Cheapest one-way flights from Chicago to San Juan in January from 163€

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

One-Way flights

07 Jan United 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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