New York to Portland is 269 miles (433 km), a flight of about 1 hour 5 minutes.
The right side wins by combining a strong Manhattan skyline view on departure with genuine coastal and island scenery on arrival into Portland, while the left side offers mostly featureless inland New England terrain for the whole flight.
Flight Path
Long Island Sound, Rhode Island and Massachusetts coastline, Cape Cod Bay, southern Maine coast
Great circle distance and headings ›Phase by phase

Takeoff from LGA
RIGHTDeparting LGA on runway 22 toward the northeast, the right side offers a view back over the Manhattan skyline and the East River as the aircraft banks, followed by Long Island Sound opening up ahead. The left side just shows the flat Queens/Bronx sprawl with little distinction.
Landing at PWM
RIGHTOn approach into PWM from the south, the right side reveals the rocky Maine coastline and Casco Bay's scattered islands just before touchdown, a distinctive and scenic feature unique to this airport. The left side only shows inland forest and small towns.
Landmarks on this routeAll landmarks →
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About This Route
Which side of the plane should I sit on flying from La Guardia (LGA) to Portland International Jetport (PWM)?
Sit on the Right side of the plane for the best views on flights from New York to Portland. The right side wins by combining a strong Manhattan skyline view on departure with genuine coastal and island scenery on arrival into Portland, while the left side offers mostly featureless inland New England terrain for the whole flight.
What can I see during takeoff from La Guardia in New York?
During takeoff from La Guardia (LGA), sit on the Right side for the best views. Departing LGA on runway 22 toward the northeast, the right side offers a view back over the Manhattan skyline and the East River as the aircraft banks, followed by Long Island Sound opening up ahead. The left side just shows the flat Queens/Bronx sprawl with little distinction. Notable sights include: Manhattan skyline, East River, Long Island Sound, Throgs Neck Bridge.
What can I see when landing at Portland International Jetport in Portland?
When landing at Portland International Jetport (PWM), sit on the Right side for the best views. On approach into PWM from the south, the right side reveals the rocky Maine coastline and Casco Bay's scattered islands just before touchdown, a distinctive and scenic feature unique to this airport. The left side only shows inland forest and small towns. Notable sights include: Casco Bay islands, Portland Harbor, Maine coastline, Cape Elizabeth.
How long is the flight from New York to Portland?
The flight from La Guardia (LGA) to Portland International Jetport (PWM) takes about 1 hour 5 minutes. The shortest flight path between them is 269 miles (433 km); winds and air traffic control usually add a few percent.
What does the New York to Portland flight path pass over?
Long Island Sound, Rhode Island and Massachusetts coastline, Cape Cod Bay, southern Maine coast