AirHint found the following cheapest one-way flights from Chicago (ORD) to San Juan (SJU) in December 2026 (see full year).
One-Way flights
| 01 Dec | United | direct | |
| 27 Dec | United | direct | |
| 26 Dec | United | direct | |
| 20 Dec | United | ||
| 19 Dec | United | direct |
Also check the deals for return flights from Chicago to San Juan in December.
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