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

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Dates, airline, and price
Dates	Airline	Price
08 Sep	Frontier Airlines Direct Flight
04 Sep	Frontier Airlines Direct Flight
11 Sep	Frontier Airlines
10 Sep	Frontier Airlines
21 Sep	Frontier Airlines
03 Sep	Frontier Airlines
17 Sep	Frontier Airlines
28 Sep	United Direct Flight
29 Sep	United Direct Flight
30 Sep	United Direct Flight

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

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Updated Jul 21, 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), September

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