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ORD → BOS
Which side of the plane to sit from Chicago O'Hare International Airport (Chicago) to General Edward Lawrence Logan International Airport (Boston)?
Right Side of the Plane
The right side offers the most comprehensive sightseeing experience, including the Chicago skyline upon departure, the Finger Lakes of New York, and the best views of Boston's downtown and harbor on approach.
Search flights from ORD to BOS
Chicago Waterfront
A stunning perspective of the Willis Tower, Grant Park, and the Navy Pier.
Finger Lakes Region
The unique parallel glacial lakes that define the landscape of central New York.
Lake Erie
The southern shoreline of the Great Lakes including the city of Cleveland.
Hudson River Valley
The scenic river crossing between the Catskills and the Berkshire Mountains.
Boston Skyline
An iconic view of Fenway Park, the Back Bay, and the Financial District during landing.
The right side is premier for city-to-city views. Try to book a seat behind the wing to ensure your view of the Boston skyline isn't blocked during the banking turn into Logan. During autumn, this side provides spectacular views of the changing foliage in the Berkshires.
Book Hotels in BostonLake Michigan
Expansive views of the deep blue water and the coastline of Western Michigan.
Adirondack Mountains
Vast stretches of wilderness and mountain peaks in northern New York.
Green Mountains
The verdant peaks of Vermont visible to the north during the late cruise phase.
Massachusetts Bay
The rugged coastline and coastal towns north of Boston like Gloucester and Salem.
Harbor Islands
A view of the small islands and historic lighthouses scattered across Boston Harbor.
Opt for the left side on early morning flights to enjoy the sunrise over the Atlantic as you approach the coast. This side is better for viewing the northern Great Lakes and the dense forests of the Adirondacks. Keep an eye out for Toronto in the far distance if the path is northerly.
Get eSIMs for United States
Get eSIMs for United StatesDistance: 1,391 km (864 miles)
Approximate Flight Time: 1 hr 51 min
Departure: ORD (41.9786, -87.9048)
Arrival: BOS (42.36429977, -71.00520325)
Route Type: Domestic
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