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BOS destination photo
MDW destination photo

BOSMDW

Our Recommendation
8.8

Right Side of the Plane

The right side offers superior views of the Great Lakes, a potential glimpse of Niagara Falls, and the iconic Chicago skyline during the final approach into Midway.

Right Side Highlights
8.8
🏔️

Adirondack Mountains

Stunning vistas of the rugged high peaks of Upstate New York to the north.

🌊

Niagara Falls

If the flight path is northerly, you can see the mist and scale of the falls on the US-Canada border.

🚢

Lake Erie Crossing

Expansive views of the Great Lakes freighter traffic and the Lake Erie islands.

🌆

Chicago Skyline

Unrivaled views of the Willis Tower and the downtown lakefront if the aircraft approaches from the north.

🎡

Navy Pier

Spot the famous pier and Lake Michigan shoreline during the descent into the Chicago basin.

The right side is essential for the Chicago skyline if the plane loops over Lake Michigan for its final approach. To see Niagara Falls, watch the moving map and look out when passing between Rochester and Buffalo. Afternoon flights provide the best lighting for the Chicago skyline on this side.

Left Side Highlights
6.5
🏝️

Boston Harbor Islands

Aerial views of the historic harbor islands and the Massachusetts coastline immediately after takeoff.

⛰️

The Berkshires

Rolling landscapes and dense forests of western Massachusetts and the Taconic Mountains.

🌊

Southern Finger Lakes

Bird's-eye view of the southern tips of the glaciated lake systems in central New York.

🏙️

Cleveland Waterfront

A view of the Ohio shoreline and the downtown skyline of Cleveland along Lake Erie.

🚜

Midwestern Grid

The distinct geometric patterns of the vast agricultural lands across Northern Indiana.

Choose the left side for better lighting during morning flights as the sun will be behind you. This side is also excellent for viewing the southern shoreline of Lake Erie if the flight path stays inland. Ensure you are seated forward of the wing to avoid engine heat haze.

Top Activities in Chicago
Route Information

Distance: 1,382 km (859 miles)

Approximate Flight Time: 1 hr 51 min

Departure: BOS (42.36429977, -71.00520325)

Arrival: MDW (41.785999, -87.752403)

Route Type: Domestic

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