Cheap flights from San Francisco to Chicago from $169

The month of September is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from San Francisco, with most prices found around $451. If you are unable to visit Chicago O'Hare Intl Airport during the month of September, then departing from San Francisco during the month April is also very affordable. Most momondo users find prices during this month for around $474.

Our data shows that the cheapest San Francisco to Chicago O'Hare Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Chicago O'Hare Intl Airport in the evening for as low as $525. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $618.

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 $541 when searching weeks before you fly. 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 $424 on momondo.

There is only 1 cabin class available to choose from on San Francisco to Chicago O'Hare Intl 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 O'Hare Intl Airport.

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 188 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. Sunday 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 10% of their flights experiencing any sort of delay.

As of March 2026, 16 flights take off from San Francisco and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 10:00, with 50% of daily flights taking off at midday.

118 flights are operational weekly from San Francisco to Chicago O'Hare Intl Airport as of March 2026. The most popular departure day for this route is Sat, with 64% of flights per week taking off on this day.