Cheapest one-way ORD–SJU flights, September

AirHint found the following cheapest one-way flights from Chicago (ORD) to San Juan (SJU) in September 2026 (see full year).

One-Way flights

08 Sep Frontier Airlines direct
09 Sep Frontier Airlines
11 Sep Frontier Airlines
12 Sep Frontier Airlines
05 Sep Frontier Airlines direct
11 Sep United direct
12 Sep United direct
09 Sep United direct

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

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The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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