Triposia
AirportsFlightsAirlinesBlog

Flights operate between Chicago (MDW) and Windsor Locks (BDL).

1 airline operates this route with 1-4 flights daily flights.

Average flight time is 1h 55m - 2h 10m.

Route distance is 778 miles (1252 km).

Route Distance

778 miles (1252 km)

Average Duration

1h 55m - 2h 10m

Airlines Operating This Route

Southwest Airlines

Flight Frequency

Daily Flights

1-4 flights

Weekly Flights

15

Typical Departure Time Ranges

Earliest Departure

09:50

Latest Departure

19:55

Route Intelligence Dashboard

Overall Connectivity Score

60

Good
Route Diversity

1

Direct Routes

Southwest Airlines serves 1 destination from MDW

Weekly Frequency

14

Weekly Flights

Trend: Stable

Top 1 Most Frequent Routes - Details
RouteWeekly FlightsDurationDistanceReliability
MDWWindsor Locks (BDL) (BDL)
14/week
1h 55m - 2h 10m778 km
Moderate
Loading visualizations...

Flight Schedule & Filters

Loading flights...

Southwest Airlines flights from Chicago (MDW) to Windsor Locks (BDL)

Southwest Airlines operates scheduled nonstop flights between Chicago (MDW) and Windsor Locks (BDL). Southwest Airlines operates 1-4 flights daily flights on this route.Flight Duration: 1h 55m - 2h 10m (average flight time)Distance: 778 miles (1252 km) (air miles between airports)Daily Flights: 1-4 flights (scheduled departures per day)

MDW
Chicago (MDW)

US

BDL
Windsor Locks (BDL)

US

FLIGHT TIME

1h 55m - 2h 10m

FLIGHT DISTANCE

778 miles (1252 km)
Flight time
2h 0m - 2h 5m
Earliest flight
09:50
Last flight
19:55
Distance
778 miles (1252 km)
Cheapest month
December
Airlines
1 (Show)
Flights per week
15

Southwest Airlines Terminal Information & Contact

Departure Terminal - Chicago (MDW)

Terminal: 1

Phone: 800-435-9792

Location: 1, Chicago, US

Arrival Terminal - Windsor Locks (BDL)

Terminal: 1

Phone: 800-435-9792

Location: 1, Windsor Locks, US

Southwest Airlines Flight Schedule from Chicago (MDW) to Windsor Locks (BDL)

FlightAirlineDepartureArrivalAircraft

WN275

Southwest Airlines

Southwest Airlines

09:50

12:55:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN1704

Southwest Airlines

Southwest Airlines

19:55

22:55:00

Boeing 737-700 (winglets) Passenger/BBJ1

Southwest Airlines Monthly Flight Calendar

Loading calendar...

Loading price statistics...

Southwest Airlines Terminal Information

Departure Terminal at Chicago (MDW):

• Terminal : Southwest Airlines operates from this terminal

Terminal 1:

Southwest Airlines Terminal Phone: 800-435-9792

Arrival Terminal at Windsor Locks (BDL):

Terminal 1:

Southwest Airlines Terminal Phone: 800-435-9792

Weather & Climate at Windsor Locks (BDL)

11.3°C

Avg Temperature

131mm

Avg Rainfall

9.2km/h

Avg Wind Speed

73%

Avg Humidity

Best Months to Visit

Challenging Months

12-Month Weather Overview

Wind Speed by Month

Humidity by Month

Best Time to Book Flights to Windsor Locks (BDL)

Best Booking Window

Book 2-3 months in advance for best prices

Booking Tip

Avoid booking during extreme weather months for better deals

Peak Travel Months

2025-01
2025-04
2025-07
2025-09
2025-12

Expect higher prices and more crowds during these months. Book early to secure better rates.

Recommended Months

2025-02
2025-03
2025-05

These months offer the best balance of weather, prices, and availability.

Monthly Booking Recommendations

Recommended - Best Value
Peak - Book Early
Normal

Flight Price Trends for Windsor Locks (BDL)

Cheapest Months to Fly

2023-02
2023-03
2023-05

Book flights during these months for the best deals and lowest prices.

Most Expensive Months

2023-01
2023-04
2023-07
2023-09
2023-12

Prices are typically highest during these months. Consider booking well in advance or choosing alternative dates.

Price Trend Analysis

Prices are typically lower during shoulder seasons

Monthly Price Trends

Cheapest - Best Deals
Expensive - Higher Prices
Normal Prices

Best Months to Fly Southwest Airlines to Windsor Locks (BDL)

Shoulder Season

2025-02
2025-03
2025-05
2025-06
2025-08
2025-10
2025-11

Transition periods with moderate conditions. Good balance of price and experience.

Challenging Months

2025-01
2025-04
2025-07
2025-09
2025-12

These months may have less favorable conditions. Plan accordingly and book early.

Extreme Conditions

2025-09

These months may have extreme weather or conditions. Travel with caution and proper preparation.

Seasonal Insight

Best travel months: Year-round

Seasonal Travel Calendar

Best - Optimal Conditions
Shoulder - Good Value
Challenging
Extreme - Use Caution

Southwest Airlines Contact Information and Customer Services

Southwest Airlines Address

2702 Love Field Dr
Dallas, TX 75235, US

Customer Service Phone

800-435-9792

Official Website

southwest.com/

Follow Southwest Airlines on Social Media

Instagram

Twitter

YouTube

TripAdvisor

Wikipedia

Loading questions...

Frequently Asked Questions

How many Southwest Airlines flights operate from Chicago (MDW) to Windsor Locks (BDL)?

Southwest Airlines operates 2 flights from Chicago (MDW) to Windsor Locks (BDL).

What city does Windsor Locks (BDL) airport serve?

Windsor Locks (BDL) airport serves Windsor Locks, US.

How long is the Southwest Airlines flight from Chicago (MDW) to Windsor Locks (BDL)?

The flight duration is approximately 1h 55m - 2h 10m.

What is the distance from Chicago (MDW) to Windsor Locks (BDL)?

The distance is 778 miles (1252 km).

What aircraft does Southwest Airlines use on this route?

Southwest Airlines uses 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 09:50 and the latest departs at 19:55.

Which terminal does Southwest Airlines use at Chicago (MDW)?

Southwest Airlines flights from Chicago (MDW) depart from Terminal 1. Terminal 1 phone: 800-435-9792.

View all Southwest Airlines flights to Chicago (MDW) →

Popular Southwest Airlines routes from Chicago include multiple destinations.

Route data verified regularly by Triposia Travel Research Team.

Call now — expert help, no hold
+1-(877) 684-5230