Cheap flights from Chicago Midway Airport to San Francisco from $132

If you aren’t able to travel to San Francisco during the month of April, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $297.

The cheapest day to depart from Chicago Midway Airport to San Francisco is on a Thursday when prices can be found for as low as $374. The most expensive day to fly to San Francisco is Monday, with ticket prices averaging around $589.

Our data shows that the cheapest Chicago Midway Airport to San Francisco flights are usually those with departure times in the morning. Our users have found flights to San Francisco in the morning for as low as $411. Flights in the afternoon are often more expensive with an average ticket price of $540.

Fly from Chicago Midway to San Francisco for the best Chicago Midway - San Francisco flight prices

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

As of April 2026, prices for Chicago Midway Airport to San Francisco flights are approximately 113% more expensive when compared to flights at the same time last year.

Historically, on average around 26% of flights between Chicago and San Francisco have experienced a delay on any given week. The average delay length over the past 12 months has been 136 minutes.

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

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

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 25% of their flights experiencing any sort of delay.

1 flights are operational daily from Chicago Midway Airport to San Francisco as of April 2026. The most popular departure time for this route is 10:00AM, with 60% of flights per day taking off at noon.

As of April 2026, there are 11 flights per week flying from Chicago Midway Airport to San Francisco. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.