Loading map...
STT → ORD
Which side of the plane to sit from Cyril E. King Airport (St. Thomas) to Chicago O'Hare International Airport (Chicago)?
Right Side of the Plane
The right side offers an exceptional departure view of the British Virgin Islands and a prime perspective of the Chicago skyline and Lake Michigan during the approach into O'Hare.
St. John & BVI
Spectacular views of Trunk Bay, the Sir Francis Drake Channel, and the lush islands of the British Virgin Islands.
Bahamian Reefs
Vivid turquoise waters and intricate coral formations around the Abaco Islands and the Grand Bahama Bank.
The Outer Banks
If the flight path follows the Atlantic coast, look for the thin, sandy ribbons of the North Carolina barrier islands.
Chicago Skyline
Unmatched views of the Willis Tower, the Loop, and the lakefront during the standard 'downwind' leg of the ORD arrival.
Lake Michigan
The vast blue expanse of the lake, often dotted with cargo ships and sailboats near the Chicago shoreline.
The right side is highly recommended for the 'Chicago Arrival.' Most ORD approaches involve a turn over Lake Michigan; the right side offers the iconic 'skyline shot.' Keep your camera ready shortly after takeoff from STT for the best island photography before reaching cruising altitude.
West St. Thomas
Aerial views of the airport, Lindbergh Bay, and the rugged western coastline of the island immediately after takeoff.
Puerto Rico Coastline
Views of the northern shores of Puerto Rico, including the San Juan metro area, depending on the specific flight corridor.
Florida Peninsula
A cross-sectional view of the Florida Everglades and the developed Gold Coast if the route tracks over the mainland.
Appalachian Mountains
The rolling, forested ridges of the Great Smoky Mountains as the plane heads north through the interior US.
Midwestern Heartland
The expansive geometric patterns of Indiana and Illinois farmland during the descent toward Chicago.
For the best lighting over the Caribbean, choose a morning flight to avoid the direct glare of the afternoon sun. On approach to Chicago from the south, this side provides a great view of the sprawling suburban landscape and the O'Hare airfield layout.
Distance: 3,408 km (2,118 miles)
Approximate Flight Time: 4 hrs 1 min
Departure: STT (18.337299346923828, -64.97339630126953)
Arrival: ORD (41.9786, -87.9048)
Route Type: International
Thank you for booking your travels through our travel partners. The commissions from your bookings keep this site running.