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$95+ Cheap flights from San Francisco (SFO) to Chicago (CHI)

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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
nov. 25 — dic. 21
lun. 11/25
lun. 12/2
1 adult, Economy
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The best prices from San Francisco to Chicago are usually found in April or January, booked 83 days in advance, depart on a Wednesday or Saturday 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 noviembre 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

April

Round-trip from

$209
(Travelocity)

One-way from

$95
(CheapOair)
Provider with most accurate pricing for San Francisco-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Chicago (CHI) flights.
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High demand for flights, 9% potential price rise
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Best time to find cheap flights, 12% potential price drop
Search Deals
From San Francisco to Chicago (CHI)
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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 noviembre 20, 2024.

This Travelocity deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/1012:22 pmSFO - ORD
1 stop9h 25mMultiple Airlines
mar. 12/178:26 pmORD - SFO
1 stop13h 21mMultiple Airlines
Deal found 11/19$209
This Cheapflightsfares deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1310:06 amSFO - ORD
1 stop12h 29mFrontier
mar. 12/178:26 pmORD - SFO
1 stop13h 21mFrontier
Deal found 11/19$212
This United Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/106:15 amSFO - ORD
Nonstop4h 22mUnited Airlines
vie. 12/136:50 amORD - SFO
Nonstop4h 48mUnited Airlines
Deal found 11/19$217
This FlightHub deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1311:48 amSFO - MDW
1 stop6h 26mFrontier
dom. 12/157:15 amMDW - SFO
1 stop7h 35mFrontier
Deal found 11/20$218
This Alaska Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/102:41 pmSFO - ORD
1 stop7h 06mAlaska Airlines
mié. 12/115:59 pmORD - SFO
Nonstop4h 59mAlaska Airlines
Deal found 11/19$232
This Delta deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/115:40 amSFO - MDW
1 stop9h 21mDelta
sáb. 12/149:30 amMDW - SFO
1 stop7h 28mDelta
Deal found 11/20$256
This Delta deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/116:00 amSFO - ORD
1 stop6h 38mDelta
mié. 12/185:25 pmORD - SFO
1 stop8h 02mDelta
Deal found 11/20$256
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1311:50 pmSFO - ORD
Nonstop4h 14mAmerican Airlines
dom. 12/158:35 amORD - SFO
Nonstop4h 53mAmerican Airlines
Deal found 11/19$289
This Southwest deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/132:40 pmSFO - MDW
1 stop6h 50mSouthwest
lun. 12/164:50 pmMDW - SFO
Nonstop4h 40mSouthwest
Deal found 11/20$322
This Southwest deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1211:20 amSFO - ORD
2 stops9h 15mSouthwest
jue. 12/192:55 pmORD - SFO
2 stops9h 15mSouthwest
Deal found 11/20$356
This Sun Country Air deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/181:55 pmSFO - ORD
1 stop18h 50mSun Country Air
mié. 12/2510:00 amORD - SFO
1 stop14h 51mSun Country Air
Deal found 11/19$365
This Mytrip deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/217:11 pmSFO - RFD
2 stops21h 32mMultiple Airlines
lun. 11/257:03 pmRFD - SFO
2 stops21h 04mMultiple Airlines
Deal found 11/19$1,170

Find flights from San Francisco to Chicago within your budget

Customize 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 2,629,791 searches. Data last updated noviembre 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

