Cheapest one-way flights from Chicago to San Juan in September from 108€

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

One-Way flights

01 Sep Spirit Airlines direct
24 Sep Avelo Airlines
07 Sep Spirit Airlines direct
03 Sep Frontier Airlines
10 Sep Avelo Airlines
17 Sep Avelo Airlines
03 Sep Frontier Airlines direct
04 Sep Delta
17 Sep United direct
15 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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