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Showing Southwest only (incl. its regional partners)All airlines ×
519 nonstop flights · Aug 2025 – Jul 2026 · US DOT on-time records, all US airlines

No clear winner: Southwest’s SJC → MDW flights land within a few points of 85% on time whatever the hour.

Best time to leave 8–9 am 95% arrive on time from SJC

Time of day × airport

Share of this route’s flights leaving within 15 minutes, by airport and scheduled departure hour, over Aug 2025 – Jul 2026. Blank: no flights then (or fewer than 40 in the year).

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SJC
90
90
69
52
85
% of this route’s flights leaving within 15 min (small number: flights in the Jun 6 – Jul 31, 2026 schedule): 85+75–8465–7455–64under 55

Pick an hour to see this route’s flights leaving then.

Flights, best and worst

Flights in the Jun 6 – Jul 31, 2026 schedule that ran 150+ times in the year. Times are local. Pick a flight for its history.

No Southwest flight on this route ran 150+ times in the year.

All 2 Southwest flights in the current schedule

Every flight that flew in the Jun 6 – Jul 31, 2026 schedule, with its record over Aug 2025 – Jul 2026. Times are local. Click a column to sort.
WN 4357 SJC 10:40 MDW 16:45 4h 05m 50 65% 0.0% 39 min
WN 3886 SJC 22:55 MDW 05:00 4h 05m 50 94% 0.0% 24 min

Nonstops by airline and airport

Arriving within 15 minutes, Aug 2025 – Jul 2026. Pick a row to see that airline’s flights on that airport pair.
Southwest SJC MDW 4h 05m 85% 0.2% 519 Flying now

Alternatives with one stop

All connections →
SouthwestDetails → SJC 21:35 → SEA 21:30WN 3705 1h 35m Seattle SEA 23:05 → MDW 05:00 +1WN 2304 5h 25m 90% 60%
SouthwestDetails → SJC 10:25 → DEN 13:50WN 3666 1h 10m Denver DEN 15:00 → MDW 18:20WN 1603 5h 55m 79% 47%
Flying on a particular day? Pick a date above and the same ranking uses our forecast odds for each flight that day: Tomorrow.

About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON