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Cheap flights from San Francisco to Chicago from ₹ 9,032

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 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
19 Jun — 26 Jun1
1 adult

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 Wednesday and return on a Wednesday

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 14 June 2025.

Round-trip from

₹ 17,805

One-way from

₹ 9,032

Popular in

December

Cheapest in

February

Average price

₹ 30,449

Good round-trip deal

₹ 19,910 or less

Good one-way deal

₹ 13,616 or less
Alaska Airlines
  • Alaska Airlines
  • 5/8-6/8
  • Nonstop
  • 9h 11m total
  • San Francisco to Chicago
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Southwest
  • Southwest
  • 31/10
  • 2 total stops
  • 9h 00m total
  • San Francisco to Chicago
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Highest demand for flights based on searches. 5% potential increase in price (₹ 156,599 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 64,028 potential savings vs. average return price).
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Average for round-trip flights in June 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

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 14 June 2025.

Tue 22/711:55SFO - ORD
Nonstop4h 23mAlaska Airlines
Tue 29/719:18ORD - SFO
Nonstop4h 48mAlaska Airlines
Deal found 13/6₹ 17,805
Sat 6/906:50SFO - ORD
2 stops13h 10mSouthwest
Sat 13/913:50ORD - SFO
2 stops8h 35mSouthwest
Deal found 13/6₹ 17,977
Fri 15/819:49SFO - ORD
1 stop7h 51mHawaiian Airlines
Sat 16/819:18ORD - SFO
Nonstop4h 48mHawaiian Airlines
Deal found 11/6₹ 20,127
Wed 30/723:25SFO - ORD
Nonstop4h 14mUnited Airlines
Wed 6/806:30ORD - SFO
Nonstop4h 39mUnited Airlines
Deal found 12/6₹ 20,558
Tue 8/713:17SFO - ORD
1 stop6h 51mDelta
Fri 1/819:20ORD - SFO
1 stop6h 43mDelta
Deal found 13/6₹ 22,106
Mon 25/823:08SFO - ORD
Nonstop4h 16mAmerican Airlines
Sat 6/906:45ORD - SFO
Nonstop4h 39mAmerican Airlines
Deal found 12/6₹ 23,224
Mon 30/610:37SFO - ORD
1 stop10h 19mFrontier
Thu 10/713:39ORD - SFO
1 stop8h 00mFrontier
Deal found 12/6₹ 24,600
Sun 6/723:55SFO - ORD
1 stop10h 44mSun Country Air
Mon 28/718:15ORD - SFO
1 stop6h 38mSun Country Air
Deal found 13/6₹ 26,234

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 14 June 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 22/7

11:55-18:18

Nonstop4h 23m

Chicago O'Hare Intl

Tue 29/7

19:18-22:06

Nonstop4h 48m

₹ 17,805

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 6/9

06:50-22:00

2 stops13h 10m

Chicago O'Hare Intl

Sat 13/9

13:50-20:25

2 stops8h 35m

₹ 17,977

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 15/8

19:49-05:40

1 stop7h 51m

Chicago O'Hare Intl

Sat 16/8

19:18-22:06

Nonstop4h 48m

₹ 20,127

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 30/7

23:25-05:39

Nonstop4h 14m

Chicago O'Hare Intl

Wed 6/8

06:30-09:09

Nonstop4h 39m

₹ 20,558

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 8/7

05:50-16:33

1 stop8h 43m

Chicago O'Hare Intl

Fri 25/7

19:20-00:03

1 stop6h 43m

₹ 22,106

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 25/8

23:08-05:24

Nonstop4h 16m

Chicago O'Hare Intl

Sat 6/9

06:45-09:24

Nonstop4h 39m

₹ 23,224

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 30/6

10:37-22:56

1 stop10h 19m

Chicago O'Hare Intl

Thu 10/7

13:39-19:39

1 stop8h 00m

₹ 24,600

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 6/7

23:55-12:39

1 stop10h 44m

Chicago O'Hare Intl

Mon 28/7

18:15-22:53

1 stop6h 38m

₹ 26,234

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 31/10

05:45-16:45

2 stops9h 00m

₹ 9,032

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 29/9

21:19-07:03

1 stop7h 44m

₹ 9,204

Flights are sorted by cheapest return flights first.

Deals found on 13/6

Showing 1-10 of 16 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 9 June 2025.

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.

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 ₹ 973). Flying from San Francisco to Chicago in August is currently the most expensive (average of ₹ 1,403). 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 14 June 2025.

Unlike at midday, when flights are generally more expensive, you can save up to 39% 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 14 June 2025.

The most flights from SFO to CHI are scheduled on a Friday (96 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (58 on average).

Rainfall in Chicago by month

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

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.

Temperature in Chicago by month

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

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).

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 14 June 2025.
To help decide which airline to fly from San Francisco to Chicago, see what other customers have to say about Alaska Airlines, Southwest and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very Good
10,000 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very Good
4,283 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very Good
7,951 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,499 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,791 reviews
Alaska Airlines
8.0
Very Good
10,000 reviews
Check prices

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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

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

    Currently priced at ₹ 17,805, Alaska Airlines will fly you from San Francisco to Chicago and back. In addition to Alaska 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 ₹ 17,977 and ₹ 20,127, respectively. You may be able to fly from San Francisco to Chicago for 39% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at ₹ 9,032. Hawaiian Airlines flights start at ₹ 9,204 while deals on United Airlines start at ₹ 9,376 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: Fiji Airways (100%), China Southern (91%), Alaska Airlines (89%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 9,427. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for ₹ 20,127 on average our data indicates ₹ 146,735 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 ₹ 973). Flying from San Francisco to Chicago in August is currently the most expensive (average of ₹ 1,403). 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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