Cheapest one-way flights from Chicago to San Jose in January from 68€

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

One-Way flights

12 Jan Viva
11 Jan Frontier Airlines
27 Jan Spirit Airlines
08 Jan Frontier Airlines
14 Jan Spirit Airlines
17 Jan Spirit Airlines
21 Jan Spirit Airlines
05 Jan Viva
16 Jan Spirit Airlines
04 Jan Spirit Airlines

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

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 Jose

Cheap car rent in San Jose

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