Direct flights from Hartford to Chicago
All flights from BDL to MDW non-stop. There are direct flights from Bradley International (BDL), Connecticut, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 20 weekly departures are currently scheduled on this route. Departure times range from 06:35 to 20:15 depending on the schedule period. The flight distance is 778 miles (1252 km). Flight time ranges from 2 hours and 20 minutes to 2 hours and 45 minutes.
Hartford
, USA
Flight schedule from Hartford to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-10-12
Hartford to Chicago scheduled departures
Select a date to see every published non-stop departure between BDL and MDW.
BDL - MDW route facts
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Distance778 miles (1252 km)
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Flight time2 hours and 20 minutes to 2 hours and 45 minutes
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from Hartford to IL, USA
From Hartford to Chicago
ORD Chicago O Hare International
