Southwest AirlinesWN71% on time
Flights WN1381 07:05 Su · WN4095 07:15 Tu We · WN1233 08:30 Sa · WN1194 19:15 Mo Th Fr
live
Direct flights from Charleston (CHS) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 71% of the last 7 operated flights arrived within 15 minutes of schedule. The median arrival is 7 minutes early. No cancellations were recorded across the 7 tracked flights. The nonstop covers 1,199 km, an estimated 2 hours 2 minutes in the air. Measured by Pro Flight Search from live flight boards at Charleston and Chicago. Updated 16 October 2026 at 05:53 UTC.
Today, CHS → MDW
Fri 16 Oct · local times- · WN1194Southwest Airlines On schedule MDW 20:25scheduled
Checked CHS board 22:48 · MDW board 00:53
CHS
Charleston
heavy · +31
MDW
Chicago
heavy · +30
1,199 km · ~2h 02m est.
Runs mixed · 1 airline · 7x weekly · nonstop
71% on time
of the last 7 operated CHS → MDW flights arrived within 15 minutes
Median arrival delay is −7 min. 0 of 7 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival−7 minacross the last 7 operated legs
Flight time~2h 02mestimated from route distance
Weekly departures7x1 direct airline on the leg
The week
scheduled departures · origin local time06121824
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 daysHistory
operated legs · board outcomesActual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsWeather lens
Current conditions put the pressure at CHS and MDW: 41% odds of a 15+ minute delay and around +12 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →
next sweep in 120s
How the Charleston to Chicago route actually runs
Pro Flight Search records official board updates for nonstop CHS 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 — Charleston (CHS) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.
Canonical URL
How we measure this →
https://proflightsearch.com/search-flights/CHS-MDW
CHS to MDW questions
Is CHS–MDW running on time right now?
Some delays possible. The departure side at CHS is the weaker end, route health score 59/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on CHS–MDW?
Operators schedule morning departures around 07:05 and evening departures around 19:15 from CHS. 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 CHS to MDW?
Great-circle distance is 1,199 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 115–133 min gate-to-gate on this route.
How often does CHS–MDW fly?
Southwest Airlines runs the route with about 7 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.
.