Cheapest one-way flights from Chicago to San Juan in September from 83€

AirHint found the following cheapest one-way flights from Chicago (ORD) to San Juan (SJU) in September 2025 (see full year).

One-Way flights

08 Sep Frontier Airlines
17 Sep Spirit Airlines
04 Sep Frontier Airlines
11 Sep Frontier Airlines
05 Sep Spirit Airlines direct
21 Sep Spirit Airlines direct
15 Sep Spirit Airlines direct
26 Sep Spirit Airlines direct
25 Sep Spirit Airlines direct
08 Sep Spirit Airlines direct

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

Skyscanner

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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