Flight history · Aug 2025 – Jul 2026 · US DOT on-time records
WN 4765 · Chicago (MDW) → Portland (PDX)
Sold by Southwest. Still flying: 40 of the last 56 days (Mon–Fri).
Arrives on time33%within 15 minutes, of 42 flights
Cancelled0.0%of scheduled flights
An hour or more late21%of flights that operated
When late, on average64 minlate, among flights 15+ min late
Schedule
Typical times in the Jun 6 – Jul 31, 2026 schedule, local at each airport (Portland is 2 h behind Chicago).
- Leaves MDW
- 16:40
- Arrives PDX
- 19:00
- Flight time
- 4h 20m
- Days flown, last 8 weeks
- 40 of 56
Each square is a day, Sat Jun 6 to Fri Jul 31, two weeks per row (each column is the same weekday); filled = flew.
How late it arrives
Share of flights that operated arriving more than this late.
Horizontal: minutes late at arrival (0 to 3 hours). Vertical: share of flights later than that.
Its hour at MDW
All flights leaving Chicago (MDW) at 4–5 pm, wherever they’re going: 64% left within 15 minutes and 1.4% were cancelled (2,726 flights in the year). Other Southwest flights on this route →
Upcoming forecasts
Our odds that this flight is late or cancelled on the days we publish.