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MDW → BDL
Which side of the plane to sit from Chicago Midway International Airport (Chicago) to Bradley International Airport (Windsor Locks)?
Left Side of the Plane
The left side provides the most iconic views, including the Chicago skyline and the Navy Pier upon departure, followed by the expansive coastlines of Lake Erie and the distinct glacial patterns of the Finger Lakes in New York.
Chicago Skyline
Dramatic views of the Sears Tower, Hancock Building, and Lake Michigan shoreline immediately after takeoff.
Lake Erie Shoreline
Aerial perspective of the northern Ohio and Pennsylvania coastlines, often passing near Cleveland.
Finger Lakes Region
The long, narrow glacial lakes of Central New York are clearly visible from cruising altitude.
The Berkshires
Rolling green mountains and dense forests of Western Massachusetts as the flight descends.
Connecticut River
The largest river in New England winds through the valley just before touchdown at Bradley.
Sit on the left for a sunrise flight to avoid direct glare while seeing the Chicago skyline illuminate. On evening flights, this side catches the sunset colors reflecting off Lake Erie and the Finger Lakes. During autumn, the views of the Berkshires offer spectacular foliage colors.
Gary Industrial Coast
The massive steel mills and industrial ports of northern Indiana along the lakefront.
Midwestern Tapestry
Geometric patterns of Indiana and Ohio farmlands stretching to the horizon.
Allegheny Plateau
The rugged, forested terrain of northern Pennsylvania and the Southern Tier of New York.
Hudson River Valley
Views of the wide Hudson River crossing north of New York City during the transition into New England.
Hartford Skyline
The capital city of Connecticut is often visible during the final approach pattern into Windsor Locks.
The right side is ideal for morning flights if you enjoy the sunrise, though glare can be intense. Look for the distinct bend of the Hudson River about 20 minutes before landing. In winter, the right side often provides better views of the snow-covered Appalachian ridges.
Distance: 1,246 km (774 miles)
Approximate Flight Time: 1 hr 40 min
Departure: MDW (41.785999, -87.752403)
Arrival: BDL (41.9388999939, -72.68319702149999)
Route Type: Domestic
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