Cheapest return flights from Chicago to San Juan in December from 214€

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

Return flights

06 Dec - 10 Dec Spirit Airlines
06 Dec - 08 Dec Spirit Airlines
06 Dec - 11 Dec Spirit Airlines
06 Dec - 16 Dec Spirit Airlines
07 Dec - 10 Dec Spirit Airlines direct
07 Dec - 08 Dec Spirit Airlines direct
07 Dec - 11 Dec Spirit Airlines direct
07 Dec - 16 Dec Spirit Airlines direct
05 Dec - 10 Dec Spirit Airlines direct
05 Dec - 08 Dec Spirit Airlines direct
31 Dec - 21 Jan Spirit Airlines direct
31 Dec - 17 Jan Spirit Airlines direct
31 Dec - 20 Jan Spirit Airlines direct
29 Dec - 17 Jan Spirit Airlines
28 Dec - 17 Jan Spirit Airlines direct
29 Dec - 17 Jan Spirit Airlines direct
31 Dec - 19 Jan Spirit Airlines direct
31 Dec - 13 Jan Spirit Airlines direct
31 Dec - 18 Jan Spirit Airlines direct
31 Dec - 10 Jan Spirit Airlines

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

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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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