Cheap flights from San Francisco to Chicago from $201

If you don’t want to visit Chicago in February, then you should wait until January to fly from San Francisco, when ticket prices are also cheap, with an average price of $533.

Our data shows that the cheapest San Francisco to Chicago flights are usually those with departure times in the morning. Our users have found flights to Chicago in the morning for as low as $686. Flights in the evening are often more expensive, with an average ticket price of $854.

Fly from San Francisco to Chicago O'Hare Intl for the best San Francisco - Chicago flight prices

You are more likely to see cheaper flights to Chicago from San Francisco when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $620 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Francisco for as low as $521 on momondo.

There is only 1 cabin class available to choose from on San Francisco to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between San Francisco to Chicago.

Historically, on average around 9% of flights between San Francisco and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 185 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 9% of their flights experiencing any sort of delay.

The number of flights available between San Francisco and Chicago is 86 per day as of September 2026. The most frequent departure time is 13:00, with 43% of daily flights leaving at midday.

As of September 2026, there are 607 flights per week flying from San Francisco to Chicago. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.