WN744 Flight Status Southwest Airlines: Boston to Chicago (SWA744)
Southwest Airlines' Boston–Chicago flight covers 1,381 km (858 mi). With 2 h 35 min in the timetable and a usual flight time of about 2 h, it often makes up time. It is not flying today; the last flight, on 30 September 2026, landed on time.
WN 744 Boston to Chicago Flight Status
Not scheduled today. Latest flight: September 30th, 2026 ; recent history is in the table below.
WN 744 Flight Status & Schedule Southwest Airlines Boston to Chicago
| Date | From | To | Departure | Arrival | Status | Details |
|---|---|---|---|---|---|---|
| Sep 30 | BOS | MDW | 07:59 | 09:03 | Landed | Track > |
| Sep 29 | BOS | MDW | 08:34 | 09:36 | Landed Late | Track > |
| Sep 28 | BOS | MDW | 09:15 | 10:15 | Delayed | Track > |
| Sep 27 | BOS | MDW | 07:56 | 08:57 | Landed | Track > |
| Sep 26 | BOS | MDW | 07:26 | 08:26 | Landed | Track > |
| Sep 25 | BOS | MDW | 07:45 | 08:47 | Landed | Track > |
| Sep 24 | BOS | MDW | 07:46 | 08:44 | Landed | Track > |
| Sep 23 | BOS | MDW | 07:41 | 08:50 | Landed | Track > |
| Sep 22 | BOS | MDW | 07:45 | 08:58 | Landed | Track > |
| Sep 21 | BOS | MDW | 07:43 | 08:55 | Landed | Track > |
About WN 744
- Distance
- 1,381 km (858 mi)
- Typical flight time
- 2 h
- On time
- 8 of the last 9
- Average delay when late
- 31 min
- Usually departs from
- Terminal B
WN 744 FAQ
- How long is the WN744 flight?
- The timetable allows 2 h 35 min. Boston to Chicago is 1,381 km (858 mi).
- How often is WN744 late?
- 1 of the last 9 flights arrived 15 or more minutes late; when late, by 31 minutes on average.
- Which terminal does WN744 use?
- It usually leaves from Terminal B at Boston Logan International Airport (BOS). Check the flight card above for today's terminal and gate.
- What other flight numbers does WN744 have?
- Also listed as SWA744 (Southwest Airlines' ICAO code) and WN 744.
WN744 and Boston BOS to Chicago MDW Flights
Other flights departing from Boston BOS: AA1742, YX5692, YX5628
Other flights arriving at Chicago MDW: WN4806, WN423, WN2855
All flights connecting Boston BOS to Chicago MDW.