Flight history · Aug 2025 – Jul 2026 · US DOT on-time records
WN 1550 · Chicago (MDW) → San Diego (SAN)
Sold by Southwest. Still flying: 1 of the last 56 days.
Arrives on time67%within 15 minutes, of 18 flights
Cancelled0.0%of scheduled flights
An hour or more late17%of flights that operated
When late, on average58 minlate, among flights 15+ min late
Schedule
Typical times in the Jun 6 – Jul 31, 2026 schedule, local at each airport (San Diego is 2 h behind Chicago).
- Leaves MDW
- 18:20
- Arrives SAN
- 20:30
- Flight time
- 4h 10m
- Days flown, last 8 weeks
- 1 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 6–7 pm, wherever they’re going: 58% left within 15 minutes and 2.1% were cancelled (6,318 flights in the year). Other Southwest flights on this route →
Upcoming forecasts
This flight isn’t in our published forecasts for the next few days.