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Cheapest one-way flights from Chicago (ORD) to San Juan (SJU), October

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Dates, airline, and price
Dates	Airline	Price
05 Oct	Frontier Airlines
19 Oct	Frontier Airlines
11 Oct	Frontier Airlines
20 Oct	Frontier Airlines
21 Oct	jetBlue
12 Oct	Frontier Airlines
19 Oct	United Direct Flight
18 Oct	United Direct Flight
17 Oct	United Direct Flight
05 Oct	United Direct Flight

deals for return flights from Chicago to San Juan in October.

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Updated Jul 22, 2026.

About these fares

These results come from our latest search across airlines for your currency. Prices change quickly and are not locked until you complete booking—always confirm the total and fare rules on the partner site.

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Cheapest one-way flights from Chicago (ORD) to San Juan (SJU), October

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