Flights operate between Boston (BOS) and Chicago (MDW).
1 airline operates this route with 2-6 flights daily flights.
Average flight time is 2h 35m - 3h 00m.
Average Duration
2h 35m - 3h 00m
Airlines Operating This Route
Southwest Airlines
Flight Frequency
Daily Flights
2-6 flights
Weekly Flights
14
Typical Departure Time Ranges
Earliest Departure
05:15
Latest Departure
18:50
Route Intelligence Dashboard
Overall Connectivity Score
60
GoodRoute Diversity
1
Direct Routes
Southwest Airlines serves 1 destination from BOS
Weekly Frequency
14
Weekly Flights
Trend: Stable
Top 1 Most Frequent Routes - Details
| Route | Weekly Flights | Duration | Distance | Reliability |
|---|---|---|---|---|
| BOS → Chicago (MDW) (MDW) | 14/week | 2h 35m - 3h 00m | N/A | Moderate |
Flight Schedule & Filters
Southwest Airlines flights from Boston (BOS) to Chicago (MDW)
Southwest Airlines operates scheduled nonstop flights between Boston (BOS) and Chicago (MDW). 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 Terminal Information & Contact
Departure Terminal - Boston (BOS)
Terminal: B
Phone: 800-435-9792
Location: B, Boston, US
Arrival Terminal - Chicago (MDW)
Terminal: 1
Phone: 800-435-9792
Location: 1, Chicago, US
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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Southwest Airlines Terminal Information
Departure Terminal at Boston (BOS):
Terminal B:
• Southwest Airlines Terminal Phone: 800-435-9792
Arrival Terminal at Chicago (MDW):
• Terminal : Southwest Airlines operates from this terminal
Terminal 1:
• Southwest Airlines Terminal Phone: 800-435-9792
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/Frequently Asked Questions
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.
Which terminal does Southwest Airlines use at Boston (BOS)?
Southwest Airlines flights from Boston (BOS) depart from Terminal B. Terminal B phone: 800-435-9792.
What is the Southwest Airlines terminal phone number at Boston (BOS)?
The Southwest Airlines terminal phone number at Boston (BOS) is 800-435-9792 (Terminal B).
View all Southwest Airlines flights to Boston (BOS) →
Popular Southwest Airlines routes from Boston include multiple destinations.
Route data verified regularly by Triposia Travel Research Team.