Cheap flights from San Francisco to Chicago from $134

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Francisco averaging around $337.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $423. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San Francisco because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $537.

Flying to Chicago O'Hare Intl Airport from San Francisco in the evening is the least expensive time of day to depart. momondo users have found prices as low as $429 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $469. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San Francisco when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $393 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from San Francisco for as low as $326 on momondo.

You could potentially save up to 5% on your flight if you consider stops on a San Francisco to Chicago O'Hare Intl Airport flight.

As of May 2026, prices for San Francisco to Chicago O'Hare Intl Airport flights are approximately 10% more expensive when compared to flights at the same time last year.

Delta, United Airlines, and Southwest are the most popular carriers operating from San Francisco to Chicago O'Hare Intl

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from San Francisco according to our data. United Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 9 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 10% 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 in the evening have, in the past, seen delays more frequently in comparison.

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

San Diego (SAN) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Denver (DEN) offer the lowest average round-trip price of $312.

Flights connecting via San Diego (SAN) have the shortest average one-way travel time: 8h 18m.

San Diego (SAN) has the shortest average layover time for this route: 2h 45m.

The number of flights available between San Francisco and Chicago O'Hare Intl Airport is 79 per day as of May 2026. The most frequent departure time is 10:00AM, with 36% of daily flights leaving at noon.

As of May 2026, there are 559 flights per week flying from San Francisco to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Fri, with 17% of flights taking off on this day.