Q: How much does it cost for a return flight from San Francisco to Chicago?

Airfare is below average for this route at the moment. San Francisco to Chicago flights typically cost between $340 and $734 in October. The cheapest return flight price found within the last 3 days was $323 on Frontier (3 Oct-10 Oct). Find deals

Question 1

How much does it cost for a return flight from San Francisco to Chicago?

Accepted Answer

Airfare is below average for this route at the moment.San Francisco to Chicago flights typically cost between $340 and $734 in October.
The cheapest return flight price found within the last 3 days was $323 on Frontier (3 Oct-10 Oct). Find deals

Question 2

How long is the flight from San Francisco to Chicago?

Accepted Answer

Alaska Airlines and United Airlines can get you from San Francisco to Chicago in just under 4h 18m. Your travel time can differ by up to 7h 15m. The distance between San Francisco and Chicago is about 2963 km. This flight may include one or multiple stops. Find deals

Question 3

What are the cheapest airlines to fly from San Francisco to Chicago one-way?

Accepted Answer

For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $153. Users have also found prices from $169 and $179 on Southwest and Alaska Airlines, respectively. Find deals

Question 4

How far ahead should I book a flight from San Francisco to Chicago?

Accepted Answer

The best time to book flights from San Francisco to Chicago is 71 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight. Find deals

Question 5

Weekly flight availability from San Francisco to Chicago

Accepted Answer

The most flights from SFO to CHI are scheduled on a Tuesday (85 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).

Question 6

E

Accepted Answer

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Question 7

E

Accepted Answer

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Question 8

What are the cheapest flights from San Francisco to Chicago?

Accepted Answer

On average you can expect to pay $373 for a flight from San Francisco to Chicago. The cheapest flight overall is $272 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $376.

Question 9

What are the most reliable airlines from San Francisco to Chicago?

Accepted Answer

Before booking your flight to Chicago from San Francisco, have a look at the most reliable airlines to get you to your destination on time: Asiana Airlines (82%), Qatar Airways (81%), Air Canada( 79%).

Question 10

How far in advance should I book a flight from San Francisco to Chicago?

Accepted Answer

Users have found that booking a flight from San Francisco to Chicago at least 51 days early can save you up to 106% on average compared to booking a flight this week. If booking 51 days before your flight isn’t an option for you, users have found flights from San Francisco to Chicago for as little as $609 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $906 for flights departing within the next 3 days.

Question 11

What is the cheapest month to fly from San Francisco to Chicago?

Accepted Answer

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, February can be a great choice for travel to Chicago. Flights to Chicago from San Francisco in February are about $521 on average during February, but can be found for as low as $281.

Question 12

What is the cheapest time of day to fly from SFO to CHI?

Accepted Answer

When flying from San Francisco to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Question 13

What airport do you fly from for flights from San Francisco to Chicago?

Accepted Answer

San Francisco (SFO) is the airport you will fly out of if you book a flight from San Francisco to Chicago. You should not have trouble finding flights to Chicago from San Francisco; the airport handles an average of 44 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the San Francisco airport to Chicago. It is only a 19.0 km journey to San Francisco (SFO) from San Francisco’s city centre.

Question 14

Can I find deals for flights from San Francisco to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on San Francisco to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

Question 15

How can I find direct flights from San Francisco to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Francisco to Chicago.

Question 16

Can I find deals for business class flights from San Francisco to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from San Francisco to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 17

How does Cheapflights help users find flights from San Francisco to Chicago?

Accepted Answer

Cheapflights makes it easy to find San Francisco to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Question 18

Why should you use Cheapflights to find cheap flight tickets from San Francisco to Chicago?

Accepted Answer

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from San Francisco to Chicago for you. Better yet — we are completely free to use.

Question 19

Can Cheapflights find flights from San Francisco to Chicago with no change fees?

Accepted Answer

Users can book flights with no change fees policies with our dedicated filters. Book flights from San Francisco to Chicago flexibly with Cheapflights today.

Question 20

Can Cheapflights notify me if prices for flights from San Francisco to Chicago become cheaper?

Accepted Answer

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

Round-trip from	$323
One-way from	$153
Popular in	December
Cheapest in	February
Average price	$471
Good one-way deal	$361 or less

Cheap flights from San Francisco to Chicago from $153

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/1. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapest flights from San Francisco to ChicagoExplore the most affordable flight options available from San Francisco to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 September 2025.

Explore the most affordable flight options available from San Francisco to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 September 2025.

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Best time to book a flight from San Francisco to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San Francisco with our price prediction graph.

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Everything you need to know about your flight from San Francisco to Chicago

How far ahead should I book a flight from San Francisco to Chicago?

Use this chart to determine the optimal time to book a return flight from San Francisco to Chicago. Price data was last updated on 29 August 2025.

What is the cheapest time of day to fly from SFO to CHI?

Find hourly flight availability from San Francisco to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 3 September 2025.

Weekly flight availability from San Francisco to Chicago

How much does it cost for a return flight from San Francisco to Chicago?

Related info for your journey

Find useful and relevant information for your journey from San Francisco to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from San Francisco to Chicago?

How long is the flight from San Francisco to Chicago?

What are the cheapest airlines to fly from San Francisco to Chicago one-way?

What are the most reliable airlines from San Francisco to Chicago?

What are the cheapest flights from San Francisco to Chicago?

Can I find deals for flights from San Francisco to Chicago that include hotel bookings?

How can I find direct flights from San Francisco to Chicago?

Can I find deals for business class flights from San Francisco to Chicago?

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How does Cheapflights help users find flights from San Francisco to Chicago?

Why should you use Cheapflights to find cheap flight tickets from San Francisco to Chicago?

Can Cheapflights find flights from San Francisco to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from San Francisco to Chicago become cheaper?

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Cheapest flights from San Francisco to Chicago
Explore the most affordable flight options available from San Francisco to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 September 2025.