Flight deals from Chicago - Book cheap flights

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Chicago to Gdansk, Poland for only $412 roundtrip

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Sep 17, 2026 FLIGHT DETAILS & AIRLINE

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Non-stop from Chicago to Las Vegas (& vice versa) for only $209 roundtrip

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Sep 15, 2026 FLIGHT DETAILS & AIRLINE

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Non-stop from Chicago to Cairo, Egypt for only $622 roundtrip

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Sep 14, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Bogota, Colombia for only $335 roundtrip

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Sep 13, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Cartagena, Colombia for only $385 roundtrip

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Sep 8, 2026 FLIGHT DETAILS & AIRLINE

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US cities to European cities from only $353 roundtrip

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Sep 8, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Ponce, Puerto Rico for only $295 roundtrip

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Sep 4, 2026 FLIGHT DETAILS & AIRLINE

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Non-stop from Chicago to San Juan, Puerto Rico for only $217 roundtrip

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Sep 4, 2026 FLIGHT DETAILS & AIRLINE

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Non-stop from Chicago to Seattle (& vice versa) for only $197 roundtrip

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Sep 4, 2026 FLIGHT DETAILS & AIRLINE