Sit on the Right side of the plane for the best views on flights from Chicago to Newark. The right side delivers the Chicago skyline and Lake Michigan on departure, and while it misses the Manhattan view on approach, the Chicago departure is one of the most spectacular urban views in US aviation. The left side wins landing but the right side's departure spectacle edges it overall, especially since the flight tracks roughly along the southern Great Lakes corridor where right-side passengers also see Lake Erie in the distance.

During takeoff from Chicago Ohare International (ORD), sit on the Right side for the best views. ORD departures heading east typically use runways 10R/10L, putting the right side facing south toward downtown Chicago. You get a clear view of the Chicago skyline, Lake Michigan's shoreline, and the lakefront parks as the aircraft climbs out over the western suburbs. Notable sights include: Chicago downtown skyline (Willis Tower, John Hancock), Lake Michigan shoreline, Grant Park and Museum Campus, Chicago River grid.

When landing at Newark Liberty International (EWR), sit on the Left side for the best views. EWR arrivals from the west typically approach on runway 22L/22R heading southwest, or more commonly land on runway 04R heading northeast. On the standard approach from the west heading northeast, the left side faces northwest toward Manhattan, giving a direct view of the New York City skyline, the Hudson River, and Upper New York Bay. Notable sights include: Manhattan skyline, Hudson River, Upper New York Bay, Newark Bay.

The flight from Chicago Ohare International (ORD) to Newark Liberty International (EWR) takes Approximately 2 hours to 2 hours 20 minutes.

The flight tracks east-northeast across northern Indiana and Ohio, passing near Toledo and Cleveland. Lake Erie becomes visible to the right side (north) roughly 45-60 minutes into the flight as a large dark expanse on the horizon. The Allegheny Plateau and the rolling terrain of western Pennsylvania appear below as the aircraft begins its descent, with the Appalachian ridgelines of the Ridge and Valley province visible as parallel forested folds before the aircraft descends into the New York metro area.