Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from San Francisco to Chicago from ₹ 8,986

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 27/1. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from San Francisco to Chicago are usually found in February or January, booked 71 days in advance, depart on a Monday or Tuesday and return on a Friday

Cheap flight deals from San Francisco to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San Francisco (SFO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 11 September 2025.

Round-trip from

₹ 18,325

One-way from

₹ 8,986

Popular in

December

Cheapest in

February

Average price

₹ 27,047

Good round-trip deal

₹ 35,325 or less

Good one-way deal

₹ 14,928 or less
Southwest
  • Southwest
  • 21/10-25/10
  • 2 total stops
  • 13h 05m total
  • San Francisco to Chicago
Search Deals
Alaska Airlines
  • Alaska Airlines
  • 5/1
  • 1 total stop
  • 7h 43m total
  • San Francisco to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (₹ 185,552 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 66,589 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from San Francisco to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from San Francisco to Chicago (CHI).
Search Deals

Find flight deals from San Francisco to Chicago

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 11 September 2025.

Tue 21/1005:45SFO - ORD
1 stop6h 15mSouthwest
Sat 25/1007:00ORD - SFO
1 stop6h 50mSouthwest
Deal found 10/9₹ 18,325
Tue 21/1014:40SFO - ORD
1 stop7h 19mAlaska Airlines
Sat 8/1114:54ORD - SFO
1 stop9h 01mAlaska Airlines
Deal found 10/9₹ 18,501
Thu 30/1005:10SFO - ORD
Nonstop4h 20mUnited Airlines
Sun 2/1105:15ORD - SFO
Nonstop4h 49mUnited Airlines
Deal found 10/9₹ 18,589
Sun 19/1005:15SFO - ORD
Nonstop4h 31mUnited Airlines
Fri 24/1021:13ORD - SFO
Nonstop4h 46mUnited Airlines
Deal found 10/9₹ 18,765
Tue 7/1006:00SFO - ORD
1 stop9h 10mDelta
Sat 18/1007:37ORD - SFO
1 stop10h 28mDelta
Deal found 11/9₹ 18,853
Wed 8/1010:26SFO - ORD
1 stop11h 33mAlaska Airlines
Wed 15/1019:59ORD - SFO
1 stop14h 06mAlaska Airlines
Deal found 9/9₹ 19,030
Sat 25/1014:40SFO - ORD
1 stop7h 26mAlaska Airlines
Thu 6/1114:54ORD - SFO
1 stop9h 07mAlaska Airlines
Deal found 10/9₹ 19,294
Thu 25/1223:05SFO - ORD
Nonstop4h 22mUnited Airlines
Wed 31/1221:05ORD - SFO
Nonstop4h 58mUnited Airlines
Deal found 9/9₹ 19,470
Sat 25/1008:20SFO - ORD
1 stop13h 46mAlaska Airlines
Mon 27/1006:00ORD - SFO
1 stop19h 50mAlaska Airlines
Deal found 10/9₹ 19,558
Sat 4/1013:45SFO - ORD
1 stop8h 11mDelta
Thu 9/1007:37ORD - SFO
1 stop17h 56mDelta
Deal found 11/9₹ 19,646
Tue 7/1008:45SFO - ORD
1 stop8h 14mAlaska Airlines
Tue 14/1019:59ORD - SFO
1 stop20h 02mAlaska Airlines
Deal found 10/9₹ 19,734
Tue 14/1008:45SFO - ORD
1 stop8h 14mAlaska Airlines
Tue 21/1008:20ORD - SFO
1 stop7h 41mAlaska Airlines
Deal found 9/9₹ 20,087

Cheapflights Fare Finder

 
Customise your flight search to find flights from San Francisco to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 454,620 searches. Data last updated 11 September 2025.
Use the filters below to find and compare flights from San Francisco to Chicago that are best for you.

