Sit on the Left side of the plane for the best views on flights from Chicago to New York. While takeoff favors the right side with Chicago's lakefront, the left side wins overall because the LGA approach delivers a dramatic, close-up pass of the Manhattan skyline and Hudson River, which is more visually striking than the departure view.

During takeoff from Chicago Ohare International (ORD), sit on the Right side for the best views. Departing ORD to the east, right-side passengers get a good look at Lake Michigan and Chicago's lakefront skyline including the Loop's skyscrapers as the plane banks toward New York. Left side mostly sees western suburbs and flat farmland. Notable sights include: Chicago Loop skyline, Lake Michigan shoreline, Navy Pier, O'Hare's surrounding suburban grid.

When landing at La Guardia (LGA), sit on the Left side for the best views. Approaching LGA from the west over New Jersey and the Hudson, left-side seats catch the Manhattan skyline and Hudson River before the final turn over the East River, while the right side faces Long Island Sound and Queens rooftops. Notable sights include: Manhattan skyline, Hudson River, East River, Citi Field and Queens waterfront.

The flight from Chicago Ohare International (ORD) to La Guardia (LGA) takes 2h 15m.

Flight path crosses northern Indiana, Ohio farmland, the Allegheny Plateau of Pennsylvania, and the Poconos region of northeastern Pennsylvania before descending into the New York metro area