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YYZ → ORD
Which side of the plane to sit from Lester B. Pearson International Airport (Toronto) to Chicago O'Hare International Airport (Chicago)?
Left Side of the Plane
The left side offers a superior visual experience, primarily due to the spectacular approach into Chicago. As the plane descends over Lake Michigan towards O'Hare, passengers on the left side are often treated to a panoramic view of the iconic Chicago skyline, including the Willis Tower and the lakefront, which is one of the most scenic urban approaches in North America.
Toronto Skyline
Immediately after departure, you get a view of the CN Tower and the dense downtown core of Toronto as the plane banks west.
Lake Ontario Coastline
Follow the 'Golden Horseshoe' shoreline through Mississauga, Oakville, and Burlington toward the western tip of the lake.
Detroit-Windsor Border
On clear days, you can spot the Ambassador Bridge and the urban sprawl of Detroit and Windsor to the south.
The Chicago Loop
The absolute highlight; a clear view of the Willis Tower, Hancock Building, and the architectural cluster of downtown Chicago.
Soldier Field & Navy Pier
Iconic Chicago landmarks visible during the standard approach pattern over the lakefront.
For the best experience, book an evening flight to see the 'Windy City' illuminated against the dark waters of Lake Michigan. During takeoff from YYZ, sit behind the wing to avoid engine obstruction of the Toronto skyline. On arrival at ORD, the descent usually involves a turn over the lake, making the left side the 'money seat' for photographers.
Pearson Airport Infrastructure
A comprehensive birds-eye view of Canada's busiest airport complex and the surrounding logistics hubs.
Lake Huron & Georgian Bay
Distant views of the turquoise waters near the Bruce Peninsula depending on the specific flight corridor.
Michigan Woodlands
Dense forest cover and rural landscapes of central Michigan as you transition between the Great Lakes.
Lake Michigan Shoreline
The sandy dunes and coastal towns of western Michigan just before the over-water transit begins.
Chicago North Shore
The affluent residential suburbs of Evanston and Wilmette, featuring the distinctive Baha'i House of Worship.
The right side is best for those who enjoy geographic transitions and rural landscapes. In winter, this side offers great views of ice formations on Lake Michigan. If the flight lands from the west (less common but possible), the right side will instead be the side that sees the airport runways first.
Distance: 700 km (435 miles)
Approximate Flight Time: 1 hr 10 min
Departure: YYZ (43.6772003174, -79.63059997559999)
Arrival: ORD (41.9786, -87.9048)
Route Type: International
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