Cheapest return flights from Chicago to San Juan in December from $203

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

Return flights

31 Dec - 13 Jan Frontier Airlines
30 Dec - 22 Jan Frontier Airlines
29 Dec - 12 Jan Frontier Airlines
31 Dec - 08 Jan Frontier Airlines
31 Dec - 14 Jan Spirit Airlines
31 Dec - 15 Jan Spirit Airlines
31 Dec - 07 Jan Frontier Airlines
30 Dec - 10 Jan Frontier Airlines
30 Dec - 14 Jan Spirit Airlines
30 Dec - 15 Jan Spirit Airlines
23 Dec - 26 Dec Frontier Airlines
17 Dec - 21 Dec jetBlue
18 Dec - 25 Dec Frontier Airlines
19 Dec - 24 Dec Frontier Airlines
19 Dec - 23 Dec Frontier Airlines
19 Dec - 22 Dec Frontier Airlines
19 Dec - 25 Dec Frontier Airlines
25 Dec - 30 Dec Frontier Airlines
18 Dec - 29 Dec Frontier Airlines
25 Dec - 29 Dec Frontier Airlines

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

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