MDW → CLEChicago to Cleveland

live

Direct flights from Chicago (MDW) to Cleveland (CLE): 7 nonstop departures observed each week across 1 airline. 70% of the last 10 operated flights arrived within 15 minutes of schedule. The median arrival is on schedule. No cancellations were recorded across the 10 tracked flights. 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 21 October 2026 at 21:54 UTC.

Today, MDW → CLE

Wed 21 Oct · local times
  1. 08:00 WN2056Southwest Left 07:52 Landed 09:54 −21
  2. 13:35 WN2854Southwest Left 13:27 CLE est. 15:37In the air · sched 15:45
  3. 18:00 WN4697Southwest Airlines On scheduleGate B11 ·

Checked MDW board 16:54 · CLE board 15:03

MDW Chicago smooth · +5
CLE Cleveland smooth · +0
492 km · ~1h 08m est.
dep bank 07:45–19:057x weekly
Runs mixed · 1 airline · 7x weekly · nonstop
70% on time

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

Median arrival delay is +1 min. 0 of 10 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+1 minacross the last 10 operated legs
Flight time~1h 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 AirlinesWN88% on time

Flights WN2131 07:45 Mo Th Fr · WN4102 07:50 Su · WN2056 08:00 Tu We · WN3399 08:25 Sa

History

operated legs · board outcomes
10-21WN2056dep −8 → arr−21
10-21WN2854dep −8 → arr−8
10-20ERY106dep +32 → arr+40
10-20VJA302arrived+19
10-20WN2056dep −8 → arr−13
10-20WN2854dep +3 → arr+1
10-20WN4697dep −2 → arr−20
10-19WN2131dep +36 → arr+18
10-19WN3220dep −6 → arr−6
10-19WN4697dep +16 → arr+11

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
MDWChicago +5 min smooth 🌤 few clouds · N 0 kt Full MDW delay board →
CLECleveland +0 min smooth 🌤 clear · N 8 kt Full CLE delay board →

Weather lens

Current conditions put the pressure at MDW and CLE: 43% odds of a 15+ minute delay and around +9 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Chicago to Cleveland route actually runs

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

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

MDW to CLE questions

Is MDW–CLE running on time right now?

Smooth skies ahead. The departure side at MDW is the weaker end, route health score 95/100. 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 07:45 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 20 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.