Flight deals from Chicago - Book cheap flights

Non-stop from Chicago to Vancouver, Canada for only $124 roundtrip

Non-stop flights from Chicago to Vancouver, Canada for only $124 roundtrip with United Airlines.

Cheap flights from US cities to Casablanca, Morocco from only $569 roundtrip with Air Canada and United Airlines.

Cheap flights from US cities to Italian cities from only $314 roundtrip with TAP Air Portugal.

Cheap flights from Chicago to Prague, Czech Republic for only $361 roundtrip with Scandinavian Airlines.

Christmas flights from Chicago to Warsaw, Poland for only $361 roundtrip with Scandinavian Airlines.

Cheap flights from Chicago to Jakarta, Indonesia for only $613 roundtrip with Cathay Pacific.

Cheap flights from Chicago to Taipei, Taiwan for only $659 roundtrip with Cathay Pacific.

Cheap flights from Chicago to Auckland, New Zealand for only $736 roundtrip with Air Canada.

July 10, 2025

Cheap flights from US cities to Madrid, Spain from only $273 roundtrip with TAP Air Portugal.

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