Flight deals from Chicago - Book cheap flights

Non-stop from Chicago to San Jose, Costa Rica for only $291 roundtrip

Non-stop flights from Chicago to San Jose, Costa Rica for only $291 roundtrip with American Airlines.

Cheap flights from Chicago to Managua, Nicaragua for only $234 roundtrip with United Airlines.

Non-stop flights from Fresno, California to Chicago for only $179 roundtrip with American Airlines. Also works in reverse.

Cheap flights from Chicago to Madrid or Barcelona, Spain from only $322 roundtrip with TAP Air Portugal.

Cheap flights from Chicago to Bangkok, Thailand for only $663 roundtrip with Korean Air.

Non-stop flights from US cities to Dublin, Ireland from only $358 roundtrip with Aer Lingus.

Cheap flights from Chicago to Kona, Hawaii for only $382 roundtrip with Delta Air Lines. Also works in reverse.

Cheap flights from Chicago to Madrid, Spain for only $376 roundtrip with TAP Air Portugal.

Cheap flights from Chicago to Milan, Italy for only $376 roundtrip with TAP Air Portugal.

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