Flight deals from Chicago - Book cheap flights

MONTHS

Chicago to Paris, France for only $360 roundtrip

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Dec 4, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Miami (& vice versa) for only $91 roundtrip

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Dec 4, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Helsinki, Finland for only $364 roundtrip

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Dec 3, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Copenhagen, Denmark for only $385 roundtrip

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Nov 27, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Tallinn, Estonia for only $375 roundtrip

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Nov 26, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Toronto, Canada for only $167 roundtrip

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Nov 24, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Cali, Colombia for only $283 roundtrip

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Nov 21, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Reykjavik, Iceland for only $375 roundtrip

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Nov 1, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Sydney, Australia for only $770 roundtrip

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Oct 31, 2025 FLIGHT DETAILS & AIRLINE