Cheap flights from San Francisco (SFO) to Chicago (CHI) from $39

This is the cheapest one-way flight price, found on 11/29. Prices may vary by date and flight preferences.
SFO — CHI
Dec 5 — Dec 121

The best prices from San Francisco to Chicago are usually found in September or October, booked 76 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Flights from Chicago to San Francisco

How to find the cheapest flight from San Francisco (SFO) to Chicago (CHI)

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 November 30, 2023.

Popular in

June

Cheapest in

September

Round-trip from

$208

One-way from

$69
High demand for flights, 18% potential price rise
Best time to find cheap flights, 20% potential price drop
From San Francisco to Chicago (CHI)
One-way flight from San Francisco to Chicago (CHI)

SFO - CHI

Price

$208 - $363

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

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

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 16% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from San Francisco to Chicago?

To save up to 54% on this flight, we recommend booking at least 36 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from San Francisco to Chicago from $358 1-2 weeks out and tickets from $447 for flights departing within the next 72 hours.

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

September is one of the best times of the year to fly to Chicago from San Francisco. Prices for September average $346 per person but you can even find prices for as low as $105. The most expensive prices can be found in the month of June. Opting for a September flight can save you 21% on your journey compared to booking in June

When is the cheapest time to fly from San Francisco to Chicago (SFO - CHI)?

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 morning could potentially save you up to 21% on airfare.

Cheap United Airlines flights from San Francisco to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between San Francisco and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Take a peek at the cheapest United Airlines flights we've detected traveling from San Francisco to Chicago. Deals update often to give you more flight options matching your criteria
  • If you’re traveling from San Francisco to Chicago, one of the more common airlines traveling that route is United Airlines. Flights from United Airlines traveling this route typically cost $346.06 RT. This price is typically 33% more expensive than other airlines that offer San Francisco to Chicago flights. When booking this route, the cheapest RT price found was $129. The most popular departure airport in San Francisco when flying to Chicago is San Francisco Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from San Francisco to Chicago, United Airlines flights are 13% more popular than any other airline flying that same route.

Cheap American Airlines flights from San Francisco to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between San Francisco and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
To aid your search, here are some of the cheapest American Airlines flights we've found from San Francisco to Chicago. Deals are refreshing constantly so come back soon for more options.
  • If you’re traveling from San Francisco to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $392.69 RT. This price is typically 40% more expensive than other airlines that offer San Francisco to Chicago flights. When booking this route, the cheapest RT price found was $193. The most popular departure airport in San Francisco when flying to Chicago is San Francisco Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from San Francisco to Chicago, American Airlines flights are 4% more popular than any other airline flying that same route.

Cheap San Francisco to Chicago flights in November & December 2023

Find cheap flight options from San Francisco to Chicago specifically for the months of November and December 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,965,316 searches. Prices were last updated on November 30, 2023.
Listed are some of the best fares we've found on flights departing from San Francisco to Chicago in 2023. Check back soon for alternative fares.

San Francisco to Chicago 2023 flight deals

Discover exclusive flight deals for travel between San Francisco and Chicago in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Listed are some of the best fares we've found on flights departing from San Francisco to Chicago in 2023. Check back soon for alternative fares.

Non-stop flights to Chicago from San Francisco

Discover non-stop flight options from San Francisco to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
For a shorter flight, select one of these non-stop flights from San Francisco to Chicago. Those looking to potentially save on 1 or 2-stop flights from San Francisco to Chicago should utilize the search form at the the top of the page.

San Francisco to Chicago flights leaving soon

Find last-minute flight options from San Francisco to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Users seeking a last-minute flight from San Francisco to Chicago should consider booking one of these fares. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to Chicago from San Francisco

Search for one-way flight options from San Francisco to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Take a look at some of the one-way flights we've detected from San Francisco to Chicago. Those needing a return flight from San Francisco to Chicago can use the search form above.

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 2,965,316 searches. Data last updated November 30, 2023.

