The left side wins overall because the Rocky Mountain views during departure from Calgary are more visually dramatic and distinctive than anything visible on the right side, even though the right side offers a nicer harbor view on arrival into Boston. The bulk of the cruise phase over the Canadian prairies and Great Lakes region is fairly flat and unremarkable on either side.
Flown YYC to BOS? Did we get it right?
Flight Path
Calgary to Boston is 2,091 miles (3,365 km), a flight of about 3 hours 55 minutes.
Southern Saskatchewan and Manitoba prairies, northern shore of Lake Superior, Georgian Bay region of Ontario
Great circle distance and headings ›Phase by phase

Takeoff from YYC
LEFTDeparting YYC northbound before turning east, the Rocky Mountain front range is clearly visible to the west, which sits on the left side of the aircraft. This is the most dramatic terrain on the entire route and only lasts a few minutes before the plane turns east over flat prairie.

Landing at BOS
RIGHTOn approach into Boston from the west, arrivals descending toward runway 04R pass south of the city core, giving right-side passengers a view of Boston Harbor, the Financial District skyline, and the Atlantic coastline just before touchdown. Left-side passengers mostly see suburban Massachusetts terrain.
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About This Route
Which side of the plane should I sit on flying from Calgary International (YYC) to General Edward Lawrence Logan International (BOS)?
Sit on the Left side of the plane for the best views on flights from Calgary to Boston. The left side wins overall because the Rocky Mountain views during departure from Calgary are more visually dramatic and distinctive than anything visible on the right side, even though the right side offers a nicer harbor view on arrival into Boston. The bulk of the cruise phase over the Canadian prairies and Great Lakes region is fairly flat and unremarkable on either side.
What can I see during takeoff from Calgary International in Calgary?
During takeoff from Calgary International (YYC), sit on the Left side for the best views. Departing YYC northbound before turning east, the Rocky Mountain front range is clearly visible to the west, which sits on the left side of the aircraft. This is the most dramatic terrain on the entire route and only lasts a few minutes before the plane turns east over flat prairie. Notable sights include: Canadian Rocky Mountain front range, Bow River valley, foothills west of Calgary.
What can I see when landing at General Edward Lawrence Logan International in Boston?
When landing at General Edward Lawrence Logan International (BOS), sit on the Right side for the best views. On approach into Boston from the west, arrivals descending toward runway 04R pass south of the city core, giving right-side passengers a view of Boston Harbor, the Financial District skyline, and the Atlantic coastline just before touchdown. Left-side passengers mostly see suburban Massachusetts terrain. Notable sights include: Boston Harbor, Boston Financial District skyline, Logan Airport peninsula, Atlantic coastline.
How long is the flight from Calgary to Boston?
The flight from Calgary International (YYC) to General Edward Lawrence Logan International (BOS) takes about 3 hours 55 minutes. The shortest flight path between them is 2,091 miles (3,365 km); winds and air traffic control usually add a few percent.
What does the Calgary to Boston flight path pass over?
Southern Saskatchewan and Manitoba prairies, northern shore of Lake Superior, Georgian Bay region of Ontario