Cheapest one-way flights from Chicago to San Juan in January from 110€

AirHint found the following cheapest one-way flights from Chicago (ORD) to San Juan (SJU) in January 2026 (see full year).

One-Way flights

27 Jan Spirit Airlines direct
19 Jan Spirit Airlines direct
18 Jan Spirit Airlines direct
26 Jan Spirit Airlines direct
15 Jan Spirit Airlines direct
01 Jan Spirit Airlines direct
16 Jan Spirit Airlines direct
10 Jan Spirit Airlines
10 Jan Spirit Airlines direct

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

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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