Southwest Airlines flights from Boston (BOS) to Chicago (MDW)
Find comprehensive Southwest Airlines flight information, schedules, and booking details for direct flights from Boston (BOS), US to Chicago (MDW), US. Southwest Airlines operates 2-6 flights daily flights on this route.• Flight Duration: 2h 35m - 3h 00m (average flight time)• Daily Flights: 2-6 flights (scheduled departures per day)
Boston (BOS)
US
Chicago (MDW)
US
FLIGHT TIME
2h 35m - 3h 00m
2h 45m - 2h 55m
05:15
18:50
1 (Show)
14
Southwest Airlines Flight Schedule from Boston (BOS) to Chicago (MDW)
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN1430 |  Southwest Airlines | 05:15 | 07:00:00 | Boeing 737MAX 8 Passenger |
WN3724 | Southwest Airlines | 09:25 | 11:15:00 | Boeing 737MAX 8 Passenger |
WN1432 | Southwest Airlines | 14:25 | 16:10:00 | Boeing 737-800 (winglets) Passenger/BBJ2 |
WN1436 | Southwest Airlines | 18:50 | 20:45:00 | Boeing 737-700 (winglets) Passenger/BBJ1 |
Southwest Airlines Monthly Flight Calendar
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Route Insights
Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 2h 35m - 3h 00m.
Best departure times: Peak departure times are 5:00, 9:00, 14:00, offering more flight options and potentially better connections.
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Southwest Airlines Terminal Information
Departure Terminal at Boston (BOS):
Arrival Terminal at Chicago (MDW):
• Terminal : Southwest Airlines operates from this terminal
Frequently Asked Questions about Southwest Airlines Flights
How many Southwest Airlines flights operate from Boston (BOS) to Chicago (MDW)?
Southwest Airlines operates 4 flights from Boston (BOS) to Chicago (MDW).
What city does Chicago (MDW) airport serve?
Chicago (MDW) airport serves Chicago, US.
How long is the Southwest Airlines flight from Boston (BOS) to Chicago (MDW)?
The flight duration is approximately 2h 35m - 3h 00m.
What aircraft does Southwest Airlines use on this route?
Southwest Airlines uses Boeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2, Boeing 737-700 (winglets) Passenger/BBJ1 on this route.
What are the earliest and latest Southwest Airlines flight departure times?
The earliest Southwest Airlines flight departs at 05:15 and the latest departs at 18:50.
What is the average price for a Southwest Airlines flight from Boston (BOS) to Chicago (MDW)?
The average price for a round-trip Southwest Airlines flight on this route is approximately $255. Prices can vary based on booking time and demand.
How many Southwest Airlines flights operate per week on this route?
Southwest Airlines operates approximately 14 flights per week from Boston (BOS) to Chicago (MDW).
Southwest Airlines Contact Information and Customer Services
Southwest Airlines Address
2702 Love Field Dr
Dallas, TX 75235, US
Customer Service Phone
800-435-9792Official Website
southwest.com/