Cheap flights from Chicago (CHI) to Santa Rosa (STS) from $114

This is the cheapest one-way flight price, found on 9/27. Prices may vary by date and flight preferences.
CHI — STS
Oct 3 — Oct 101

The best prices from Chicago to Santa Rosa Sonoma County are usually found in January or August, booked 54 days in advance, depart on a Thursday or Monday and return on a Tuesday

How to find the cheapest flight from Chicago (CHI) to Santa Rosa (STS)

All the information you need to plan the best CHI to STS flight in 2023: compare Chicago to Santa Rosa flight prices with the expected peak season, weather and rainfall in Santa Rosa.

Popular in

May

Cheapest in

January

Average price

$620

Round-trip from

$258
High demand for flights, 23% potential price rise
Best time to find cheap flights, 26% potential price drop
Average for round-trip flights in September 2023
From Chicago (CHI) to Santa Rosa Sonoma County

CHI - SFO

Price

$258 - $436

SFO

Temperature

51.8 - 62.6 °F

SFO

Rainfall

0 - 4.4 inches

What is the cheapest day to fly round-trip from Chicago to Santa Rosa?

Saturday flights are generally found to be more expensive for flights from Chicago to Santa Rosa. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Santa Rosa.

How far in advance should I book a flight from Chicago to Santa Rosa?

To save up to 53% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Santa Rosa from $482 1-2 weeks out and tickets from $653 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Santa Rosa?

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, February can be a great choice for travel to Santa Rosa. Flights to Santa Rosa from Chicago in February are about $408 on average during February, but can be found for as low as $196.

When is the cheapest time to fly from Chicago to Santa Rosa (CHI - STS)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Santa Rosa as you normally would.

Cheap Alaska Airlines flights from Chicago to Santa Rosa

Check out some of the cheapest Alaska Airlines flights we've come across from Chicago to Santa Rosa. Come back soon if you're not finding the exact deal you're looking for.

Cheap American Airlines flights from Chicago to Santa Rosa

Some of the best deals we've found on American Airlines flights traveling from Chicago to Santa Rosa. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Chicago to Santa Rosa flights in September & October 2023

The best prices found for CHI to STS flights for September, October
These are some of the best deals we've found on flights to Santa Rosa in 2023 at this time. Check back in a little while for more flight options.

Chicago to Santa Rosa 2023 flight deals

Cheap flights to Santa Rosa from Chicago found for this year
These are some of the best deals we've found on flights to Santa Rosa in 2023 at this time. Check back in a little while for more flight options.

One-way flights to Santa Rosa from Chicago

The cheapest one-way flights from Chicago to Santa Rosa
Users in need of a one-way flight from Chicago to Santa Rosa can choose from these deals. Users can also find round-trip Chicago to Santa Rosa flights by using the search form above.

Find flights from Chicago to Santa Rosa within your budget

Use the slider to find flights from Chicago to Santa Rosa that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$441 - $581

Route

Depart

Return

Price

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 1/11

1 stop28h 04m

Santa Rosa Sonoma County

Sun 1/14

2 stops47h 39m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 1/11

2 stops28h 58m

Santa Rosa Sonoma County

Sun 1/14

2 stops47h 39m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 2/16

2 stops28h 05m

Santa Rosa Sonoma County

Mon 2/19

2 stops44h 45m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 2/16

1 stop22h 05m

Santa Rosa Sonoma County

Mon 2/19

1 stop15h 25m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 1/11

1 stop21h 55m

Santa Rosa Sonoma County

Sun 1/14

1 stop7h 45m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 10/13

1 stop20h 55m

Santa Rosa Sonoma County

Wed 10/18

1 stop11h 02m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 10/13

1 stop17h 53m

Santa Rosa Sonoma County

Wed 10/18

2 stops14h 21m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 12/30

1 stop12h 07m

Santa Rosa Sonoma County

Mon 1/8

2 stops47h 39m

Chicago O'Hare IntlSanta Rosa Sonoma County

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 10/13

2 stops12h 19m

Santa Rosa Sonoma County

Wed 10/18

2 stops14h 21m

Flights are sorted by cheapest first

Deals found on 9/26

Reviews of airlines servicing Santa Rosa

Get a feel of what it's like to fly with Alaska Airlines and American Airlines from Chicago to Santa Rosa by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
1,394 reviews

Crew

8.6

Entertainment

7.2

Comfort

8.0

Food

7.2

Overall

8.1

Boarding

8.3

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

Alaska Airlines
8.1
Very good
1,394 reviews
Alaska Airlines
8.1
Very good
1,394 reviews

Crew

8.6

Entertainment

7.2

Comfort

8.0

Food

7.2

Overall

8.1

Boarding

8.3

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

American Airlines
7.2
Good
2,635 reviews
Alaska Airlines
8.1
Very good
1,394 reviews

Crew

8.6

Entertainment

7.2

Comfort

8.0

Food

7.2

Overall

8.1

Boarding

8.3

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

Related info for your journey

Useful info, stats and facts about Chicago to Santa Rosa flights.

What airport do you fly into for flights to Santa Rosa from Chicago?

Most people fly into Santa Rosa Sonoma County (STS) if they book a flight to Santa Rosa from Chicago. On average, Sonoma County has 0 inbound flights from Chicago per day from 1 airline. Santa Rosa Sonoma County is conveniently located just 7.2 mi from Santa Rosa’s city center.

Can I find flights from Chicago to Santa Rosa for under $500 on Cheapflights?

Yes, there are multiple flights from Chicago to Santa Rosa for under $500. The cheapest flight booked recently is on Alaska Airlines for just $441, but on average you can expect to pay $591.

What are the cheapest airlines flying from Chicago to Santa Rosa round-trip?

Our cheapest airline available from Chicago to Santa Rosa is Alaska Airlines. Our recent data shows that you can find tickets from as low as $441 on this airline. An additional option worth looking into is American Airlines, starting at $539. Alaska Airlines is currently priced 28% below the average price you’ll pay for this route.

What does ORD to STS mean?

These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Santa Rosa Sonoma County Airport flight would often be abbreviated as a ORD to STS flight. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Top airline flying from Chicago to Santa Rosa

The chart below displays the airlines Cheapflights users traveling from Chicago to Santa Rosa choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$396Average$686FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

What makes Cheapflights the go-to destination for all your flight needs

How does Cheapflights help users find flights from Chicago to Santa Rosa?

Deals for Chicago to Santa Rosa flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Santa Rosa?

Cheapflights simply makes it quick and affordable to book flights from Chicago to Santa Rosa by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago to Santa Rosa with no change fees?

Certainly. Search results for flights to Santa Rosa from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Chicago to Santa Rosa become cheaper?

Yes, Cheapflights does offer price alerts on Chicago to Santa Rosa flights so you can book your travels when it’s right. The Price Alert feature is available after a flight search is performed above.

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