CLE → MDWCleveland to Chicago

live

Direct flights from Cleveland (CLE) to Chicago (MDW): 27 nonstop departures observed each week across 1 airline. 80% of the last 20 tracked flights arrived within 15 minutes of schedule. The median arrival is 3 minutes early. No cancellations were recorded across the 20 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 Cleveland and Chicago. Updated 4 November 2026 at 10:19 UTC.

CLE Cleveland smooth · +0
MDW Chicago smooth · +0
492 km · ~1h 08m est.
dep bank 08:20–20:2027x weekly
Runs reliable · 1 airline · 27x weekly · nonstop
80% on time

of the last 20 tracked CLE → MDW flights arrived within 15 minutes

Median arrival delay is −3 min. 0 of 20 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−3 minacross the last 20 arrivals
Flight time~1h 08mestimated from route distance
Weekly departures27x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 20

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 AirlinesWN80% on time

Flights WN1207 08:20 Mo Th Fr Sa Su · WN1218 08:35 Mo Tu Su · WN3654 08:35 Tu We · WN1219 12:35 Mo Tu Su

History

operated legs · board outcomes
11-03WN1218dep +16 → arr−3
11-03WN1219dep +3 → arr−29
11-03WN1220dep +22 → arr−1
11-02WN1218dep +5 → arr−20
11-02WN1219dep +13 → arr−7
11-02WN1220dep +13 → arr−26
11-01WN1218dep +11 → arr−12
11-01WN1219dep +5 → arr+5
11-01WN1220dep +61 → arr+21
10-31WN2962dep +3 → arr−12
10-31WN3146dep +38 → arr+28
10-30WN1207dep +26 → arr+9
10-30WN1209dep +11 → arr−10
10-30WN2068dep +97 → arr+77
10-29WN1207dep +4 → arr−20
10-29WN1209dep +22 → arr+30
10-29WN2068dep +32 → arr+12
10-28WN1209dep +18 → arr−3
10-28WN1211dep +12 → arr−11
10-28WN3654dep +1 → arr−23

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
CLECleveland +0 min smooth 🌤 few clouds · S 10 kt Full CLE delay board →
MDWChicago +0 min smooth ⛅ overcast · S 18 kt Full MDW delay board →

Weather lens

Conditions are tightest at CLE and MDW: a 40% chance of a 15+ minute delay. In this weather, the more delayed of the two airports is typically about +9 min. Both figures come from the two airports' delay records in similar weather. See live delays → · Weather risk by airport →

How the Cleveland to Chicago route actually runs

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

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

CLE to MDW questions

Is CLE–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 CLE–MDW?

Operators schedule morning departures around 08:20 and evening departures around 19:25 from CLE. 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 CLE to MDW?

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 CLE–MDW fly?

Southwest Airlines runs the route with about 27 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.