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Cheap flights from San Francisco to Chicago from ₹ 8,593

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 18/3. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
22 Feb — 1 Mar1
1 adult

The best prices from San Francisco to Chicago are usually found in February or April, booked 83 days in advance, depart on a Monday or Tuesday 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 17 February 2025.

Round-trip from

₹ 17,968

One-way from

₹ 8,593

Popular in

December

Cheapest in

February

Average price

₹ 25,780

Good round-trip deal

₹ 24,895 or less

Good one-way deal

₹ 12,715 or less
Alaska Airlines
  • Alaska Airlines
  • 11/3-19/3
  • 1 total stop
  • 14h 59m total
  • San Francisco to Chicago
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Hawaiian Airlines
  • Hawaiian Airlines
  • 18/3
  • Nonstop
  • 4h 12m total
  • San Francisco to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (₹ 143,706 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (₹ 64,533 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 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).
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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 17 February 2025.

Tue 11/308:20SFO - ORD
1 stop7h 40mHawaiian Airlines
Wed 12/319:00ORD - SFO
Nonstop5h 10mHawaiian Airlines
Deal found 17/2₹ 17,968
Mon 24/319:55SFO - ORD
1 stop8h 04mAlaska Airlines
Wed 26/318:56ORD - SFO
Nonstop4h 59mAlaska Airlines
Deal found 16/2₹ 18,836
Fri 11/400:08SFO - ORD
Nonstop4h 22mUnited Airlines
Tue 15/415:35ORD - SFO
Nonstop4h 59mUnited Airlines
Deal found 16/2₹ 19,791
Sat 24/500:40SFO - ORD
1 stop5h 55mDelta
Wed 28/518:59ORD - SFO
1 stop6h 21mDelta
Deal found 17/2₹ 22,308
Fri 25/422:40SFO - ORD
1 stop11h 49mFrontier
Sun 27/417:25ORD - SFO
1 stop9h 08mFrontier
Deal found 16/2₹ 22,395
Wed 14/506:00SFO - ORD
1 stop8h 45mSouthwest
Sun 18/517:25ORD - SFO
1 stop9h 20mSouthwest
Deal found 17/2₹ 28,732
Mon 10/307:11SFO - ORD
1 stop8h 46mAmerican Airlines
Tue 11/316:40ORD - SFO
2 stops9h 36mAmerican Airlines
Deal found 17/2₹ 28,818
Thu 28/809:04SFO - ORD
1 stop8h 08mSun Country Air
Mon 1/920:10ORD - SFO
1 stop16h 53mSun Country Air
Deal found 17/2₹ 29,079

Find flights from San Francisco to Chicago within your budget

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 17 February 2025.

Fly from

San Francisco

Fly to

Chicago

Route

Depart

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 11/3

08:20-18:00

1 stop7h 40m

Chicago O'Hare Intl

Wed 12/3

19:00-22:10

Nonstop5h 10m

₹ 17,968

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 24/3

19:55-05:59

1 stop8h 04m

Chicago O'Hare Intl

Wed 26/3

18:56-21:55

Nonstop4h 59m

₹ 18,836

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 11/4

00:08-06:30

Nonstop4h 22m

Chicago O'Hare Intl

Tue 15/4

15:35-18:34

Nonstop4h 59m

₹ 19,791

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 24/5

00:40-08:35

1 stop5h 55m

Chicago O'Hare Intl

Wed 28/5

18:59-23:20

1 stop6h 21m

₹ 22,308

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 25/4

22:40-12:29

1 stop11h 49m

Chicago O'Hare Intl

Sun 27/4

17:25-00:33

1 stop9h 08m

₹ 22,395

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 14/5

06:00-16:45

1 stop8h 45m

Chicago O'Hare Intl

Sun 18/5

17:25-00:45

1 stop9h 20m

₹ 28,732

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 10/3

07:11-17:57

1 stop8h 46m

Chicago O'Hare Intl

Tue 11/3

16:40-00:16

2 stops9h 36m

₹ 28,818

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 1/6

09:10-19:09

1 stop7h 59m

Chicago O'Hare Intl

Mon 23/6

20:10-11:08

1 stop16h 58m

₹ 35,155

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 18/3

10:46-16:58

Nonstop4h 12m

₹ 8,593

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 13/5

14:30-23:59

1 stop7h 29m

₹ 9,375

Flights are sorted by cheapest return flights first.

Deals found on 17/2

Showing 1-10 of 15 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.

Travel insights for flights from San Francisco to Chicago

Get recent, data-driven insights about flights from San Francisco to Chicago including ideal travel times, pricing trends, and more.

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 14 February 2025.

To ensure you get the cheapest price possible for a flight from San Francisco to Chicago, you should look to book at least 76 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 17 February 2025.

Unlike at midday, when flights are generally more expensive, you can save up to 75% 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 17 February 2025.

The most flights from SFO to CHI are scheduled on a Sunday (60 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (34 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 17 February 2025.
To help decide which airline to fly from San Francisco to Chicago, see what other customers have to say about Southwest, Alaska Airlines 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.
Southwest
8.1
Very Good
4,435 reviews
Check prices

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very Good
4,435 reviews
Southwest
8.1
Very Good
4,435 reviews
Check prices

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very Good
9,686 reviews
Southwest
8.1
Very Good
4,435 reviews
Check prices

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very Good
8,257 reviews
Southwest
8.1
Very Good
4,435 reviews
Check prices

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Hawaiian Airlines
7.9
Good
2,319 reviews
Southwest
8.1
Very Good
4,435 reviews
Check prices

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

JetBlue
7.4
Good
3,086 reviews
Southwest
8.1
Very Good
4,435 reviews
Check prices

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Arlene,May 2024

SAN - OAK

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

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 49 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 ₹ 17,968, Hawaiian Airlines will fly you from San Francisco to Chicago and back. In addition to Hawaiian Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Alaska Airlines and United Airlines - these airlines can fly you to your destination from ₹ 18,836 and ₹ 19,791, 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 Hawaiian Airlines, which is currently one of the cheapest options available, starting at ₹ 8,593. United Airlines flights start at ₹ 9,461 while deals on Southwest start at ₹ 10,329 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 (97%), Iberia (94%), Royal Jordanian (94%).

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

    Looking at all options, your cheapest flight can be booked for ₹ 12,436. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for ₹ 18,576 on average our data indicates ₹ 150,320 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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