Question 1

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

Accepted Answer

Currently priced at ₹ 17,933, United Airlines will fly you from San Francisco to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Hawaiian Airlines - these airlines can fly you to your destination from ₹ 18,019 and ₹ 18,626, respectively. You may be able to fly from San Francisco to Chicago for 38% 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

To fly one-way, consider booking your trip with Hawaiian Airlines, which is currently one of the cheapest options available, starting at ₹ 9,356. Southwest flights start at ₹ 9,443 while deals on Alaska Airlines start at ₹ 9,876 one-way. Find deals

Question 3

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

Accepted Answer

To ensure you get the cheapest price possible for a flight from San Francisco to Chicago, you should look to book at least 34 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure. Find deals

Question 4

What is the cheapest month to book a flight from San Francisco to Chicago?

Accepted Answer

Currently, October is the cheapest month in which you can book a flight from San Francisco to Chicago (average of ₹ 973). Flying from San Francisco to Chicago in August is currently the most expensive (average of ₹ 1,297). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options. Find deals

Question 5

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 Monday evenings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 6

Weekly flight availability from San Francisco to Chicago

Accepted Answer

The most flights from SFO to CHI are scheduled on a Tuesday (93 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

Question 7

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 8

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 9

What are the cheapest flights from San Francisco to Chicago?

Accepted Answer

Looking at all options, your cheapest flight can be booked for ₹ 9,413. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for ₹ 20,532 on average our data indicates ₹ 153,351 when flying from San Francisco to Chicago.

Question 10

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

Accepted Answer

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from San Francisco to Chicago on time: Fiji Airways (100%), Asiana Airlines (88%), China Southern (82%).

Question 11

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

Accepted Answer

Departing on a Sunday is a good option for securing a great price. You can expect to save up to 388% when planning your travel around this day of the week.

Question 12

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 95% 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 ₹ 34,392 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 ₹ 50,159 for flights departing within the next 3 days.

Question 13

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 ₹ 29,361 on average during February, but can be found for as low as ₹ 15,853.

Question 14

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

Accepted Answer

Unlike at midday, when flights are generally more expensive, you can save up to 22% on flights from San Francisco to Chicago by exploring options for tickets in the afternoon.

Question 15

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

Accepted Answer

For a flight from San Francisco to Chicago, you will be flying from San Francisco. San Francisco (SFO) is just 19.0 km from the centre of the city. San Francisco is the only San Francisco airport and it handles 65 outbound flights to Chicago per day. 0 airlines have flights to Chicago from San Francisco on a regular basis.

Question 16

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 17

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 18

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 19

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

Accepted Answer

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from San Francisco today with Cheapflights!

Question 20

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

Accepted Answer

Millions of users choose and trust Cheapflights to book the best flight deals from San Francisco to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Question 21

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

Accepted Answer

Need flexible booking options for your flight to Chicago from San Francisco? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Question 22

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

Accepted Answer

Not ready to book yet? You can track prices for flights from San Francisco to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

Round-trip from	₹ 17,933
One-way from	₹ 9,356
Popular in	December
Cheapest in	February
Average price	₹ 30,927
Good round-trip deal	₹ 29,804 or less
Good one-way deal	₹ 12,430 or less

Cheap flights from San Francisco to Chicago from ₹ 9,356

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 13/1. 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 34 days in advance, depart on a Monday or Tuesday and return on a Wednesday

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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 29 July 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 29 July 2025.

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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 July 2025.

What is the cheapest month to book a flight from San Francisco to Chicago?

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 29 July 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 29 July 2025.

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Alaska Airlines, Southwest, andDelta from San Francisco to Chicago by reading reviews from past customers. Users have also rated airlines 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?

What is the cheapest month to book a flight 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 29 July 2025.