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Cheap flights from San Francisco to Chicago from ₹ 10,310

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 31/12. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
27 Nov — 4 Dec1
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 71 days in advance, depart on a Monday or Wednesday and return on a Saturday

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 28 October 2025.

Round-trip from

₹ 23,352

One-way from

₹ 10,310

Popular in

December

Cheapest in

February

Average price

₹ 34,279

Good round-trip deal

₹ 145,257 or less

Good one-way deal

₹ 18,623 or less
Alaska Airlines
  • Alaska Airlines
  • 2/12-9/12
  • 3 total stops
  • 28h 38m total
  • San Francisco to Chicago
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United Airlines
  • United Airlines
  • 31/12
  • Nonstop
  • 4h 19m total
  • San Francisco to Chicago
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Highest demand for flights based on searches. 9% potential increase in price (₹ 283,996 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 66,368 potential savings vs. average return price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from San Francisco to Chicago (CHI).
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Price to beat on a one-way flight from San Francisco to Chicago (CHI).
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Find 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 October 2025.

Tue 2/1209:25SFO - ORD
2 stops12h 34mAlaska Airlines
Tue 9/1220:59ORD - SFO
1 stop16h 04mAlaska Airlines
Deal found 27/10₹ 23,352
Sat 15/1114:45SFO - ORD
Nonstop4h 17mUnited Airlines
Mon 24/1110:35ORD - SFO
Nonstop4h 50mUnited Airlines
Deal found 25/10₹ 23,440
Tue 2/1211:35SFO - ORD
2 stops10h 15mAlaska Airlines
Wed 3/1215:05ORD - SFO
1 stop19h 01mAlaska Airlines
Deal found 26/10₹ 23,528
Thu 20/1107:00SFO - ORD
1 stop14h 59mAlaska Airlines
Wed 3/1220:59ORD - SFO
1 stop13h 07mAlaska Airlines
Deal found 26/10₹ 23,792
Wed 19/1107:00SFO - ORD
1 stop14h 59mAlaska Airlines
Thu 20/1114:54ORD - SFO
1 stop9h 07mAlaska Airlines
Deal found 27/10₹ 23,969
Wed 3/1207:00SFO - ORD
1 stop14h 50mAlaska Airlines
Thu 18/1208:39ORD - SFO
1 stop9h 23mAlaska Airlines
Deal found 27/10₹ 24,057
Mon 24/1107:00SFO - ORD
1 stop14h 32mAlaska Airlines
Tue 2/1220:59ORD - SFO
1 stop14h 11mAlaska Airlines
Deal found 27/10₹ 24,145
Thu 20/1107:00SFO - ORD
1 stop10h 55mAlaska Airlines
Mon 24/1115:51ORD - SFO
1 stop10h 06mAlaska Airlines
Deal found 27/10₹ 24,762
Thu 18/1207:00SFO - ORD
1 stop11h 02mAlaska Airlines
Tue 6/120:58ORD - SFO
1 stop16h 03mAlaska Airlines
Deal found 27/10₹ 24,850
Tue 18/1100:30SFO - ORD
1 stop6h 00mDelta
Mon 24/1119:40ORD - SFO
1 stop6h 15mDelta
Deal found 27/10₹ 25,202
Thu 27/1105:45SFO - ORD
1 stop7h 17mDelta
Sat 6/1216:20ORD - SFO
1 stop10h 00mDelta
Deal found 27/10₹ 25,290

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 October 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

Fri 5/12

07:35-23:59

1 stop14h 24m

Chicago O'Hare Intl

Mon 8/12

20:59-08:06

1 stop13h 07m

₹ 24,057

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 20/11

07:00-19:55

1 stop10h 55m

Chicago O'Hare Intl

Mon 24/11

15:51-23:57

1 stop10h 06m

₹ 24,762

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 3/1

19:20-05:02

1 stop7h 42m

Chicago O'Hare Intl

Tue 6/1

20:58-11:01

1 stop16h 03m

₹ 25,555

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 31/12

00:10-09:25

1 stop7h 15m

Chicago O'Hare Intl

Mon 5/1

07:30-13:38

1 stop8h 08m

₹ 26,260

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 16/12

07:00-19:54

1 stop10h 54m

Chicago O'Hare Intl

Mon 22/12

20:58-08:15

1 stop13h 17m

₹ 26,700

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 17/12

07:00-19:54

1 stop10h 54m

Chicago O'Hare Intl

Wed 24/12

15:33-09:33

1 stop20h 00m

₹ 27,582

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 5/12

00:30-10:33

1 stop8h 03m

Chicago O'Hare Intl

Tue 16/12

13:20-20:59

1 stop9h 39m

₹ 28,022

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 5/12

00:30-11:43

1 stop9h 13m

Chicago O'Hare Intl

Sat 13/12

11:20-18:04

1 stop8h 44m

₹ 28,110

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 5/12

22:40-05:00

Nonstop4h 20m

Chicago O'Hare Intl

Tue 9/12

17:17-20:10

Nonstop4h 53m

₹ 28,286

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 31/12

00:10-09:25

1 stop7h 15m

₹ 11,191

Flights are sorted by cheapest return flights first.

Deals found on 26/10

Showing 1-10 of 20 results
1
2

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 24 October 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, December is the cheapest month in which you can book a flight from San Francisco to Chicago (average of ₹ 9,781). Flying from San Francisco to Chicago in March is currently the most expensive (average of ₹ 17,095). 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 October 2025.

Unlike at midday, when flights are generally more expensive, you can save up to 40% 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 28 October 2025.

The most flights from SFO to CHI are scheduled on a Monday (85 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 on average).

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

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 October 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
11,033 reviews
Check prices

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Food

6.4

Entertainment

6.9

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
11,033 reviews
American Airlines
7.2
Good
11,033 reviews
Check prices

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Food

6.4

Entertainment

6.9

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 58 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 ₹ 24,762, Alaska Airlines can have you in Chicago from San Francisco in 10h 55m. San Francisco and Chicago are separated by a distance of 2963 km.

  • 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: China Southern (100%), ITA Airways (90%), Asiana Airlines (90%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 17,138. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for ₹ 28,727 on average, our data indicates ₹ 93,058 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, December is the cheapest month in which you can book a flight from San Francisco to Chicago (average of ₹ 9,781). Flying from San Francisco to Chicago in March is currently the most expensive (average of ₹ 17,095). 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.

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