Cheap flights from Chicago to San Jose
From 291 USD — compare hundreds of airlines
Vuelos directosMás barato: 2026-07 · 124 US$
Precios por fecha
124 US$
07-21
125 US$
07-22
163 US$
07-23
Aerolíneas en esta ruta
American AirlinesAlaska AirlinesSouthwest Airlines
Preguntas frecuentes
What's the cheapest month to fly Chicago to San Jose?
Usually 2026-07, from 124 USD.
Are there direct flights from Chicago to San Jose?
We show both direct and connecting options — filter to compare.