mar. 12/10

12:22 pm-11:47 pm

1 stop9h 25m

Chicago O'Hare Intl

mar. 12/17

8:26 pm-7:47 am

1 stop13h 21m

$209

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

vie. 12/13

10:06 am-12:35 am

1 stop12h 29m

Chicago O'Hare Intl

mar. 12/17

8:26 pm-7:47 am

1 stop13h 21m

$212

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

mar. 2/4

4:00 pm-11:59 pm

1 stop5h 59m

Chicago O'Hare Intl

mié. 2/12

12:55 pm-5:44 pm

1 stop6h 49m

$216

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

jue. 1/23

1:20 pm-7:41 pm

Nonstop4h 21m

Chicago O'Hare Intl

mar. 1/28

12:39 pm-3:28 pm

Nonstop4h 49m

$217

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

vie. 12/13

11:48 am-8:14 pm

1 stop6h 26m

Chicago Midway

dom. 12/15

7:15 am-12:50 pm

1 stop7h 35m

$218

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

mié. 1/22

6:43 pm-1:07 pm

1 stop16h 24m

Chicago O'Hare Intl

dom. 1/26

6:55 pm-9:54 pm

Nonstop4h 59m

$226

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

mié. 2/19

6:05 am-3:40 pm

1 stop7h 35m

Chicago Midway

sáb. 2/22

11:05 am-1:55 pm

Nonstop4h 50m

$237

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

mar. 1/7

10:45 pm-8:54 am

1 stop8h 09m

Chicago Midway

sáb. 1/11

5:05 pm-11:22 pm

1 stop8h 17m

$256

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

mié. 12/11

12:25 am-8:57 am

1 stop6h 32m

Chicago O'Hare Intl

mar. 12/17

12:25 pm-5:42 pm

1 stop7h 17m

$256

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

vie. 1/17

5:30 am-4:45 pm

2 stops9h 15m

Chicago O'Hare Intl

lun. 1/20

4:20 pm-11:45 pm

1 stop9h 25m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 25 results
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Compare providers for flights from San Francisco to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Francisco to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Francisco-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Francisco-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Francisco-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Francisco-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Francisco-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 round-trip 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 round-trip flight from San Francisco to Chicago. Price data was last updated on November 15, 2024.

The best time to book flights from San Francisco to Chicago is 83 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from San Francisco to Chicago?

Currently, September is the cheapest month in which you can book a flight from San Francisco to Chicago (average of $232). Flying from San Francisco to Chicago in June is currently the most expensive (average of $308). 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 noviembre 20, 2024.

One of the essential ways to save on airfare from San Francisco to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 34% on airfare.

What is the cheapest day to fly from San Francisco to Chicago?

Use this chart to determine the cheapest time to fly round-trip from San Francisco to Chicago. Price data was last updated on November 18, 2024.

Travelers seeking maximum savings on their San Francisco to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 noviembre 20, 2024.

The most flights from SFO to CHI are scheduled on a Tuesday (61 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (27 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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 noviembre 20, 2024.
Get a feel of what it's like to fly with Frontier, Delta and American Airlines from San Francisco to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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?

    Located just 11.8 mi from the city center, San Francisco is the airport most travelers will use when flying to Chicago from San Francisco. Booking flights from San Francisco (SFO) to Chicago should be relatively easy as there are 42 daily outbound flights to Chicago from 8 different airlines.

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

    Frontier, at $212, was found to be the cheapest airline from San Francisco to Chicago.Alternate airlines to your destination round-trip include United Airlines and American Airlines. These flights start at 36% lower than the current average price 3 months from now.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $95. However, be on the lookout for offers from Southwest and United Airlines, as they are both options that can get you from San Francisco to Chicago for a low price.

  • What are the most popular routes from San Francisco to Chicago?

    While some choose either San Francisco - Chicago Midway or San Francisco - Chicago Greater Rockford, San Francisco - Chicago O'Hare Intl is the most popular route from San Francisco to Chicago.

  • 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 (96%), Iberia (92%), Air China (91%).

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

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for $165 on average our data indicates $898 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 vacation 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, September is the cheapest month in which you can book a flight from San Francisco to Chicago (average of $232). Flying from San Francisco to Chicago in June is currently the most expensive (average of $308). 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

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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.
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Top 7 airlines flying from San Francisco to Chicago

Discover the top 7 airlines that operate flights from San Francisco to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated noviembre 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$83Average$226FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$112Average$241FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$115Average$314FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$185Average$385FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$193Average$390FlexibilityNo cancel feeOn-time71%
DeltaCheapest$204Average$319FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$210Average$401FlexibilityNo cancel feeOn-time63%
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