Cheapest return flights from Chicago (ORD) to San Juan (SJU), September

Select a price to book. see full year.

Dates, airline, and price
Dates Airline Price
01 Sep 02 Sep Frontier Airlines
Direct Flight
02 Sep 02 Sep Frontier Airlines
Direct Flight
06 Sep 16 Sep Frontier Airlines
01 Sep 06 Sep Frontier Airlines
01 Sep 05 Sep Frontier Airlines
06 Sep 09 Sep Frontier Airlines
01 Sep 16 Sep Frontier Airlines
02 Sep 05 Sep Frontier Airlines
02 Sep 17 Sep Frontier Airlines
01 Sep 03 Sep Frontier Airlines
Direct Flight
28 Sep 08 Oct American Airlines
30 Sep 08 Oct American Airlines
24 Sep 01 Oct Frontier Airlines
30 Sep 05 Oct Frontier Airlines
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deals for one-way flights from Chicago to San Juan in September.

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Updated Aug 29, 2026.

About these fares

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