Check your Flight status online
Southwest Airlines flights from Boston to Chicago - BOS to MDW today
List 8 flights operated by Southwest Airlines from Boston to Chicago (BOS to MDW) with detail status and information.
Southwest Airlines
Boston to Chicago
| No. | Departure | Arrival | Origin | Destination | Terminal | Status |
|---|---|---|---|---|---|---|
| WN1432 | 14:25 | 16:10 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Scheduled On time |
| WN3724 | 09:25 | 11:15 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Scheduled On time |
| WN1436 | 18:50 | 20:45 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Scheduled On time |
| WN1430 | 05:15 | 07:00 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Arrived Delayed by 1h 6m |
| WN5774 | 19:20 | 21:00 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | In Air |
| WN5704 | 05:00 | 06:35 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Landed 06:13 |
| WN6984 | 15:45 | 17:20 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Landed |
| WN6923 | 13:55 | 15:30 | (BOS) Boston, United States | (MDW) Chicago, United States | B - None | Landed |
Frequently asked questions, answered
When is the earliest flights from Boston to Chicago on Southwest Airlines?
The earliest flight to Chicago on Southwest Airlines departs Boston at 05:00 and the estimated flight time is 1 hour(s) 33 minutes.
What type of aircraft does Southwest Airlines fly Boston to Chicago?
Southwest Airlines mostly uses Boeing 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1, Boeing 737-800 (Scimitar Winglets) Passenger, Boeing 737-7H4 for this route.
How many flights between Boston and Chicago on Southwest Airlines per week?
On your average week, you might see 38 plus flights operating each way between Chicago and Boston.