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Cheap flights from San Francisco to Chicago from $182

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
17 ต.ค. — 24 ต.ค.1
1 adult
1 adult, Economy

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 กันยายน 2025.

Round-trip from

$365

One-way from

$182

Popular in

December

Cheapest in

February

Average price

$530
Alaska Airlines
  • Alaska Airlines
  • 11/11-15/11
  • 2 total stops
  • 19h 56m total
  • San Francisco to Chicago
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Hawaiian Airlines
  • Hawaiian Airlines
  • 9/12
  • 1 total stop
  • 8h 45m total
  • San Francisco to Chicago
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Highest demand for flights based on searches. 9% potential increase in price ($98 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average return price).
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Average for round-trip flights in September 2025
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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 กันยายน 2025.

อ. 11/1107:00SFO - ORD
1 stop10h 55mAlaska Airlines
ส. 15/1114:54ORD - SFO
1 stop9h 01mAlaska Airlines
Deal found 15/9$365
พฤ. 30/1006:34SFO - ORD
1 stop16h 09mFrontier
พฤ. 6/1115:18ORD - SFO
2 stops19h 26mFrontier
Deal found 15/9$368
ส. 15/1107:00SFO - ORD
1 stop14h 59mAlaska Airlines
อ. 18/1109:20ORD - SFO
1 stop8h 27mAlaska Airlines
Deal found 15/9$398
จ. 10/1107:00SFO - ORD
1 stop10h 55mAlaska Airlines
พ. 19/1109:20ORD - SFO
1 stop14h 41mAlaska Airlines
Deal found 15/9$403
พฤ. 11/1208:09SFO - ORD
1 stop8h 45mHawaiian Airlines
จ. 15/1215:05ORD - SFO
1 stop8h 41mHawaiian Airlines
Deal found 16/9$407
จ. 13/1021:17SFO - ORD
1 stop15h 33mAlaska Airlines
อ. 21/1008:20ORD - SFO
1 stop7h 41mAlaska Airlines
Deal found 15/9$418
อ. 21/1010:26SFO - ORD
1 stop11h 33mAlaska Airlines
ศ. 7/1114:54ORD - SFO
1 stop9h 24mAlaska Airlines
Deal found 16/9$430
อ. 4/1110:35SFO - ORD
1 stop7h 20mAlaska Airlines
อ. 11/1109:20ORD - SFO
1 stop11h 52mAlaska Airlines
Deal found 15/9$432
ศ. 14/1107:00SFO - ORD
1 stop10h 55mAlaska Airlines
พ. 19/1114:54ORD - SFO
1 stop9h 07mAlaska Airlines
Deal found 15/9$435
ส. 25/1010:35SFO - ORD
1 stop11h 19mDelta
ศ. 7/1107:37ORD - SFO
1 stop17h 56mDelta
Deal found 16/9$437
พฤ. 11/1207:00SFO - ORD
1 stop14h 50mAlaska Airlines
จ. 15/1219:59ORD - SFO
1 stop14h 07mAlaska Airlines
Deal found 15/9$440
อ. 14/1010:40SFO - ORD
2 stops11h 10mDelta
ส. 18/1007:37ORD - SFO
1 stop10h 28mDelta
Deal found 16/9$445

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 134,765 searches. Data last updated 17 กันยายน 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

Departure

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

อ. 11/11

07:00-19:55

1 stop10h 55m

Chicago O'Hare Intl

พ. 12/11

14:54-22:01

1 stop9h 07m

$365

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

พ. 19/11

07:00-23:59

1 stop14h 59m

Chicago O'Hare Intl

ศ. 12/12

15:05-21:46

1 stop8h 41m

$403

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

จ. 10/11

07:00-19:55

1 stop10h 55m

Chicago O'Hare Intl

ส. 15/11

14:54-21:55

1 stop9h 01m

$403

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

ศ. 14/11

07:00-19:55

1 stop10h 55m

Chicago O'Hare Intl

พ. 19/11

14:54-22:01

1 stop9h 07m

$435

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

พฤ. 20/11

07:00-19:55

1 stop10h 55m

Chicago O'Hare Intl

อ. 9/12

19:59-08:06

1 stop14h 07m

$447

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

ส. 6/12

16:39-06:21

2 stops11h 42m

Chicago O'Hare Intl

อ. 9/12

15:05-09:10

1 stop20h 05m

$448

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

ศ. 14/11

10:30-21:25

2 stops8h 55m

Chicago O'Hare Intl

จ. 17/11

13:38-22:25

2 stops10h 47m

$455

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

อ. 14/10

23:00-05:13

Nonstop4h 13m

Chicago O'Hare Intl

อ. 21/10

12:53-15:30

Nonstop4h 37m

$463

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

พ. 12/11

07:00-19:55

1 stop10h 55m

Chicago O'Hare Intl

อา. 16/11

20:59-08:50

1 stop13h 51m

$468

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

ศ. 17/10

00:35-09:03

1 stop6h 28m

Chicago O'Hare Intl

ส. 1/11

11:05-20:04

2 stops10h 59m

$492

Flights are sorted by cheapest return flights first.

Deals found on 16/9

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 12 September 2025.

The price you pay for your flight from San Francisco to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 กันยายน 2025.

When flying from San Francisco to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 กันยายน 2025.

The most flights from SFO to CHI are scheduled on a Monday (96 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (60 on average).

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?

    If you book a flight to Chicago from San Francisco, you will be flying from San Francisco, which is the city’s only airport. San Francisco (SFO) is located 19.0 km from the centre of San Francisco. There are 80 flights from San Francisco to Chicago per day from 0 different airlines.

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

    For as low as $365, 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 cheapest airlines to fly from San Francisco to Chicago one-way?

    The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $209. However, be on the lookout for offers from United Airlines and Sun Country Air, as they are both options that can get you from San Francisco to Chicago for a low price.

  • 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: ITA Airways (100%), Fiji Airways (83%), Asiana Airlines (83%).

  • 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.

See more FAQs

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