Flight deals from Chicago - Book cheap flights

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US cities to Dubai, UAE from only $615 roundtrip

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Feb 20, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Maputo, Mozambique for only $596 roundtrip

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Feb 18, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Tampa, Florida (& vice versa) for only $157 roundtrip

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Feb 16, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Nashville (& vice versa) for only $115 roundtrip

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Feb 15, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Philadelphia (& vice versa) for only $103 roundtrip

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Feb 15, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Colombo, Sri Lanka for only $657 roundtrip

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Feb 3, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Sao Paulo, Brazil for only $440 roundtrip

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Jan 31, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Gothenburg, Sweden for only $360 roundtrip

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Jan 28, 2026 FLIGHT DETAILS & AIRLINE

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Chicago to Cancun, Mexico for only $290 roundtrip

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Jan 27, 2026 FLIGHT DETAILS & AIRLINE