Fly from

San Francisco

Fly to

Chicago

Route

Depart

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 7/10

05:30-14:25

1 stop6h 55m

Chicago O'Hare Intl

Wed 8/10

06:15-14:10

2 stops9h 55m

₹ 18,765

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 20/10

13:45-23:50

1 stop8h 05m

Chicago O'Hare Intl

Wed 12/11

14:12-22:25

1 stop10h 13m

₹ 18,853

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 25/10

14:40-00:06

1 stop7h 26m

Chicago O'Hare Intl

Sat 8/11

14:54-21:55

1 stop9h 01m

₹ 19,294

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 11/10

00:35-08:30

1 stop5h 55m

Chicago O'Hare Intl

Thu 16/10

18:05-23:33

1 stop7h 28m

₹ 21,144

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 24/1

08:00-23:59

2 stops13h 59m

Chicago O'Hare Intl

Thu 26/2

09:00-14:05

1 stop7h 05m

₹ 21,584

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 11/10

15:00-21:24

Nonstop4h 24m

Chicago O'Hare Intl

Wed 15/10

06:15-08:54

Nonstop4h 39m

₹ 22,465

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 16/1

13:59-23:44

1 stop7h 45m

Chicago O'Hare Intl

Mon 19/1

06:00-13:25

1 stop9h 25m

₹ 22,642

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 10/10

00:35-09:03

1 stop6h 28m

Chicago O'Hare Intl

Thu 16/10

18:05-23:33

1 stop7h 28m

₹ 22,642

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 4/11

07:00-23:59

1 stop14h 59m

Chicago O'Hare Intl

Sat 8/11

20:59-08:50

1 stop13h 51m

₹ 23,170

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 30/9

08:00-22:07

2 stops12h 07m

Chicago O'Hare Intl

Sat 11/10

06:00-16:03

2 stops12h 03m

₹ 23,258

Flights are sorted by cheapest return flights first.

Deals found on 10/9

Showing 1-10 of 24 results
1
2
3

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.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 29 August 2025.

To ensure you get the cheapest price possible for a flight from San Francisco to Chicago, you should look to book at least 71 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.

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

Currently, October is the cheapest month in which you can book a flight from San Francisco to Chicago (average of ₹ 965). Flying from San Francisco to Chicago in August is currently the most expensive (average of ₹ 1,269). 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.

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 11 September 2025.

Unlike at midday, when flights are generally more expensive, you can save up to 52% on flights from San Francisco to Chicago by exploring options for tickets in the afternoon.

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 11 September 2025.

The most flights from SFO to CHI are scheduled on a Wednesday (92 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (57 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 11 September 2025.
Get a feel of what it's like to fly with American Airlines 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.
American Airlines
7.2
Good
10,000 reviews
Check prices

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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?

    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 77 outbound flights to Chicago per day. 0 airlines have flights to Chicago from San Francisco on a regular basis.

  • How long is the flight from San Francisco to Chicago?

    For as low as ₹ 18,325, United Airlines can have you in Chicago from San Francisco in 4h 22m. San Francisco and Chicago are separated by a distance of 2963 km. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Hawaiian Airlines, which is currently one of the cheapest options available, starting at ₹ 9,515. Alaska Airlines flights start at ₹ 10,043 while deals on United Airlines start at ₹ 10,043 one-way.

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

    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: Asiana Airlines (82%), Qatar Airways (81%), Air Canada (79%).

  • What are the cheapest flights from San Francisco to Chicago?

    Looking at all options, your cheapest flight can be booked for ₹ 12,200. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for ₹ 30,394 on average, our data indicates ₹ 28,039 when flying from San Francisco to Chicago.

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

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

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

    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.

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

    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.

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

    Currently, October is the cheapest month in which you can book a flight from San Francisco to Chicago (average of ₹ 965). Flying from San Francisco to Chicago in August is currently the most expensive (average of ₹ 1,269). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 11 September 2025.
New Delhi to O'Hare Intl flights
Chicago O'Hare Intl Airport to San Francisco flights
Chicago O'Hare Intl Airport to New York John F Kennedy Intl Airport flights
Chicago O'Hare Intl Airport to New Delhi flights
Chicago O'Hare Intl Airport to New Delhi flights

Fly with Cheapflights

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?

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!

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

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.

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

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.

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

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.