Flight deals from Chicago - Book cheap flights

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Non-stop from US cities to Dublin, Ireland from only $358 roundtrip

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Sep 26, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Kona, Hawaii (& vice versa) for only $382 roundtrip

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Sep 16, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Madrid, Spain for only $376 roundtrip

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Sep 14, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Milan, Italy for only $376 roundtrip

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Sep 12, 2025 FLIGHT DETAILS & AIRLINE

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

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Sep 9, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Santa Cruz, Bolivia for only $446 roundtrip

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Sep 9, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Amman, Jordan for only $677 roundtrip

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Sep 9, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Edmonton, Canada for only $157 roundtrip

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Sep 7, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Manaus, Brazil for only $402 roundtrip

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Sep 4, 2025 FLIGHT DETAILS & AIRLINE