Cheapest return flights from Chicago to San Juan in October from 207€

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

Return flights

15 Oct - 23 Oct Spirit Airlines
05 Oct - 16 Oct Spirit Airlines
05 Oct - 23 Oct Spirit Airlines
22 Oct - 27 Oct Spirit Airlines
22 Oct - 30 Oct Spirit Airlines
22 Oct - 23 Oct Spirit Airlines
15 Oct - 16 Oct Spirit Airlines
15 Oct - 27 Oct Spirit Airlines
15 Oct - 30 Oct Spirit Airlines
22 Oct - 10 Nov Spirit Airlines
22 Oct - 09 Nov Spirit Airlines
22 Oct - 02 Nov Spirit Airlines
22 Oct - 04 Nov Spirit Airlines
15 Oct - 02 Nov Spirit Airlines
15 Oct - 04 Nov Spirit Airlines
22 Oct - 25 Oct Spirit Airlines
22 Oct - 03 Nov Spirit Airlines
22 Oct - 06 Nov Spirit Airlines
15 Oct - 03 Nov Spirit Airlines
30 Oct - 10 Nov Spirit Airlines direct

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

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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