Fly from

Any airport

Fly to

Any airport

Budget

$93 - $211

Route

Depart

Return

Price

San FranciscoChicago Midway

SFO - MDW

SFOMDW

San Francisco

Mon 12/4

Nonstop4h 09m

Chicago Midway

Tue 12/12

Nonstop4h 58m

$93

San FranciscoChicago Midway

SFO - MDW

SFOMDW

San Francisco

Sun 12/3

Nonstop4h 09m

Chicago Midway

Sat 12/9

Nonstop4h 58m

$95

San FranciscoChicago Midway

SFO - MDW

SFOMDW

San Francisco

Thu 12/7

Nonstop4h 09m

Chicago Midway

Fri 12/8

Nonstop4h 58m

$98

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Tue 1/9

Nonstop4h 25m

Chicago O'Hare Intl

Sat 1/13

Nonstop4h 50m

$108

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Tue 2/13

Nonstop4h 24m

Chicago O'Hare Intl

Wed 2/21

Nonstop4h 48m

$113

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Tue 1/9

Nonstop4h 25m

Chicago O'Hare Intl

Fri 1/26

Nonstop4h 50m

$118

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Tue 1/16

1 stop24h 19m

Chicago O'Hare Intl

Thu 1/18

1 stop12h 05m

$139

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Thu 1/11

Nonstop4h 16m

Chicago O'Hare Intl

Thu 1/25

Nonstop4h 46m

$158

San FranciscoChicago O'Hare Intl

SFO - ORD

SFOORD

San Francisco

Tue 1/9

1 stop9h 07m

Chicago O'Hare Intl

Sat 1/13

1 stop10h 23m

$211

Flights are sorted by cheapest first

Deals found on 11/29

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 November 30, 2023.
Get a feel of what it's like to fly with United Airlines, American Airlines and Alaska 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.
8.0
Very good
1,399 reviews

Food

7.2

Comfort

8.0

Boarding

8.3

Entertainment

7.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

8.0
Very good
1,399 reviews
8.0
Very good
1,399 reviews

Food

7.2

Comfort

8.0

Boarding

8.3

Entertainment

7.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

7.9
Good
3,035 reviews
8.0
Very good
1,399 reviews

Food

7.2

Comfort

8.0

Boarding

8.3

Entertainment

7.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Southwest
7.6
Good
1,522 reviews
8.0
Very good
1,399 reviews

Food

7.2

Comfort

8.0

Boarding

8.3

Entertainment

7.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

7.4
Good
94 reviews
8.0
Very good
1,399 reviews

Food

7.2

Comfort

8.0

Boarding

8.3

Entertainment

7.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

7.4
Good
1,897 reviews
8.0
Very good
1,399 reviews

Food

7.2

Comfort

8.0

Boarding

8.3

Entertainment

7.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

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 57 daily outbound flights to Chicago from 7 different airlines.

Can I find flights from San Francisco to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from San Francisco to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $93, but on average you can expect to pay $112.

Are there nonstop flights from San Francisco to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from San Francisco to Chicago under $100. A good price for a nonstop flight from San Francisco to Chicago is less than $141.

Are there last-minute flights available from San Francisco to Chicago for under $100?

There are currently 20+ open flights from San Francisco to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from San Francisco to Chicago?

Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from San Francisco to Chicago on average per day?

Per day, 28 flights depart from San Francisco to Chicago on average.
Early Morning (Midnight to 6am) - 18% of flight departures
Morning (6am - Noon) - 46% of flight departures
Afternoon (Noon - 6pm) - 29% of flight departures
Evening (6pm - Midnight) - 7% of flight departures

How long is the flight from San Francisco to Chicago?

Departing from San Francisco to Chicago will take you 4h 09m. The distance from San Francisco to Chicago is about 1851 mi. Most flights are nonstop.

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

Frontier, at $93, was found to be the cheapest airline from San Francisco to Chicago.Alternate airlines to your destination round-trip include Alaska Airlines and United Airlines. These flights start at 73% 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 $39. However, be on the lookout for offers from Alaska Airlines and American 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?

What are the most popular airlines that fly 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: Iberia (98%), Royal Jordanian (96%), Qatar Airways (96%).

What are the cheapest flights from San Francisco to Chicago?

Looking at all options, your cheapest flight can be booked for $119. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for $128 on average our data indicates $909 when flying from San Francisco to Chicago.

What does SFO to ORD mean?

SFO stands for San Francisco Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from San Francisco to Chicago on these airlines
Choose from the following airlines for your flight from San Francisco to Chicago. Flights are based on user searches made on Cheapflights and were last updated on November 30, 2023.

Top 6 airlines flying from San Francisco to Chicago

Discover the top 6 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 2,965,316 searches. Data last updated November 30, 2023.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$69Average$240FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$119Average$202FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$129Average$375FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Alaska AirlinesCheapest$129Average$346FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
American AirlinesCheapest$175Average$404FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$193Average$393FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Search flights to Chicago by cabin class

Hourly flight availability from San Francisco to Chicago

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 November 30, 2023.
20%of flight departuresEarly morningMidnight to 6 am
37%of flight departuresMorning6 am to noon
38%of flight departuresAfternoonNoon to 6 pm
5%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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 November 30, 2023.
Sunday58daily flights
Monday63daily flights
Tuesday58daily flights
Wednesday55daily flights
Thursday58daily flights
Friday62daily flights
Saturday48daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from San Francisco to Chicago?

Cheapflights helps you search for flights from San Francisco to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from San Francisco to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from San Francisco.

Can Cheapflights find flights from San Francisco to Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from San Francisco to Chicago with no change fees.

Can Cheapflights notify me if prices for flights from San Francisco to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from San Francisco today and book when prices fit your budget.

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