Cheap flights from Illinois to San Jose from $169

The month of July is, on average, the cheapest month to fly to San Jose, California from Illinois, with most prices found around $412. If you are unable to visit San Jose, California during the month of July, then departing from Illinois during the month May is also very affordable. Most momondo users find prices during this month for around $428.

On average, the least expensive day to fly to San Jose, California from Illinois is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $420. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to San Jose, California for around $693.

The cheapest time of day to fly to San Jose, California is at noon when flights can be purchased for as low as $385. In the evening is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $494 per ticket.

Fly from Chicago Midway to San Jose for the best Illinois - San Jose flight prices

You are more likely to see cheaper flights to San Jose, California from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San Jose, California for around $451 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Jose, California from Illinois for as low as $269 on momondo.

There are 3 cabin classes available to choose from on Illinois to San Jose, California flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

United Airlines, Delta, and Southwest are the most popular carriers operating from Illinois to San Jose

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to San Jose, California from Illinois according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to San Jose, California. Keep in mind that there are 7 different airlines that fly to San Jose, California on a routine basis, so you have a few additional options to choose from.

1 flights are operational daily from Illinois to San Jose, California as of October 2026. The most popular departure time for this route is 7:00PM, with 52% of flights per day taking off in the evening.

As of October 2026, there are 10 flights per week flying from Illinois to San Jose, California. The most common day of the week flights depart is Fri, with 40% of flights taking off on this day.