Flight deals from Chicago - Book cheap flights

MONTHS

Non-stop from Chicago to Cancun, Mexico for only $281 roundtrip

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Jan 12, 2026 FLIGHT DETAILS & AIRLINE

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Non-stop from Chicago to Seattle (& vice versa) for only $133 roundtrip

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Jan 6, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Oslo, Norway for only $377 roundtrip

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Jan 4, 2026 FLIGHT DETAILS & AIRLINE

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Non-stop from US cities to Toronto, Canada from only $179 roundtrip

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Dec 16, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Paris, France for only $360 roundtrip

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Dec 4, 2025 FLIGHT DETAILS & AIRLINE

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Non-stop from 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