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ORD destination photo
PWM destination photo

ORDPWM

Our Recommendation
8.7

Right Side of the Plane

The right side offers an unbeatable combination of the Chicago skyline at departure and the iconic rocky coastline and lighthouses of Maine upon the descent into Portland.

Right Side Highlights
8.7
🌆

Chicago Skyline

Depending on takeoff direction, witness the Willis Tower and Lake Shore Drive shrinking into the distance.

🍷

The Finger Lakes

Spot the distinct, long glacial lakes of New York stretching like fingers across the landscape below.

🏙️

Hudson Valley

Views of the winding Hudson River and the rolling Catskill Mountains to the south during the mid-flight cruise.

⚓

Casco Bay

As the plane turns for its final approach, see the 'Calendar Islands' and the jagged Atlantic coastline.

💡

Maine Lighthouses

On the descent, look for the Portland Head Light and other historic beacons guarding the rocky shores.

The right side is essential for the iconic 'Maine' experience. For the best chance at the Chicago skyline, sit on the right (Seat K or F) when departing to the east. During the descent into PWM, the right side typically provides the best view of the Atlantic ocean meeting the rocky Maine coast.

Left Side Highlights
8.2
🌊

Lake Michigan Crossings

Expansive views of the deep blue water and the sandy shoreline of the Michigan 'Mitten' early in the flight.

🍁

Adirondack Park

Fly over the massive protected wilderness of Upstate New York, featuring high peaks and hidden alpine lakes.

🏔️

The White Mountains

Aerial perspective of New Hampshire's presidential range, including the prominent summit of Mount Washington.

🌲

New England Forests

A continuous carpet of dense forest that transforms into a vibrant tapestry of colors during the autumn season.

Choose the left side for morning flights to avoid direct glare from the sun. This side is superior for mountain enthusiasts, offering the best views of the rugged White Mountains. If flying in October, the foliage views on this side are spectacular as you traverse Vermont and New Hampshire.

Top Activities in Portland
Route Information

Distance: 1,444 km (897 miles)

Approximate Flight Time: 1 hr 56 min

Departure: ORD (41.9786, -87.9048)

Arrival: PWM (43.64619827, -70.30930328)

Route Type: Domestic

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