Cheap Flights from Chicago to San Jose Starting at $69

The route Chicago — San Jose is served by many carriers — 5 in total, including American Airlines, United Airlines, Alaska Airlines, Frontier Airlines, and Spirit Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $69) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.

In different months, ticket prices from Chicago to San Jose vary: minimum — $141 (February 2026), maximum — $206 (December 2025). Typically, the flight costs $167–$360.