Sit on the Right side of the plane for the best views on flights from Chicago to Naples. While the left side wins at takeoff with the Chicago skyline, the right side delivers the superior experience overall. The Naples approach on the right gives you Vesuvius, the Bay of Naples, and the Sorrentine Peninsula simultaneously — a genuinely rare and spectacular arrival view that outweighs the Chicago departure. Over the Atlantic and Alps the right side also faces generally south, offering better light and occasional Alpine views.

During takeoff from Chicago Ohare International (ORD), sit on the Left side for the best views. O'Hare's most common departure heading on runways 10L/10R sends the aircraft eastward, putting the Chicago skyline and Lake Michigan on the left (north) side. You get a clear view of the downtown Loop, Grant Park, and the lakefront stretching north toward Evanston. Notable sights include: Chicago Loop skyline, Lake Michigan shoreline, Navy Pier, Grant Park and Museum Campus.

When landing at Capodichino (NAP), sit on the Right side for the best views. Naples Capodichino typically receives aircraft from the northwest on runway 24, meaning the final approach tracks over the northern outskirts of Naples with the right side facing south toward the Bay of Naples, Vesuvius, and the Sorrentine Peninsula. This is one of the most dramatic approach views in Europe. Notable sights include: Mount Vesuvius, Bay of Naples, Sorrentine Peninsula, Naples city center and harbor.

The flight from Chicago Ohare International (ORD) to Capodichino (NAP) takes Approximately 9 to 10 hours.

The flight tracks northeast over the Great Lakes, then crosses the North Atlantic near Newfoundland and the southern tip of Greenland. Over Europe it passes across southern England or northern France, then the Alps — where the Swiss and Italian Alps are visible as a broad white mountain barrier — before descending over the Po Valley in northern Italy and then south along the Apennine spine toward Naples.