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

SFO — CHI
May 24 — May 311

The best prices from San Francisco to Chicago are usually found in August or July, booked 31 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

How to find the cheapest flight from San Francisco to Chicago

All the information you need to plan the best SFO to CHI flight in 2022: compare San Francisco to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

SFO - CHI

Price

$216 - $369

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inDecemberHigh demand for flights, 22% potential price rise
Cheapest inAugustBest time to find cheap flights, 25% potential price drop
Round-trip from$216From San Francisco to Chicago (CHI)
One-way from$157One-way flight from San Francisco to Chicago (CHI)

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

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 25% 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 57% on this flight, we recommend booking at least 32 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 $363 1-2 weeks out and tickets from $479 for flights departing within the next 72 hours.

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

August is one of the best times of the year to fly to Chicago from San Francisco. Prices for August average $287 per person but you can even find prices for as low as $118. The most expensive prices can be found in the month of December. Opting for a August flight can save you 28% on your journey compared to booking in December

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 afternoon could potentially save you up to 16% on airfare.

Cheap flights from San Francisco to Chicago in May, June 2022

The best prices found for SFO to CHI flights for May, June
Jun 4 - Jun 7
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

7h 48m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

12h 01m
$294

Multiple Airlines

View Deal

Deal found 5/16/22

Jun 7 - Jun 29
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

10h 11m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

12h 14m
$297

Multiple Airlines

View Deal

Deal found 5/17/22

Jun 7 - Jun 27
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

10h 11m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

12h 32m
$316

Multiple Airlines

View Deal

Deal found 5/17/22

San Francisco to Chicago 2022 flight deals

Cheap flights to Chicago from San Francisco found for this year
Sep 15 - Sep 16
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

7h 01m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

16h 57m
$258

Sun Country Air

View Deal

Deal found 5/17/22

Sep 15 - Sep 18
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

22h 46m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

24h 02m
$261

Sun Country Air

View Deal

Deal found 5/18/22

Sep 15 - Sep 18
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

22h 46m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

24h 02m
$270

Sun Country Air

View Deal

Deal found 5/16/22

Cheap Sun Country Air flights from San Francisco to Chicago

Sep 15 - Sep 16
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

7h 01m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

16h 57m
$258

Sun Country Air

View Deal

Deal found 5/17/22

Sep 15 - Sep 18
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

22h 46m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

24h 02m
$261

Sun Country Air

View Deal

Deal found 5/18/22

Sep 15 - Sep 18
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

22h 46m
ORD

Chicago O'Hare Intl

SFO

San Francisco

1 stop

24h 02m
$270

Sun Country Air

View Deal

Deal found 5/16/22

  • Sun Country Air is one of the most popular airlines used for those traveling from San Francisco to Chicago. Flights on this route from Sun Country Air typically cost $427.60 RT, a price that is 60% more expensive than the average San Francisco to Chicago flight. The cheapest flight found was $109 RT. 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, Sun Country Air flights are 20% more popular than any other airline flying that same route.

Cheap United Airlines flights from San Francisco to Chicago

May 29 - May 31
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 11m
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 33m
$450

United Airlines

View Deal

Deal found 5/18/22

May 27 - May 29
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

8h 30m
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 33m
$479

United Airlines

View Deal

Deal found 5/19/22

May 28 - Jun 4
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 05m
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 38m
$518

United Airlines

View Deal

Deal found 5/18/22

  • 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 $380.27 RT. This price is typically 118% more expensive than other airlines that offer San Francisco to Chicago flights. When booking this route, the cheapest RT price found was $169. 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 15% more popular than any other airline flying that same route.

