Question 1

What are the cheapest airlines flying from San Francisco to Chicago round-trip?

Accepted Answer

Cheapflights users have booked flights from San Francisco to Chicago round-trip from $339. Other airlines that can offer you cheap pricing are United Airlines, from $353, and Hawaiian Airlines, from $354. You may be able to fly from San Francisco to Chicago for 36% less than the average price by searching for these airlines. Find deals

Question 2

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

Accepted Answer

For one-way options, check prices for Southwest. According to our data, you can fly for as low as $164. Users have also found prices from $170 and $173 on Alaska Airlines and Frontier, respectively. Find deals

Question 3

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 76 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 4

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

Accepted Answer

Travellers seeking maximum savings on their San Francisco to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time. 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 Wednesday (82 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (19 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 $231 for a flight from San Francisco to Chicago. The cheapest flight overall is $152 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $323.

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: Royal Jordanian (97%), Brussels Airlines (92%), Austrian Airlines( 90%).

Question 10

What is the cheapest day to fly return from San Francisco to Chicago?

Accepted Answer

Travellers have found that booking a Tuesday departure is the best way to save up to 74% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

Question 11

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 35 days early can save you up to 73% on average compared to booking a flight this week. If booking 35 days before your flight isn’t an option for you, users have found flights from San Francisco to Chicago for as little as $604 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 $835 for flights departing within the next 3 days.

Question 12

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 $529 on average during February, but can be found for as low as $286.

Question 13

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

Accepted Answer

Unlike in the afternoon, when flights are generally more expensive, you can save up to 9% on flights from San Francisco to Chicago by exploring options for tickets in the morning.

Question 14

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 42 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 15

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 16

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 17

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 18

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 19

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 20

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 21

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	$339
One-way from	$164
Popular in	December
Cheapest in	February
Average price	$490
Good one-way deal	$170 or less

Cheap flights from San Francisco to Chicago from $164

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from San Francisco to Chicago are usually found in February or January, booked 76 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from San Francisco to Chicago

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Find flight deals from San Francisco to Chicago

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 30 April 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 30 April 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from San Francisco to Chicago that are best for you.

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.

Cheapflights Insights

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 25 April 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 30 April 2025.

Weekly flight availability from San Francisco to Chicago

Explore weekly flight availability from San Francisco to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 30 April 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

See what other customers who have flown with Alaska Airlines, Southwest and Delta from San Francisco to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

What are the cheapest airlines flying from San Francisco to Chicago round-trip?

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?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Francisco to Chicago

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Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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 30 April 2025.