Flight deals from Chicago - Book cheap flights

September 28, 2022

US cities to the Maldives from only $591 roundtrip (Oct-May dates)

Cheap flights from US cities to the Maldives from only $591 roundtrip with Qatar Airways.

September 27, 2022

Chicago to Porto, Portugal for only $341 roundtrip (Feb-Mar dates)

Cheap flights from Chicago to Porto, Portugal for only $341 roundtrip with TAP Air Portugal.

September 9, 2022

Non-stop from Chicago or Austin to Cancun, Mexico from only $228 roundtrip (Sep-Mar dates)

Non-stop flights from Chicago or Austin to Cancun, Mexico from only $228 roundtrip with American Airlines.

August 26, 2022

🔥 Chicago to Cancun, Mexico for only $168 roundtrip (Sep-Feb dates)

Cheap flights from Chicago to Cancun, Mexico for only $168 roundtrip with Delta Air Lines and Aeromexico.

August 15, 2022

Chicago to Paramaribo, Suriname for only $369 roundtrip (Sep-Nov dates)

Cheap flights from Chicago to Paramaribo, Suriname for only $369 roundtrip with American Airlines.

August 8, 2022

Chicago or Washington DC to Barcelona, Spain from only $379 roundtrip (Nov-May dates)

Cheap flights from Chicago or Washington DC to Barcelona, Spain from only $379 roundtrip with TAP Air Portugal.

August 4, 2022

Chicago or Washington DC to Bogota, Colombia for only $260 roundtrip (Sep-Oct dates)

Cheap flights from Chicago or Washington DC to Bogota, Colombia for only $260 roundtrip with Delta Air Lines.

August 3, 2022

Dallas or Chicago to Cancun, Mexico from only $227 roundtrip (Aug-Nov dates)

Cheap flights from Dallas or Chicago to Cancun, Mexico from only $227 roundtrip with American Airlines.

July 29, 2022

Chicago to Sharm el Sheikh, Egypt for only $651 roundtrip (Oct-Dec dates)

Cheap flights from Chicago to Sharm el Sheikh, Egypt for only $651 roundtrip with United Airlines.