Sit on the Right side of the plane for the best views on flights from Tulsa to Chicago. The right side offers the more dramatic payoff: while the left side has a decent Tulsa departure view, the right side delivers the iconic Chicago lakefront approach with Lake Michigan and the Loop skyline, which is one of the better urban arrival views in American aviation.

During takeoff from Tulsa International (TUL), sit on the Left side for the best views. Departing Tulsa typically uses runways oriented northeast, so a left/north-facing seat gives you a view back over downtown Tulsa and the Arkansas River as you climb out. The river's distinctive bend through the city is clearly visible from low altitude. Notable sights include: Downtown Tulsa skyline, Arkansas River bend, Keystone Lake to the west, the green grid of Tulsa's residential sprawl.

When landing at Chicago Ohare International (ORD), sit on the Right side for the best views. Approaching O'Hare from the south on common runway headings (28L/R or 10L/R), a right/north-facing seat gives you a clear view of Lake Michigan's southern shoreline and the Chicago lakefront skyline. The downtown Loop and lakefront parks are unmistakable from 10,000 feet on descent. Notable sights include: Lake Michigan southern shoreline, Chicago Loop skyline, Grant Park and Museum Campus, the dense urban grid of Chicago's North Side.

The flight from Tulsa International (TUL) to Chicago Ohare International (ORD) takes Approximately 1 hour 30 minutes.

The flight tracks northeast across Missouri, passing over the Ozark Plateau's rolling forested hills in southern Missouri, then flattening into the intensively farmed Illinois plains — a vast checkerboard of corn and soybean fields visible for most of the cruise. The Missouri and Illinois Rivers are crossable depending on exact routing. Springfield, Illinois may be visible below on the right side before descent into Chicago.