Cheapest one-way flights from Chicago to San Juan in December from 94€

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

One-Way flights

08 Dec Spirit Airlines direct
02 Dec Spirit Airlines direct
13 Dec Frontier Airlines
14 Dec Frontier Airlines
15 Dec Frontier Airlines
10 Dec United direct
17 Dec Spirit Airlines
31 Dec Spirit Airlines direct
15 Dec Spirit Airlines direct
13 Dec United direct

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

Powered by

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.

Book a cheap hotel in San Juan

Cheap car rent in San Juan

Feel free to contact us with any feedback or request another flight research.