Cheap flights from San Francisco to Chicago from ₹ 12,653

In general, September is the cheapest month to fly from San Francisco to Chicago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around ₹ 27,399. The month of July is another great option to travel to Chicago, with average flight prices from San Francisco averaging around ₹ 28,636.

According to our data, Tuesday is the cheapest day to fly to Chicago from San Francisco. The lowest ticket price found for a Tuesday departure recently was ₹ 25,589. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Chicago is Sunday, with ticket prices averaging around ₹ 181,178.

At midday is the cheapest time of day to fly from San Francisco to Chicago when you can find flight prices for as low as ₹ 32,731. Flying to Chicago at midday is an ideal time because this is during off-peak travel hours. Flights to Chicago are more costly in the afternoon, with an average ticket price of ₹ 175,326. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from San Francisco to Chicago Midway 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 ₹ 37,833 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 ₹ 31,110 on momondo.

You could potentially save up to 30% on your flight if you consider stops on a San Francisco to Chicago flight.

As of May 2026, prices for San Francisco to Chicago flights are approximately 62% more expensive when compared to flights at the same time last year.

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 183 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, American 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 May 2026, 77 flights take off from San Francisco and land in Chicago each day. The most common flight departure time for this route is 10:00, with 36% of daily flights taking off at midday.

As of May 2026, 542 flights take off from San Francisco and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.