PHL
Departure
Sched 07:30
Scheduled departure
→
MDW
Arrival
Sched 08:50
Scheduled arrival · landing pending
Mon, Nov 2
2/2 legs · N487WN
PHL
Departure
07:36
Departed · Sched 07:306m late
→
MDW
Arrival
08:29
Landed · Sched 08:5526m early
Sun, Nov 1
2/2 legs · N278WN
PHL
Departure
07:47
Departed · Sched 07:3017m late
→
MDW
Arrival
08:28
Landed · Sched 08:5527m early
Full WN3372 history →
WN1493 Southwest Airlines
2 days
Mon, Nov 2
2/2 legs · N8910Q
PHL
Departure
19:10
Departed · Sched 18:2545m late
→
MDW
Arrival
20:10
Landed · Sched 19:3535m late
Sun, Nov 1
2/2 legs · N8918Q
PHL
Departure
18:55
Departed · Sched 18:2530m late
→
MDW
Arrival
19:55
Landed · Sched 19:3520m late
Full WN1493 history →
WN3373 Southwest Airlines
2 days
Mon, Nov 2
2/2 legs · N8947Q
PHL
Departure
14:06
Departed · Sched 13:5016m late
→
MDW
Arrival
15:04
Landed · Sched 15:051m early
Sun, Nov 1
2/2 legs · N8663A
PHL
Departure
13:52
Departed · Sched 13:502m late
→
MDW
Arrival
14:57
Landed · Sched 15:058m early
Full WN3373 history →
WN3374 Southwest Airlines
2 days
Mon, Nov 2
2/2 legs · N9028R
PHL
Departure
11:50
Departed · Sched 11:4010m late
→
MDW
Arrival
12:47
Landed · Sched 12:503m early
Sun, Nov 1
2/2 legs · N8534Z
PHL
Departure
11:35
Departed · Sched 11:405m early
→
MDW
Arrival
12:31
Landed · Sched 12:5019m early
Full WN3374 history →
WN1848 Southwest Airlines
1 day
Sat, Oct 31
2/2 legs · N8647A
PHL
Departure
11:32
Departed · Sched 11:302m late
→
MDW
Arrival
13:00
Landed · Sched 12:3525m late
Full WN1848 history →
WN2235 Southwest Airlines
1 day
Sat, Oct 31
2/2 legs · N8829Q
PHL
Departure
08:14
Departed · Sched 08:151m early
→
Full WN2235 history →
WN2987 Southwest Airlines
1 day
Sat, Oct 31
2/2 legs · N9024K
PHL
Departure
13:12
Departed · Sched 13:5543m early
→
MDW
Arrival
14:58
Landed · Sched 15:002m early
Full WN2987 history →
WN1587 Southwest Airlines
2 days
Fri, Oct 30
2/2 legs · N8692F
PHL
Departure
06:54
Departed · Sched 06:551m early
→
MDW
Arrival
08:04
Landed · Sched 08:004m late
Thu, Oct 29
2/2 legs · N8757L
PHL
Departure
06:55 Departed
→
MDW
Arrival
07:57
Landed · Sched 08:003m early
Full WN1587 history →
WN3003 Southwest Airlines
2 days
Fri, Oct 30
2/2 legs · N8717M
PHL
Departure
11:59
Departed · Sched 11:3029m late
→
MDW
Arrival
13:00
Landed · Sched 12:3525m late
Thu, Oct 29
2/2 legs · N8678E
PHL
Departure
11:37
Departed · Sched 11:307m late
→
MDW
Arrival
12:27
Landed · Sched 12:358m early
Full WN3003 history →
WN3363 Southwest Airlines
2 days
Fri, Oct 30
2/2 legs · N8692F
PHL
Departure
19:44
Departed · Sched 19:1034m late
→
MDW
Arrival
20:54
Landed · Sched 20:1539m late
Thu, Oct 29
2/2 legs · N8744B
PHL
Departure
20:05
Departed · Sched 19:1055m late
→
MDW
Arrival
21:15
Landed · Sched 20:1560m late
Full WN3363 history →
WN3433 Southwest Airlines
2 days
Fri, Oct 30
2/2 legs · N8318F
PHL
Departure
15:19
Departed · Sched 15:201m early
→
MDW
Arrival
16:13
Landed · Sched 16:2512m early
Thu, Oct 29
2/2 legs · N8943Q
PHL
Departure
15:17
Departed · Sched 15:203m early
→
MDW
Arrival
16:28
Landed · Sched 16:253m late
Full WN3433 history →
WN4440 Southwest Airlines
2 days
Fri, Oct 30
2/2 legs · N8752Q
PHL
Departure
13:54
Departed · Sched 13:551m early
→
MDW
Arrival
14:51
Landed · Sched 15:009m early
Thu, Oct 29
2/2 legs · N8671D
PHL
Departure
13:50
Departed · Sched 13:555m early
→
MDW
Arrival
15:07
Landed · Sched 15:007m late
Full WN4440 history →
GRB253 Phoenix Air Group
1 day
PHL
Departure
10:17
Departed · Sched 10:0017m late
→
MDW
Arrival
11:36
Landed · Sched 10:5145m late
WN1940 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N8736J
PHL
Departure
17:54
Departed · Sched 17:3024m late
→
MDW
Arrival
18:58
Landed · Sched 18:3523m late
PHL
Departure
—
Board row not captured for this rotation yet.
→
MDW
Arrival
19:49
Landed · Sched 18:3574m late
Full WN1940 history →
WN2177 Southwest Airlines
2 days
Wed, Oct 28
2/2 legs · N9021F
PHL
Departure
11:40
Departed · Sched 11:2515m late
→
MDW
Arrival
12:33
Landed · Sched 12:303m late
PHL
Departure
—
Board row not captured for this rotation yet.
→
MDW
Arrival
12:29
Landed · Sched 12:301m early
Full WN2177 history →
WN3340 Southwest Airlines
1 day
Wed, Oct 28
2/2 legs · N8674B
PHL
Departure
13:18
Departed · Sched 13:202m early
→
MDW
Arrival
14:16
Landed · Sched 14:259m early
Full WN3340 history →
WN4580 Southwest Airlines
1 day
Wed, Oct 28
2/2 legs · N9010T
PHL
Departure
07:44
Departed · Sched 07:451m early
→
MDW
Arrival
08:36
Landed · Sched 08:5014m early
Full WN4580 history →
Airports right now live boards
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Suggested citation
Pro Flight Search: Philadelphia (PHL) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.
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Canonical URL
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How we measure this →
PHL to MDW questions
Is PHL–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 PHL–MDW? Operators schedule morning departures around 07:30 and evening departures around 17:55 from PHL. 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 PHL to MDW? Great-circle distance is 1,073 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 106–122 min gate-to-gate on this route.
How often does PHL–MDW fly? Southwest Airlines runs the route with about 33 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.