MDW → CLE Chicago to Cleveland
live
Direct flights from Chicago (MDW) to Cleveland (CLE): 18 nonstop departures observed each week across 1 airline. 74% of the last 19 tracked flights arrived within 15 minutes of schedule. The median arrival is 7 minutes early. 1 of the 21 tracked flights was cancelled. The nonstop covers 492 km, an estimated 1 hour 8 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and Cleveland. Updated 15 November 2026 at 00:35 UTC.
Today, MDW → CLE Sat 14 Nov · local times
WN2332Southwest In the air, 50 min late
Left MDW at 16:20 , 50 min after its 15:30 slot.
Landing 18:45CLE board estimate · sched 17:50
Track WN2332 →
Sched Flight MDW departure CLE arrival
08:00
WN1129 Southwest
Left 08:01
Landed 10:06 −14
15:30
WN2332 Southwest
Left 16:20 +50
CLE est. 18:45 +55 In the air · sched 17:50
Checked MDW board 18:35 · CLE board 15:03
MDW
Chicago
disrupted · +63
CLE
Cleveland
smooth · +14
dep bank 07:50–18:45 18x weekly
Runs mixed · 1 airline · 18x weekly · nonstop
74% on time
of the last 19 tracked MDW → CLE flights arrived within 15 minutes
Median arrival delay is −7 min . 1 of 21 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival −7 min across the last 18 arrivals
Flight time ~1h 08m estimated from route distance
Weekly departures 18x 1 direct airline on the leg
Cancelled 4.8% recent route rate · 1 of 21
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 88% on time
Flights WN1062 07:50 Mo Th Fr Su · WN1129 08:25 Tu We Sa · WN4479 12:50 Mo Th Fr Su · WN2332 15:30 Sa
History operated legs · board outcomes
11-12 ERY44 dep +90 → arr +98
11-12 VJA508 arrived +51
11-11 LXJ310 dep +43 → arr +49
Show 13 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 MDW and CLE, paired departure → arrival per flight and day. Covers today and the previous 7 days.
Board rows 43 Completed 38 Delayed 11 Cancelled 1 Within 15m 29/38 Median +0m
WN1129 Southwest
3 days
Sat, Nov 14
2/2 legs · N7878A
MDW
Departure
08:01
Departed · Sched 08:001m late
→
CLE
Arrival
10:10
Landed · Sched 10:2010m early
Wed, Nov 11
2/2 legs · N7702A
MDW
Departure
08:15
Departed · Sched 08:2510m early
→
CLE
Arrival
10:27
Landed · Sched 10:4013m early
Tue, Nov 10
2/2 legs · N255WN
MDW
Departure
08:19
Departed · Sched 08:256m early
→
CLE
Arrival
10:39
Last seen · Sched 10:401m early
Full WN1129 history →
WN2332 Southwest
1 day
MDW
Departure
16:20
Departed · Sched 15:3050m late
→
CLE
Arrival
18:45
Est. · Sched 17:5055m late
Full WN2332 history →
WN1062 Southwest
4 days
Fri, Nov 13
2/2 legs · N7844A
MDW
Departure
07:46
Departed · Sched 07:504m early
→
CLE
Arrival
09:56
Landed · Sched 10:1014m early
Thu, Nov 12
2/2 legs · N7873A
MDW
Departure
07:41
Departed · Sched 07:509m early
→
CLE
Arrival
09:40
Landed · Sched 10:1030m early
Mon, Nov 9
2/2 legs · N909WN
MDW
Departure
07:50 Departed
→
CLE
Arrival
09:53
Landed · Sched 10:1017m early
Sun, Nov 8
2/2 legs · N208WN
MDW
Departure
07:46
Departed · Sched 07:504m early
→
CLE
Arrival
09:46
Landed · Sched 10:1024m early
Full WN1062 history →
WN4341 Southwest Airlines
6 days
Fri, Nov 13
2/2 legs · N912WN
MDW
Departure
Sched 18:45
Cancelled
→
CLE
Arrival
02:12
Last seen · Sched 21:05307m late
Thu, Nov 12
2/2 legs · N486WN
MDW
Departure
18:54
Departed · Sched 18:459m late
→
CLE
Arrival
21:11
Landed · Sched 20:3140m late
Wed, Nov 11
2/2 legs · N8852Q
MDW
Departure
18:09
Departed · Sched 18:101m early
→
CLE
Arrival
20:21
Landed · Sched 20:254m early
Tue, Nov 10
2/2 legs · N8632A
MDW
Departure
18:14
Departed · Sched 18:104m late
→
CLE
Arrival
20:18
Landed · Sched 20:257m early
Mon, Nov 9
2/2 legs · N289CT
MDW
Departure
18:41
Departed · Sched 18:454m early
→
CLE
Arrival
20:47
Landed · Sched 20:2621m late
Sun, Nov 8
2/2 legs · N7736A
MDW
Departure
18:47
Departed · Sched 18:452m late
→
CLE
Arrival
21:09
Landed · Sched 21:054m late
Full WN4341 history →
WN4479 Southwest
4 days
Fri, Nov 13
2/2 legs · N260WN
MDW
Departure
12:57
Departed · Sched 12:507m late
→
CLE
Arrival
15:12
Landed · Sched 15:0012m late
Thu, Nov 12
2/2 legs · N280WN
MDW
Departure
12:52
Departed · Sched 12:502m late
→
CLE
Arrival
14:57
Landed · Sched 15:003m early
Mon, Nov 9
2/2 legs · N459WN
MDW
Departure
12:55
Departed · Sched 12:505m late
→
CLE
Arrival
14:55
Landed · Sched 15:005m early
Sun, Nov 8
2/2 legs · N566WN
MDW
Departure
12:52
Departed · Sched 12:502m late
→
CLE
Arrival
14:52
Landed · Sched 15:008m early
Full WN4479 history →
1I117 NetJets Aviation
1 day
Thu, Nov 12
2/2 legs · N117QS
MDW
Departure
Sched 12:30
Scheduled time only · no board update captured
→
CLE
Arrival
15:54
Last seen · Sched 14:1599m late
ERY44 Sky Quest
1 day
Thu, Nov 12
2/2 legs · N444CX
MDW
Departure
17:40
Departed · Sched 16:1090m late
→
CLE
Arrival
19:38
Landed · Sched 17:56102m late
VJA508 Vista America
1 day
Thu, Nov 12
1/2 legs · N508XJ
MDW
Departure
—
Board row not captured for this rotation yet.
→
CLE
Arrival
17:14
Landed · Sched 16:1757m late
LXJ310 Flexjet
1 day
Wed, Nov 11
2/2 legs · N310FX
MDW
Departure
21:13
Departed · Sched 20:3043m late
→
CLE
Arrival
23:09
Landed · Sched 22:1455m late
Airports right now live boards
Cite this data
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Suggested citation
Pro Flight Search: Chicago (MDW) to Cleveland (CLE) route reliability, measured from operated flights on official airport boards.
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Canonical URL
https://proflightsearch.com/search-flights/MDW-CLE
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How we measure this →
MDW to CLE questions
Is MDW–CLE running on time right now? Significant delay risk. The departure side at MDW is the weaker end, route health score 49/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on MDW–CLE? Operators schedule morning departures around 07:50 and evening departures around 18:45 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the CLE delay card to confirm conditions when you'd arrive.
How long is the flight from MDW to CLE? Great-circle distance is 492 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 65–72 min gate-to-gate on this route.
How often does MDW–CLE fly? Southwest Airlines runs the route with about 18 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.