Cheapest return flights from Chicago to San Juan in October from 128€

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

Return flights

06 Oct - 11 Oct Spirit Airlines direct
03 Oct - 11 Oct Spirit Airlines
04 Oct - 11 Oct Spirit Airlines
10 Oct - 11 Oct Spirit Airlines direct
08 Oct - 11 Oct Spirit Airlines
20 Oct - 25 Oct Spirit Airlines direct
20 Oct - 27 Oct Spirit Airlines direct
20 Oct - 24 Oct Spirit Airlines direct
06 Oct - 25 Oct Spirit Airlines direct
06 Oct - 27 Oct Spirit Airlines direct
20 Oct - 03 Nov Spirit Airlines direct
20 Oct - 06 Nov Spirit Airlines direct
20 Oct - 10 Nov Spirit Airlines direct
20 Oct - 07 Nov Spirit Airlines direct
20 Oct - 01 Nov Spirit Airlines direct
27 Oct - 03 Nov Spirit Airlines direct
27 Oct - 13 Nov Spirit Airlines direct
27 Oct - 06 Nov Spirit Airlines direct
27 Oct - 10 Nov Spirit Airlines direct
27 Oct - 07 Nov Spirit Airlines direct

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

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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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