Cheap flights from Illinois to San Jose from $73

The month of January is, on average, the cheapest month to fly to San Jose, California from Illinois, with most prices found around $291. If you are unable to visit San Jose, California during the month of January, then departing from Illinois during the month October is also very affordable. Most momondo users find prices during this month for around $380.

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 $438. 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 $623.

The cheapest time of day to fly to San Jose, California is in the afternoon when flights can be purchased for as low as $424. In the morning is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $504 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 $432 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 $315 on momondo.

There are 4 cabin classes available to choose from on Illinois to San Jose flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Alaska Airlines, Frontier, and Delta 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 48% of people opting to fly with this airline when traveling to San Jose, California. Keep in mind that there are 10 different airlines that fly to San Jose, California on a routine basis, so you have a few additional options to choose from.

As of February 2026, there are 6 flights per week flying from Illinois to San Jose, California. The most common day of the week flights depart is Mon, with 33% of flights taking off on this day.

The flight from Illinois to San Jose, California depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Chicago (a popular airport in Illinois) to San Jose, California (the most popular airport in San Jose, California), then the flight time is 4h 30m on average. If you fly from Peoria (another popular airport in Illinois) to San Jose, California, then the average flight time is 6h 41m.