Cheap Flights from San Francisco to Chicago* All One Way Round Trip CHIOakland → ChicagoOne Way Trip | Jul 15$100.98Book Now CHISan Francisco → ChicagoOne Way Trip | Aug 6$111.90Book Now CHIOakland → ChicagoOne Way Trip | Oct 9$455.97Book Now CHIOakland ⇌ ChicagoRound Trip | Jul 16 - Jul 29$188.99Book Now CHISan Francisco ⇌ ChicagoRound Trip | Aug 31 - Sep 2$202.09Book Now CHISan Francisco ⇌ ChicagoRound Trip | Jul 17 - Jul 21$324.77Book Now * All fares above were last found on: Jun 19, 2025 at 2:39 PM. Fares are one way or round trip as indicated aboveround trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202506~Ref:26yk-fqhyECdqWWCYC9_SA
Our Lowest Fare* All fares below were last found on: . Fares are round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.
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Why to Book with Call Center Personalized experience by our live agents Immediate booking confirmation 24-hour cancellation Flexible payment plans
Search Cheap Flights from San Francisco to ChicagoBook your flights from San Francisco to Chicago. Get amazed to see the scintillating skyscrapers or watch the scenic alleys, walk down the lively neighborhoods or check out its historical landmarks, Chicago has a plethora of attraction to see and explore.To reach Chicago from San Francisco, you can select from a plethora of airlines from the likes of US Airways and American Airlines. Take advantage of exclusive deals on flights to Chicago and save to splurge on a vacation. The flight to Chicago from San Francisco takes around five hours thirty five minutes excluding the layover time, with covering the distance of 1858 miles. Listening to music and reading in-flight magazine will help you to pass the time.
Comprehensive Insights About the San Francisco to Chicago Flight RouteWhat is the our cheapest return flight price from SFO to CHI?What is the fare range for flights from SFO to CHI?When does the earliest flight depart SFO?7:00AM - 8:00AMWhen does the last flight depart from CHI?The last flight from Chicago typically departs between 11:00PM - 12:00AM, making it a suitable choice for travelers who prefer late-night departures.Which is the busiest month to travel from San Francisco to Chicago? November is considered the peak season for travelers embarking on the journey from San Francisco to Chicago. Planning your trip during this month can help you experience the vibrant atmosphere of Chicago. Which is the least-busy month to travel from SFO to CHI? February, December is regarded as the least busy month for flights from San Francisco to Chicago, offering a more tranquil travel experience.What is the travel distance between San Francisco and Chicago?The distance covered on this flight route is approximately 1,852 miles. Understanding the distance between San Francisco to Chicago can aid in planning your journey more effectively.What are the top airlines offering flights from SFO to CHI?United Airlines, American Airlines, Alaska Airlines is one of the prominent carriers serving the San Francisco to Chicago route. Consider this when selecting your preferred airline.How many weekly flights operate between SFO and CHI?A total of 1 weekly flights are available between SFO to CHI, providing travelers with ample choices and flexibility.How many daily flights fly between San Francisco and Chicago?There are 34 daily flights connecting San Francisco to Chicago, allowing passengers to choose flight times that align with their schedules.Which is the busiest day in terms of passengers flying from SFO to CHI?Wednesday is the busiest day for travelers on the San Francisco to Chicago route. Knowing this can help you plan your trip to avoid peak travel days.What percentage of San Francisco to Chicago travelers traveled with their kids under 14?5% of travelers on this route were accompanied by children under the age of 14. This information is valuable for families planning their trips.What percentage of San Francisco to Chicago travelers were millennials?A substantial 39% of travelers on this route were millennials. If you're a millennial traveler, you may find like-minded companions on your journey.What percentage of San Francisco to Chicago travelers were female?Approximately 47% of travelers on this route were female. Understanding the gender distribution can be relevant for solo female travelers or for those interested in gender-related travel insights.What percentage of San Francisco to Chicago travelers were over the age of 60?A noteworthy 13% of travelers on this route were over the age of 60. This data offers insights for senior travelers or for those seeking a mature travel demographic.What was the average flight duration of flights from San Francisco to Chicago?The average flight duration for this route is approximately 4.8 hours. This information can help you plan your journey with a clear understanding of travel time.
Comprehensive Insights About the San Francisco to Chicago Flight RouteWhat is the our cheapest return flight price from SFO to CHI?What is the fare range for flights from SFO to CHI?When does the earliest flight depart SFO?7:00AM - 8:00AMWhen does the last flight depart from CHI?The last flight from Chicago typically departs between 11:00PM - 12:00AM, making it a suitable choice for travelers who prefer late-night departures.Which is the busiest month to travel from San Francisco to Chicago? November is considered the peak season for travelers embarking on the journey from San Francisco to Chicago. Planning your trip during this month can help you experience the vibrant atmosphere of Chicago. Which is the least-busy month to travel from SFO to CHI? February, December is regarded as the least busy month for flights from San Francisco to Chicago, offering a more tranquil travel experience.What is the travel distance between San Francisco and Chicago?The distance covered on this flight route is approximately 1,852 miles. Understanding the distance between San Francisco to Chicago can aid in planning your journey more effectively.What are the top airlines offering flights from SFO to CHI?United Airlines, American Airlines, Alaska Airlines is one of the prominent carriers serving the San Francisco to Chicago route. Consider this when selecting your preferred airline.How many weekly flights operate between SFO and CHI?A total of 1 weekly flights are available between SFO to CHI, providing travelers with ample choices and flexibility.How many daily flights fly between San Francisco and Chicago?There are 34 daily flights connecting San Francisco to Chicago, allowing passengers to choose flight times that align with their schedules.Which is the busiest day in terms of passengers flying from SFO to CHI?Wednesday is the busiest day for travelers on the San Francisco to Chicago route. Knowing this can help you plan your trip to avoid peak travel days.What percentage of San Francisco to Chicago travelers traveled with their kids under 14?5% of travelers on this route were accompanied by children under the age of 14. This information is valuable for families planning their trips.What percentage of San Francisco to Chicago travelers were millennials?A substantial 39% of travelers on this route were millennials. If you're a millennial traveler, you may find like-minded companions on your journey.What percentage of San Francisco to Chicago travelers were female?Approximately 47% of travelers on this route were female. Understanding the gender distribution can be relevant for solo female travelers or for those interested in gender-related travel insights.What percentage of San Francisco to Chicago travelers were over the age of 60?A noteworthy 13% of travelers on this route were over the age of 60. This data offers insights for senior travelers or for those seeking a mature travel demographic.What was the average flight duration of flights from San Francisco to Chicago?The average flight duration for this route is approximately 4.8 hours. This information can help you plan your journey with a clear understanding of travel time.
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Schedule Wide Open? Sneak-peek at what tickets cost month-to-month from SFO to CHIAvg. $496.03JanAvg. $579.04FebAvg. $644.68MarAvg. $743.86AprAvg. $726.54MayAvg. $796.65JunAvg. $802.74JulAvg. $445.67AugAvg. $484.38SepAvg. $413.77OctAvg. $584.94NovAvg. $641.54Dec
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