Leave before 9 am: 93% depart on time. After 4 pm it’s 32%.
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).
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 7 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 3239 | BOS 05:25 | MDW 07:00 | 2h 35m | 33 | 91% | 0.0% | 51 min |
| WN 3054 | BOS 05:35 | MDW 07:10 | 2h 35m | 16 | 94% | 0.0% | 56 min |
| WN 745 | BOS 07:30 | MDW 09:10 | 2h 40m | 57 | 91% | 1.8% | 30 min |
| WN 746 | BOS 13:10 | MDW 14:45 | 2h 35m | 41 | 66% | 0.0% | 151 min |
| WN 320 | BOS 13:25 | MDW 15:05 | 2h 40m | 16 | 60% | 6.2% | 94 min |
| WN 4106 | BOS 16:45 | MDW 18:35 | 2h 50m | 42 | 54% | 2.4% | 65 min |
| WN 3911 | BOS 18:15 | MDW 20:05 | 2h 50m | 51 | 43% | 5.9% | 73 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 | BOS | MDW | 2h 45m | 73% | 1.9% | 1,361 | Flying now |
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