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Flight deals from Chicago - Book cheap flights

Non-stop from Chicago to Calgary, Canada for only $181 roundtrip

Non-stop flights from Chicago to Calgary, Canada for only $181 roundtrip with United Airlines.

Cheap flights from Chicago to Guatemala City, Guatemala for only $201 roundtrip with United Airlines.

Summer flights from Chicago to Taipei, Taiwan for only $662 roundtrip with Cathay Pacific.

Non-stop, summer flights from Chicago to Mexico City, Mexico for only $270 roundtrip with Aeromexico.

Cheap flights from Chicago to Bogota, Colombia for only $312 roundtrip with Delta Air Lines.

Non-stop flights from Chicago to the Dominican Republic for only $250 roundtrip with United Airlines.

Cheap flights from US cities to Colombian cities from only $241 roundtrip with Copa Airlines.

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

April 9, 2025

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

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