Cheapest one-way flights from Chicago to San Juan in January from 178CAD

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

One-Way flights

24 Jan Spirit Airlines direct
02 Jan Spirit Airlines direct
23 Jan Spirit Airlines direct
01 Jan Spirit Airlines direct
17 Jan Spirit Airlines direct
12 Jan United direct
04 Jan Spirit Airlines direct
11 Jan Spirit Airlines direct
07 Jan Spirit Airlines direct
15 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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