Sit on the Right side of the plane for the best views on flights from Chicago to Sao Paulo. While left offers the Lake Michigan departure scenery, right seats capture the more dramatic and geographically distinctive landing approach over the Serra da Cantareira and São Paulo's urban topography. The landing views are more visually compelling and unique to this route.

During takeoff from Chicago Ohare International (ORD), sit on the Left side for the best views. Left seats offer views of Lake Michigan immediately after departure, with the Chicago shoreline and downtown skyline visible during initial climb. Right seats face inland toward the flat Illinois plains with minimal visual interest. Notable sights include: Lake Michigan, Chicago downtown skyline, Indiana shoreline to the southeast.

When landing at Congonhas (CGH), sit on the Right side for the best views. Right seats provide views of the Serra da Cantareira mountains and the northern São Paulo urban sprawl during descent into Congonhas. Left seats face the southern suburbs with less dramatic topography. The approach path from the north gives right-side passengers the best vantage of the city's geography. Notable sights include: Serra da Cantareira mountain range, São Paulo metropolitan sprawl, Pinheiros River valley.

The flight from Chicago Ohare International (ORD) to Congonhas (CGH) takes 9h 15m.

The flight path crosses the Gulf of Mexico, the Yucatan Peninsula, and the Caribbean before reaching Central America and descending into northern South America. Over the Gulf, passengers may see the Yucatan's distinctive flat limestone platform and cenote-dotted terrain. The Caribbean crossing offers open ocean views. As the flight approaches South America, the Andes Mountains become visible on the western horizon during the final approach phase, though they remain distant. The Amazon Basin's river systems and forest canopy dominate the view over Brazil before descent into São Paulo's coastal plateau region.