Traveling from Chicago to San Jose? Find the best offers here

Need a flight connection during the week or on the weekend? idealo has the information you need to find the perfect offers from Chicago to San Jose. Ticket prices for the route were checked in the flight database: The most affordable tickets for connections from Chicago to San Jose start at $127. It costs significantly more to fly in January. In this month tickets can cost up to 59 % more than the annual average. Flights on Wednesdays and Mondays are up to 29 % more expensive when compared to other days of the week.

Travel faster with a direct flight from Chicago to San Jose

Direct flights often mean speed, comfort and convenience. Without a stopover during your journey from Chicago to San Jose, you'll be able to enjoy a relaxing flight. These are available on any day with American Airlines. United Airlines offers the lowest prices for direct flights starting at $127.

One-stop connections – the cheapest way to travel

Flights with stopovers can be up to $12 cheaper than direct flights. The most affordable ticket prices for flights with stopovers start at $127 and for direct flights at $139. Only 12 % of users choose stopover flights, whereas 36 % prefer direct flights. For stopover connections flights with stops in Los Angeles are very popular. If you want to take the fastest stopover connection, choose this flight and enjoy a flight time of 6 hours and 34 minutes. This flight is only 2 hours longer than a direct flight. Whether you need a flight during the week or on the weekend from Chicago to San Jose, here at idealo we can find the best deal for you.