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

Leave before 9 am: 72% depart on time. After 4 pm it’s 36%.

Best time to leave 10–11 am 75% arrive on time from MDW

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).

7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
MDW
72
% 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 3 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 3366 MDW 10:05 OAK 12:35 4h 30m 50 74% 0.0% 79 min
WN 2710 MDW 21:00 OAK 23:32 4h 32m 16 50% 0.0% 79 min
WN 4042 MDW 21:40 OAK 00:15 4h 30m 34 48% 2.9% 63 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 MDW OAK 4h 35m 65% 1.4% 505 Flying now

Alternatives with one stop

All connections →
SouthwestDetails → MDW 05:15 → DEN 06:50WN 2989 55m Denver DEN 07:45 → OAK 09:25WN 1240 6h 10m 98% 81%
SouthwestDetails → MDW 07:10 → PHX 08:45WN 2520 55m Phoenix PHX 09:40 → OAK 11:35WN 2680 6h 25m 85% 76%
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