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Cheap flights from San Francisco to Chicago from ₹ 10,446

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 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
27 Feb — 6 Mar1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from San Francisco to Chicago are usually found in February or September, booked 52 days in advance, depart on a Wednesday or Friday and return on a Saturday

Cheap flight deals from San Francisco to Chicago

Enter your travel dates to find the best prices.

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 28 January 2026.

Fri 20/223:59
SFO
-
ORD
Nonstop4h 20m
United Airlines
Tue 24/218:17
ORD
-
SFO
Nonstop5h 03m
United Airlines
Deal found 26/1₹ 22,908
Tue 24/217:03
SFO
-
ORD
Nonstop4h 23m
United Airlines
Tue 3/312:46
ORD
-
SFO
Nonstop5h 05m
United Airlines
Deal found 28/1₹ 23,183
Tue 5/507:15
SFO
-
ORD
1 stop9h 48m
Alaska Airlines
Thu 25/615:41
ORD
-
SFO
1 stop10h 11m
Alaska Airlines
Deal found 26/1₹ 23,366
Sat 14/318:44
SFO
-
ORD
Nonstop4h 15m
United Airlines
Tue 17/321:15
ORD
-
SFO
Nonstop5h 01m
United Airlines
Deal found 27/1₹ 23,549
Sat 28/205:45
SFO
-
ORD
1 stop8h 56m
Delta
Tue 10/307:20
ORD
-
SFO
1 stop7h 05m
Delta
Deal found 27/1₹ 23,732
Fri 27/214:39
SFO
-
ORD
1 stop7h 13m
Delta
Sat 28/210:35
ORD
-
SFO
1 stop10h 01m
Delta
Deal found 26/1₹ 23,824
Sat 21/305:50
SFO
-
ORD
1 stop8h 28m
Delta
Wed 1/407:25
ORD
-
SFO
1 stop8h 40m
Delta
Deal found 27/1₹ 23,916
Fri 27/200:40
SFO
-
ORD
1 stop9h 05m
Delta
Sun 1/317:37
ORD
-
SFO
1 stop7h 48m
Delta
Deal found 26/1₹ 24,007
Wed 18/214:05
SFO
-
ORD
1 stop7h 51m
Delta
Fri 20/217:37
ORD
-
SFO
1 stop7h 48m
Delta
Deal found 26/1₹ 24,191
Tue 19/500:45
SFO
-
ORD
Nonstop4h 22m
United Airlines
Tue 26/507:40
ORD
-
SFO
Nonstop4h 49m
United Airlines
Deal found 26/1₹ 24,282
Wed 29/422:50
SFO
-
ORD
Nonstop4h 37m
United Airlines
Tue 5/507:40
ORD
-
SFO
Nonstop4h 53m
United Airlines
Deal found 28/1₹ 24,465
Mon 4/507:15
SFO
-
ORD
1 stop27h 58m
Alaska Airlines
Wed 24/615:41
ORD
-
SFO
1 stop10h 11m
Alaska Airlines
Deal found 26/1₹ 24,557

Find 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 28 January 2026.

Round-trip from

₹ 22,908

One-way from

₹ 10,446

Popular in

November

Cheapest in

February

Average price

₹ 35,278

Good one-way deal

₹ 12,782 or less
United Airlines
  • United Airlines
  • 20/2-24/2
  • Nonstop
  • 9h 23m total
  • San Francisco to Chicago
Search Deals
Southwest
  • Southwest
  • 28/2
  • 1 total stop
  • 6h 05m total
  • San Francisco to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (₹ 486,218 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (₹ 65,674 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a one-way flight from San Francisco to Chicago (CHI).
Search Deals

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 28 January 2026.
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

Thu 19/2

14:10-20:30

Nonstop4h 20m

Chicago O'Hare Intl

Sat 21/2

06:25-09:27

Nonstop5h 02m

₹ 22,908

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 8/5

23:56-06:20

Nonstop4h 24m

Chicago O'Hare Intl

Sat 16/5

06:20-09:11

Nonstop4h 51m

₹ 22,908

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 18/4

12:10-18:43

Nonstop4h 33m

Chicago O'Hare Intl

Tue 21/4

14:15-17:12

Nonstop4h 57m

₹ 23,549

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 21/3

05:50-16:18

1 stop8h 28m

Chicago O'Hare Intl

Tue 31/3

14:32-20:33

1 stop8h 01m

₹ 23,916

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 31/3

22:40-09:10

1 stop8h 30m

Chicago O'Hare Intl

Sat 4/4

14:05-19:07

1 stop7h 02m

₹ 23,916

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 18/2

13:35-19:55

Nonstop4h 20m

Chicago O'Hare Intl

Fri 20/2

06:25-09:27

Nonstop5h 02m

₹ 24,740

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 14/3

06:00-23:51

1 stop15h 51m

Chicago O'Hare Intl

Tue 17/3

07:20-12:25

1 stop7h 05m

₹ 24,924

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 18/2

22:45-09:41

1 stop8h 56m

Chicago O'Hare Intl

Fri 20/2

17:37-23:25

1 stop7h 48m

₹ 25,107

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 21/3

05:50-16:18

1 stop8h 28m

Chicago O'Hare Intl

Fri 3/4

19:10-23:59

1 stop6h 49m

₹ 25,290

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 29/4

00:45-07:07

Nonstop4h 22m

Chicago O'Hare Intl

Tue 5/5

07:40-10:33

Nonstop4h 53m

₹ 25,840

Flights are sorted by cheapest return flights first.

Deals found on 25/1

Showing 1-10 of 24 results
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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.
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 23 January 2026.

To ensure you get the cheapest price possible for a flight from San Francisco to Chicago, you should look to book at least 52 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 ₹ 11,454). Flying from San Francisco to Chicago in December is currently the most expensive (average of ₹ 21,350). 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 28 January 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 61% on flights from San Francisco to Chicago by exploring options for tickets in the evening.

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 28 January 2026.

The most flights from SFO to CHI are scheduled on a Monday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

How often are flights from San Francisco to Chicago delayed?

About 10% of weekly flights between San Francisco and Chicago have experienced delays in the past year, with the average delay time being 185 minutes.

What is the most punctual flight time for San Francisco to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on San Francisco to Chicago flights?

Over the past year, United Airlines have had the lowest number of delays on this route, with just 10% of flights being delayed.

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 28 January 2026.
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
11,201 reviews
Check prices

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

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
11,201 reviews
American Airlines
7.2
Good
11,201 reviews
Check prices

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

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 45 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 ₹ 24,740, Delta can have you in Chicago from San Francisco in 4h 20m. San Francisco and Chicago are separated by a distance of 2963 km. This flight may include one or multiple stops.

  • 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: Qatar Airways (97%), Gulf Air (97%), Iberia (93%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 8,669. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for ₹ 29,047 on average, our data indicates ₹ 17,644 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 ₹ 11,454). Flying from San Francisco to Chicago in December is currently the most expensive (average of ₹ 21,350). 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

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Alternative routes for San Francisco to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to O'Hare Intl flights

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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.

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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.

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