When to Book Flights from Chicago to San Francisco
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Average price per month
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Top Tips for Finding a Cheap Flight
Looking for a cheap flight? 25% of our users found flights on this route for $220 or less.
The cheapest flight from Chicago to San Francisco was found 31 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 4% more expensive than an evening flight, on average*. *Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days
Flights from Chicago to San Francisco usually depart either from Chicago O’Hare International Airport or from Chicago Midway Airport. Although the former is larger and more popular than the latter, it is also furthest away from downtown Chicago, located as it is just 17.5 miles northwest of the city. Though less often used, Chicago Midway Airport is only 10.8 miles south of the city center.
If you are flying from Chicago O’Hare International Airport and you are traveling with children, head to Terminal 2, where you can find the children’s play area. Fun and colorful, Kids On The Fly is an aviation-themed playground that has been voted “Most Awesome Airport Play Area”.
If San Francisco is just one leg of your trip and you are worried about what to do on your stopover there, don’t! San Francisco International Airport is simply full of things to do: hit the shops for some retail therapy, enjoy the local cuisine at the dozens of cafés scattered throughout the airport, or learn something new at the Aviation Museum or at the various exhibits on art & culture, history, and science organized in the various terminals.
If your flight from Chicago to San Francisco has arrived late and you don’t want to travel into the city at night, why not sleep at the airport? Located inside the International Terminal, FreshenUp offers travelers a small number of basic yet comfortable ensuite rooms; alternatively, if you don’t find place there, there are a number of hotels located just minutes from the airport, many of them offering shuttle services to their guests.
Once you get to San Francisco Airport, to get downtown you can use the city’s rich transportation network, which includes a number of bus lines and Amtrak connections running between the airport and various important locations within the city multiple times a day.