Flight deals from Chicago - Book cheap flights

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🔥 Chicago to San Juan, Puerto Rico for only $191 roundtrip

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Oct 7, 2026 FLIGHT DETAILS & AIRLINE

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😲 CRAZY HOT 😲 the USA to Mexican cities for only $36 one-way

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Sep 24, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Cairo, Egypt for only $635 roundtrip

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Sep 22, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Calgary, Canada for only $239 roundtrip

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Sep 20, 2026 FLIGHT DETAILS & AIRLINE

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US cities to Mexican cities from only $55 one-way

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Sep 18, 2026 FLIGHT DETAILS & AIRLINE

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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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Chicago to Las Vegas (& vice versa) for only $209 roundtrip

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Sep 15, 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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US cities to European cities from only $353 roundtrip

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Sep 8, 2026 FLIGHT DETAILS & AIRLINE