MDWBDLChicago to Windsor LocksChicago Midway InternationaltoBradley International

Sit on the right side from Chicago to Windsor Locks

Reverse

Which side of the plane?

Pick the window seat with the view. 13,500 routes answered — landmarks, coastlines and cities, wing by wing.

Flight timeApproximately 2 hours 45 minutes to 3 hours
Distance
Heading
Best side
RightMostly right

Right side wins for the takeoff views of Lake Michigan and Chicago skyline, which are more visually distinctive than the landing views. The Connecticut River on approach is notable but less dramatic than departing over the Great Lakes.

Takeoff · MDWRightLake Michigan, Chicago downtown skyline
Landing · BDLLeftConnecticut River, Hartford metropolitan area

Flight Path

Flight path overview

Flight path crosses northern Ohio (Lake Erie visible on clear days), then enters Pennsylvania airspace over the Appalachian foothills. The route typically follows airways over Cleveland area, then eastbound over rural Pennsylvania and New York. No major mountain ranges are visible at cruise altitude, but the gradual terrain rise from the Great Lakes basin toward the Appalachian plateau is noticeable. The Hudson River valley may be visible on the final descent approach into Connecticut.

Phase by phase

Takeoff from

Landing at

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About This Route

Which side of the plane should I sit on flying from Chicago Midway International (MDW) to Bradley International (BDL)?

Sit on the Right side of the plane for the best views on flights from Chicago to Windsor Locks. Right side wins for the takeoff views of Lake Michigan and Chicago skyline, which are more visually distinctive than the landing views. The Connecticut River on approach is notable but less dramatic than departing over the Great Lakes.

What can I see during takeoff from Chicago Midway International in Chicago?

During takeoff from Chicago Midway International (MDW), sit on the Right side for the best views. Right side offers views of Lake Michigan immediately after departure, plus the Chicago skyline receding westward. Midway typically departs runways 4L/4R or 13L/13R heading northeast or southwest; northeast departures (most common) give right-seaters the lake and downtown Chicago. Notable sights include: Lake Michigan (north and east), Chicago downtown skyline (west), Des Plaines River valley (south), suburban Chicago grid expanding westward.

What can I see when landing at Bradley International in Windsor Locks?

When landing at Bradley International (BDL), sit on the Left side for the best views. Left side captures the Connecticut River valley and the approach path over central Connecticut. Bradley typically lands runways 06 or 24; runway 06 approaches (most common) come from the southwest, giving left-seaters views of the river, Hartford area, and surrounding New England terrain. Notable sights include: Connecticut River (prominent north-south feature), Hartford metropolitan area (south), New England forested hills (east and north), Bradley Airport complex (final approach).

How long is the flight from Chicago to Windsor Locks?

The flight from Chicago Midway International (MDW) to Bradley International (BDL) takes Approximately 2 hours 45 minutes to 3 hours.

What does the Chicago to Windsor Locks flight path pass over?

Flight path crosses northern Ohio (Lake Erie visible on clear days), then enters Pennsylvania airspace over the Appalachian foothills. The route typically follows airways over Cleveland area, then eastbound over rural Pennsylvania and New York. No major mountain ranges are visible at cruise altitude, but the gradual terrain rise from the Great Lakes basin toward the Appalachian plateau is noticeable. The Hudson River valley may be visible on the final descent approach into Connecticut.