SAN → MDW Southwest Airlines

Southwest Airlines · San Diego, CA to Chicago, IL · 1,080 flights, 2025-07-01 to 2026-06-30 · aggregated across 54 flight numbers

This route runs much more reliably at some times of day than others — 97% on-time departing 9pm–12am vs. 60% departing 6–9pm.
On-time arrival
79%
Median delay
-2 min
90th percentile
+36 min
Cancellation rate
1%

How on-time is Southwest Airlines from SAN to MDW?

Across every Southwest Airlines flight number on SAN → MDW (1,080 flights, 2025-07-01 to 2026-06-30), 79% arrived within 15 minutes of schedule. Median arrival delay -2 min; the worst 10% ran +36 min or later. 1% were cancelled.

Delay distribution

Arrival delay for completed flights (excludes cancellations and diversions).

ArrivalFlightsShare
Early / on-time83779%
16-30 min10110%
31-60 min636%
61-120 min444%
2+ hrs162%

Performance by month

MonthFlightsOn-timeAvg delay
2025-079170%+21 min
2025-088869%+10 min
2025-098674%+12 min
2025-108990%-5 min
2025-118185%+3 min
2025-129176%+6 min
2026-016781%+7 min
2026-026685%-2 min
2026-039881%+6 min
2026-0410279%-2 min
2026-0510178%+8 min
2026-0610180%+2 min

Performance by day of week

DayFlightsOn-time
Mon16378%
Tue14882%
Wed14584%
Thu16471%
Fri16675%
Sat13189%
Sun14474%

Based on US DOT Bureau of Transportation Statistics on-time data. Loading the full breakdown…