Non-stop flights to Chicago from San Francisco

Save time with San Francisco to Chicago direct flight deals
Sep 3 - Sep 8
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 25m
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 50m
$338

Multiple Airlines

View Deal

Deal found 5/16/22

Nov 15 - Dec 1
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 18m
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 46m
$341

Alaska Airlines

View Deal

Deal found 5/17/22

Nov 9 - Dec 1
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 18m
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 46m
$344

Alaska Airlines

View Deal

Deal found 5/17/22

Last minute flights from San Francisco to Chicago

Late deals on return flights to Chicago from San Francisco, departing today and this week
May 29 - Jun 15
SFO

San Francisco

MDW

Chicago Midway

1 stop

8h 44m
MDW

Chicago Midway

SFO

San Francisco

1 stop

11h 14m
$364

Frontier

View Deal

Deal found 5/16/22

May 28 - Jun 3
SFO

San Francisco

MDW

Chicago Midway

1 stop

14h 55m
MDW

Chicago Midway

SFO

San Francisco

1 stop

6h 55m
$375

Frontier

View Deal

Deal found 5/18/22

May 25 - May 30
SFO

San Francisco

MDW

Chicago Midway

1 stop

20h 28m
MDW

Chicago Midway

SFO

San Francisco

1 stop

17h 59m
$379

Frontier

View Deal

Deal found 5/16/22

One-way flights to Chicago All airports from San Francisco

The cheapest one-way flights from San Francisco to Chicago
Jun 7
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

12h 41m
$106

Multiple Airlines

View Deal

Deal found 5/17/22

Jun 7
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

10h 11m
$107

Multiple Airlines

View Deal

Deal found 5/17/22

Aug 24
SFO

San Francisco

RFD

Chicago Greater Rockford

1 stop

27h 58m
$119

Multiple Airlines

View Deal

Deal found 5/18/22

Related info for your journey

Useful info, stats and facts about San Francisco to Chicago flights.

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 47 daily outbound flights to Chicago from 11 different airlines.

Which airlines flying from San Francisco to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, American Airlines, and Alaska Airlines flying from San Francisco to Chicago have implemented new flexible cancellation policies.

Can I find flights from San Francisco to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from San Francisco to Chicago for under $300. The cheapest flight booked recently is on Sun Country Air for just $258, but on average you can expect to pay $288.

Are there nonstop flights from San Francisco to Chicago for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from San Francisco to Chicago under $400. A good price for a nonstop flight from San Francisco to Chicago is less than $354.

Are there last-minute flights available from San Francisco to Chicago for under $400?

There are currently 20+ open flights from San Francisco to Chicago within the next 7 days for less than $400.

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, 40 flights depart from San Francisco to Chicago on average.
Morning (6am - Noon) - 57% of flight departures
Evening (6pm - Midnight) - 43% of flight departures

How long is the flight from San Francisco to Chicago?

Departing from San Francisco to Chicago will take you 7h 01m. The distance from San Francisco to Chicago is about 1851 mi.

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

Sun Country Air, at $258, was found to be the cheapest airline from San Francisco to Chicago.. This flight start at 10% lower than the current average price 3 months from now.

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 popular airlines that fly from San Francisco to Chicago?

The most popular airlines flying from San Francisco to Chicago are Major Airline, American Airlines and Alaska Airlines. Something to consider prior to booking your flight.

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: Royal Jordanian (97%), Austrian Airlines (96%), Scandinavian Airlines (95%).

What are the cheapest flights from San Francisco to Chicago?

Looking at all options, your cheapest flight can be booked for $152. While the most popular route (San Francisco - Chicago O'Hare Intl) can be booked for $258 on average our data indicates $934 when flying from San Francisco to Chicago.

Alternative routes for San Francisco to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from San Francisco to Chicago

The chart below displays the airlines Cheapflights users traveling from San Francisco to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$12Average$17FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$86Average$296FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Alaska AirlinesCheapest$109Average$428FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights
Spirit AirlinesCheapest$121Average$272FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
American AirlinesCheapest$137Average$416FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights

Hourly flight availability from San Francisco to Chicago

See what time of day planes typically take off from San Francisco to Chicago
33%of flight departuresEarly morningMidnight to 6 am
31%of flight departuresMorning6 am to noon
9%of flight departuresAfternoonNoon to 6 pm
27%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San Francisco to Chicago

See how many times per day planes take to the skies headed from San Francisco to Chicago
Sunday50daily flights
Monday45daily flights
Tuesday36daily flights
Wednesday50daily flights
Thursday61daily flights
Friday46daily flights
Saturday41daily flights