Cheapest return flights from Chicago to San Juan in August from 199€

AirHint found the following cheapest return flights from Chicago (ORD) to San Juan (SJU) in August 2025 (see full year).

Return flights

03 Aug - 06 Aug Spirit Airlines
01 Aug - 06 Aug Spirit Airlines
01 Aug - 02 Aug Spirit Airlines
02 Aug - 06 Aug Spirit Airlines
04 Aug - 06 Aug Spirit Airlines
03 Aug - 05 Aug Spirit Airlines
01 Aug - 05 Aug Spirit Airlines
02 Aug - 05 Aug Spirit Airlines
04 Aug - 05 Aug Spirit Airlines
18 Aug - 04 Sep Spirit Airlines
11 Aug - 21 Aug Spirit Airlines
31 Aug - 04 Sep Spirit Airlines
31 Aug - 11 Sep Spirit Airlines
31 Aug - 18 Sep Spirit Airlines
26 Aug - 04 Sep Spirit Airlines
26 Aug - 11 Sep Spirit Airlines
17 Aug - 04 Sep Spirit Airlines
30 Aug - 04 Sep Spirit Airlines
30 Aug - 11 Sep Spirit Airlines
19 Aug - 04 Sep Spirit Airlines

Also check the deals for one-way flights from Chicago to San Juan in August.

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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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