Flight deals from Chicago - Book cheap flights

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Chicago to Jakarta, Indonesia for only $613 roundtrip

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Aug 11, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Taipei, Taiwan for only $659 roundtrip

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Aug 7, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Auckland, New Zealand for only $736 roundtrip

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Aug 4, 2025 FLIGHT DETAILS & AIRLINE

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US cities to Madrid, Spain from only $273 roundtrip

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Jul 10, 2025 FLIGHT DETAILS & AIRLINE

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US cities to Spanish cities from only $328 roundtrip

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Jul 9, 2025 FLIGHT DETAILS & AIRLINE

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US cities to Rome or Milan, Italy from only $314 roundtrip

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Jul 8, 2025 FLIGHT DETAILS & AIRLINE

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SUMMER: Chicago to Tulum, Mexico for only $282 roundtrip

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Jul 6, 2025 FLIGHT DETAILS & AIRLINE

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Chicago to Zurich, Switzerland for only $374 roundtrip

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Jul 4, 2025 FLIGHT DETAILS & AIRLINE

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🔥 SUMMER: Non-stop from Chicago to Guatemala City, Guatemala for only $78 one-way

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Jun 25, 2025 FLIGHT DETAILS & AIRLINE