Loading map...
ORD → ART
Which side of the plane to sit from Chicago O'Hare International Airport (Chicago) to Watertown International Airport (Watertown)?
Left Side of the Plane
The left side of the aircraft is superior for this route, providing a majestic view of the Chicago coastline upon departure and the world-renowned Thousand Islands archipelago during the descent into Watertown.
Chicago North Shore
Bird's-eye views of the prestigious lakefront suburbs, Evanston, and the Northwestern University campus shortly after takeoff.
Lake Michigan Traverse
A massive expanse of deep blue water, often dotted with cargo ships and recreational sailboats heading toward the Michigan coast.
Greater Toronto Area
On a clear day, the distant skyline of Toronto, including the CN Tower, may be visible across Lake Ontario to the north.
Thousand Islands
The highlight of the trip, offering a stunning mosaic of islands scattered across the St. Lawrence River near the New York-Canada border.
Boldt Castle
During the final approach, look closely for the historic Rhineland-style castle situated on Heart Island in the middle of the river.
Book a window seat on the left (A) for the most iconic views. Morning flights are ideal as the sun will be behind you, illuminating the Thousand Islands without glare. During the winter, this side offers incredible views of the ice formations and 'lake effect' snow patterns along the shoreline.
Chicago Loop
Unparalleled views of the Willis Tower, Millennium Park, and the dense skyscraper cluster if the flight departs toward the east.
Michigan Peninsula
A scenic crossing over the heart of Michigan, showcasing dense forest canopies and the urban centers of Grand Rapids and Lansing.
Ontario Farmlands
The geometric precision of the southern Ontario agricultural belt, featuring colorful crop rotations and rural homesteads.
Tug Hill Plateau
View the rugged, elevated terrain south of Watertown, famous for being one of the snowiest regions in the eastern United States.
The right side (F) is the best choice if you want to see the downtown Chicago skyline immediately after departure. It also offers warmer lighting during late afternoon flights as the sun sets to the west, casting long shadows over the Michigan and Ontario landscapes.
Distance: 991 km (616 miles)
Approximate Flight Time: 1 hr 39 min
Departure: ORD (41.9786, -87.9048)
Arrival: ART (43.99190139770508, -76.02169799804688)
Route Type: Domestic
Thank you for booking your travels through our travel partners. The commissions from your bookings keep this site running.