Cheap flights from Chicago to California from £51

If you are unable to visit California during the month of September, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around £178.

The cheapest day to depart on your flight to California is on a Tuesday when prices can be found for as low as £176. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travellers. As a result, prices tend to be around £790.

The cheapest time of day to fly to California is in the morning when flights can be purchased for as low as £231. In contrast, the most expensive time of day to depart to California is in the evening when prices are around £1,246.

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

You are more likely to see cheaper flights to California from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to California for around £207 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to California from Chicago for as low as £175 on momondo.

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

The number of flights available between Chicago and California is 171 per day as of February 2026. The most frequent departure time is 19:00, with 38% of daily flights leaving at midday.

As of February 2026, there are 1,201 flights per week flying from Chicago to California. The most common day of the week flights depart is Fri, with 18% of flights taking off on this day.