Sit on the Left side of the plane for the best views on flights from Chicago to Miami. The left side delivers the dramatic Chicago lakefront departure, and through the cruise phase tracks the western side of the route over Kentucky, Tennessee, and Georgia — offering views of the Appalachian foothills in the distance. The right side wins on landing, but the takeoff view from the left is the more spectacular single moment of the flight.

During takeoff from Chicago Ohare International (ORD), sit on the Left side for the best views. ORD departures heading southeast (runways 10L/10R or 9L/9R) put the Chicago skyline and Lake Michigan on the left side. You get a clear view of the downtown Loop, Grant Park, and the lakefront as the aircraft banks south. Notable sights include: Chicago Loop skyline, Lake Michigan shoreline, Grant Park and Museum Campus, Millennium Park area.

When landing at Miami International (MIA), sit on the Right side for the best views. MIA arrivals typically come in from the north or northeast on runway 08R/09, meaning the aircraft tracks over Biscayne Bay and approaches from the east. The right side gives you views of Miami Beach, the barrier islands, and the turquoise waters of Biscayne Bay on final approach. Notable sights include: Miami Beach barrier island, Biscayne Bay, Port of Miami and downtown Miami skyline, Virginia Key.

The flight from Chicago Ohare International (ORD) to Miami International (MIA) takes Approximately 2 hours 45 minutes to 3 hours 10 minutes.

The flight tracks roughly southeast over Indiana, Kentucky, Tennessee, and Georgia before entering Florida. Notable features include the Ohio River crossing near Louisville, the Cumberland Plateau and Tennessee River valley visible as rolling ridgelines from altitude, the Atlanta metro area as a sprawling urban grid, and then the flat coastal plain of Georgia and northern Florida. The Okefenokee Swamp region appears as dark, irregular wetland patterns in southern Georgia. Florida's interior is flat agricultural land and lakes, with Lake Okeechobee — one of the largest lakes in the US — visible as a large circular body of water roughly 100 miles north of Miami.