Chicago (MDW) to Hartford (BDL) flights
One airline flies nonstop from Chicago (MDW) to Hartford (BDL): Southwest Airlines. The two airports are 774 miles (1,245 km) apart. There are also 17 ways to fly it with one stop, through Detroit, Pittsburgh and Columbus and more.
Airlines flying nonstop from MDW to BDL
- Southwest AirlinesNot in an allianceWho books it
MDW to BDL with one stop
17 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Pittsburgh (PIT)Southwest Airlines, then Breeze Airways
- Via Columbus (CMH)Southwest Airlines, then Breeze Airways
- Via Philadelphia (PHL)Southwest Airlines, then American Airlines
- Via Baltimore (BWI)Southwest Airlines the whole way
- Via Cincinnati (CVG)Southwest Airlines, then Breeze Airways
- Via Washington (DCA)Southwest Airlines, then American Airlines
- Via Richmond (RIC)Southwest Airlines, then Breeze Airways
- Via Norfolk (ORF)Southwest Airlines, then Breeze Airways
- Via Raleigh/Durham (RDU)Southwest Airlines, then Breeze Airways
- Via Charlotte (CLT)Southwest Airlines, then American Airlines
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Myrtle Beach (MYR)Southwest Airlines, then Breeze Airways
- Via Atlanta (ATL)Delta Air Lines the whole way
MDW to BDL: common questions
Which airlines fly nonstop from MDW to BDL?
Southwest Airlines flies nonstop from Chicago (MDW) to Hartford (BDL).
How far is Chicago from Hartford by plane?
Chicago (MDW) and Hartford (BDL) are 774 miles (1,245 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to BDL cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to BDL with taxes and fees.
Where can I connect between Chicago and Hartford?
The most direct connections are through Detroit (DTW), Pittsburgh (PIT), Columbus (CMH), Philadelphia (PHL) and Baltimore (BWI). On 5 of them the same airline flies both flights, for example Delta Air Lines through Detroit.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.