Flight deals from Chicago - Book cheap flights

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.

July 24, 2022

Chicago to Hurghada, Egypt for only $637 roundtrip (Oct-Mar dates)

Cheap flights from Chicago to Hurghada, Egypt for only $637 roundtrip with Swiss International Air Lines.

July 21, 2022

Chicago to the Maldives for only $705 roundtrip (Oct-Dec dates)

Cheap flights from Chicago to the Maldives for only $705 roundtrip with Swiss International Air Lines and Austrian Airlines.

June 20, 2022

Chicago to Guyana for only $387 roundtrip (Feb-Mar dates)

Cheap flights from Chicago to Guyana for only $387 roundtrip with American Airlines.

June 20, 2022

US cities to Delhi or Mumbai, India from only $607 roundtrip (Mar-May dates)

Cheap flights from US cities to Delhi or Mumbai, India from only $607 roundtrip with United Airlines.

June 14, 2022

Denver or Chicago to Cancun, Mexico from only $240 roundtrip (Aug-Oct dates)

Cheap flights from Denver or Chicago to Cancun, Mexico from only $240 roundtrip with Aeromexico.

May 31, 2022

Chicago to Malta for only $388 roundtrip (Nov-Dec dates)

Cheap flights from Chicago to Malta for only $388 roundtrip.

May 26, 2022

Chicago to Rabat, Morocco for only $487 roundtrip (Jan-Mar dates)

Cheap flights from Chicago to Rabat, Morocco for only $487 roundtrip with TAP Air Portugal.