Cheap flights from San Francisco to Chicago from €115

The cheapest month to fly to Chicago from San Francisco is in February. Flight prices, which tend to average around €325, are often lower during this time because this is during the off-season. 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 €330.

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 €384 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 €323 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.

You could potentially save up to 55% on your flight if you consider stops on a San Francisco to Chicago flight.

As of September 2026, prices for San Francisco to Chicago flights are approximately 28% more expensive when compared to flights at the same time last year.

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.

As of September 2026, there are 72 flights per day flying from San Francisco to Chicago. The most common time of day flights depart is 13:00, with 43% of flights taking off at midday.

As of September 2026, there are 508 flights per week flying from San Francisco to Chicago. The most common day of the week flights depart is Tue, with 19% of flights taking off on this day.