Sit on the Left side of the plane for the best views on flights from Chicago to Liberia. While the takeoff offers Lake Michigan views on the right, the landing approach provides more dramatic and extended scenic value with the Gulf of Papagayo, Nicoya Peninsula, and Costa Rican highlands. Left-side seats capture the most visually distinctive portion of the flight path.

During takeoff from Chicago Midway International (MDW), sit on the Right side for the best views. Right-side seats offer views of Lake Michigan and the Chicago shoreline during the initial climb-out. Midway's runway orientation (typically 4L/22R or 4R/22L) means westbound departures to Costa Rica will bank south and east initially, giving right-side passengers a clear view of the lake's eastern shore and downtown Chicago's skyline before the aircraft turns toward the Gulf of Mexico. Notable sights include: Lake Michigan (immediate eastern view), Chicago downtown skyline and Willis Tower (south-southeast), Indiana Dunes along the southern lake shore (distant southeast), Des Plaines River valley (west, visible as green corridor).

When landing at Daniel Oduber Quiros International (LIR), sit on the Left side for the best views. Left-side seats provide views of Costa Rica's Pacific coastline and the Guanacaste Province landscape during descent into Liberia. The typical approach from the north means left-side passengers will see the Gulf of Papagayo, the Nicoya Peninsula, and the volcanic highlands of northwestern Costa Rica as the aircraft descends toward the runway. Notable sights include: Gulf of Papagayo (turquoise waters, northern approach), Nicoya Peninsula (forested landmass extending into the Pacific), Guanacaste volcanic highlands and ridgelines (inland, south-southwest), Lake Arenal (visible on clear days, far inland to the southeast).

The flight from Chicago Midway International (MDW) to Daniel Oduber Quiros International (LIR) takes Approximately 4 hours 45 minutes to 5 hours 15 minutes.

The flight path crosses the Gulf of Mexico, passing over the Yucatan Peninsula's northern coast (visible on clear days), then continues south over the Caribbean Sea toward Central America. The Yucatan's limestone platform and cenote-dotted terrain are occasionally visible during the Gulf crossing. As the aircraft approaches Costa Rica, the Caribbean coast and the volcanic spine of Central America become visible, with the Cordillera de Guanacaste mountains marking the final approach zone.