Cheapest return flights from Chicago to San Juan in September from 210€

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

Return flights

07 Sep - 11 Sep Spirit Airlines
17 Sep - 28 Sep Spirit Airlines
17 Sep - 29 Sep Spirit Airlines
17 Sep - 22 Sep Spirit Airlines
17 Sep - 19 Sep Spirit Airlines
17 Sep - 25 Sep Spirit Airlines
17 Sep - 03 Oct Spirit Airlines
17 Sep - 05 Oct Spirit Airlines
03 Sep - 04 Sep Spirit Airlines
03 Sep - 11 Sep Spirit Airlines
05 Sep - 11 Sep Spirit Airlines
02 Sep - 04 Sep Spirit Airlines
21 Sep - 03 Oct Spirit Airlines
21 Sep - 05 Oct Spirit Airlines
21 Sep - 11 Oct Spirit Airlines
29 Sep - 03 Oct Spirit Airlines direct
29 Sep - 16 Oct Spirit Airlines direct
29 Sep - 05 Oct Spirit Airlines direct
29 Sep - 19 Oct Spirit Airlines direct
29 Sep - 11 Oct Spirit Airlines direct

Also check the deals for one-way 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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