Sit on the Right side of the plane for the best views on flights from West Palm Beach to Chicago. The right side wins overall because the Atlantic coastline departure from PBI is spectacular and sustained, offering clear views of the Florida Gold Coast all the way through climb-out. The Chicago landing view on the left is excellent but brief. For the cruise portion heading northwest over Georgia, Tennessee, and Indiana, neither side has a decisive advantage, but the right side tracks slightly closer to the Appalachian ridgelines visible in the distance over northern Georgia and Tennessee.

During takeoff from Palm Beach International (PBI), sit on the Right side for the best views. PBI's primary departure runway 10L/28R means northbound departures typically use runway 28R, heading west then turning north. The right side gives you the Atlantic coastline, Palm Beach island, Lake Worth Lagoon, and the dense coastal development stretching toward Boca Raton and Fort Lauderdale to the south. Notable sights include: Palm Beach island and Mar-a-Lago estate, Lake Worth Lagoon, Atlantic Ocean coastline, Port of Palm Beach.

When landing at Chicago Ohare International (ORD), sit on the Left side for the best views. ORD arrivals from the south typically use runways 10L/10R or 28L/28R depending on wind. Southbound approaches from the southeast put the left side over downtown Chicago, Lake Michigan's shoreline, Grant Park, and the full lakefront skyline before touchdown. The right side faces suburban sprawl with little of interest. Notable sights include: Chicago downtown skyline and Willis Tower, Lake Michigan shoreline, Grant Park and Museum Campus, Wrigley Field area in Lincoln Park.

The flight from Palm Beach International (PBI) to Chicago Ohare International (ORD) takes Approximately 2 hours 45 minutes to 3 hours.

The flight tracks northwest over central Florida's lake district, then crosses Georgia and the southern Appalachian foothills visible to the northeast. Over Tennessee and Kentucky the terrain flattens into the Interior Plains. Crossing Indiana, the flat agricultural grid of the Midwest dominates — large rectangular fields, river systems including the Wabash and Kankakee, and increasing suburban density as the flight descends toward Chicago.