Flight deals from Chicago - Book cheap flights

April 11, 2025

Chicago to Beirut, Lebanon for only $593 roundtrip

Cheap flights from Chicago to Beirut, Lebanon for only $593 roundtrip with Scandinavian Airlines.

April 9, 2025

Chicago to Marrakesh, Morocco for only $573 roundtrip

Cheap flights from Chicago to Marrakesh, Morocco for only $573 roundtrip with Iberia.

April 8, 2025

Non-stop from Chicago to Pittsburgh (& vice versa) for only $97 roundtrip

Non-stop flights from Chicago to Pittsburgh for only $97 roundtrip with United Airlines. Also works in reverse.

April 8, 2025

Chicago to Lima, Peru for only $310 roundtrip

Cheap flights from Chicago to Lima, Peru for only $310 roundtrip with Avianca.

March 25, 2025

Chicago to Brussels, Belgium for only $384 roundtrip

Cheap flights from Chicago to Brussels, Belgium for only $384 roundtrip with Scandinavian Airlines.

March 6, 2025

Chicago to Istanbul, Turkey for only $495 roundtrip

Cheap flights from Chicago to Istanbul, Turkey for only $495 roundtrip.

March 2, 2025

Non-stop from Chicago to Detroit (& vice versa) for only $97 roundtrip

Non-stop flights from Chicago to Detroit for only $97 roundtrip with United Airlines. Also works in reverse.

February 27, 2025

Non-stop from Chicago to Sacramento, California (& vice versa) for only $177 roundtrip

Non-stop flights from Chicago to Sacramento, California for only $177 roundtrip with United Airlines. Also works in reverse.

February 25, 2025

US cities to Brisbane, Australia from only $676 roundtrip

Cheap flights from US cities to Brisbane, Australia from only $676 roundtrip with American Airlines and Qantas.