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MDW destination photo
BDL destination photo

MDWBDL

Our Recommendation
8.5

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.

Left Side Highlights
8.5
🏙️

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.

Right Side Highlights
7.2
🏭

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.

Top Activities in Windsor Locks
Route Information

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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