Southwest Airlines flights from Chicago to Boston - MDW to BOS today

List 6 flights operated by Southwest Airlines from Chicago to Boston (MDW to BOS) with detail status and information.
Southwest Airlines
Chicago to Boston
No. Departure Arrival Status
WN862 06:15 09:30 Scheduled On time
WN2383 19:45 23:00 Delayed
WN745 16:00 19:15 Arrived
WN5802 09:00 12:15 Arrived
WN998 17:50 21:10 In Air
WN6955 11:30 14:45 Landed Late

Frequently asked questions, answered

When is the earliest flights from Chicago to Boston on Southwest Airlines?

The earliest flight to Boston on Southwest Airlines departs Chicago at 06:15 and the estimated flight time is 2 hour(s) 15 minutes.

What type of aircraft does Southwest Airlines fly Chicago to Boston?

Southwest Airlines mostly uses Boeing 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1 for this route.

How many flights between Chicago and Boston on Southwest Airlines per week?

On your average week, you might see 28 plus flights operating each way between Boston and Chicago.