Cheapest one-way flights from Chicago to San Juan in December from 103€

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

One-Way flights

06 Dec Spirit Airlines
05 Dec Spirit Airlines direct
04 Dec Spirit Airlines direct
09 Dec Spirit Airlines direct
03 Dec Spirit Airlines direct
08 Dec Spirit Airlines direct
06 Dec Spirit Airlines direct
15 Dec Frontier Airlines
02 Dec Spirit Airlines
15 Dec United direct

Also check the deals for return flights from Chicago to San Juan in December.

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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