HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Santa Rosa

$158+ Cheap flights from Chicago (CHI) to Santa Rosa (STS)

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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STS
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Santa Rosa with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Santa Rosa

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santa Rosa (STS). 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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$296
(Mytrip)

One-way from

$158
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$572
Provider with most accurate pricing for Chicago (CHI)-Santa Rosa Sonoma County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Santa Rosa Sonoma County flights.
Search Deals
From Chicago (CHI) to Santa Rosa Sonoma County
Search Deals
One-way flight from Chicago (CHI) to Santa Rosa Sonoma County
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($103 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Chicago to Santa Rosa

Cheapest flights from Chicago to Santa Rosa
Explore the most affordable flight options available from Chicago to Santa Rosa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This Mytrip deal was found by Cheapflights users on 3/30. 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.
Fri 4/187:41 amORD - STS
1 stop7h 41mMultiple Airlines
Mon 4/212:02 pmSTS - ORD
3 stops37h 43mMultiple Airlines
Deal found 3/30$296
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Wed 4/306:00 amORD - STS
1 stop8h 17mAmerican Airlines
Tue 5/612:24 pmSTS - ORD
1 stop9h 32mAmerican Airlines
Deal found 3/30$317
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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.
Tue 5/62:07 pmORD - STS
1 stop20h 35mAlaska Airlines
Fri 5/97:58 pmSTS - ORD
1 stop8h 07mAlaska Airlines
Deal found 3/30$326
This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/282:03 pmORD - STS
1 stop7h 40mHawaiian Airlines
Thu 7/3111:55 amSTS - ORD
1 stop9h 44mHawaiian Airlines
Deal found 3/30$558

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Santa Rosa 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 2,558,603 searches. Data last updated March 31, 2025.
Use the filters below to find and compare flights from Chicago to Santa Rosa that are best for you.

Fly from

Chicago

Fly to

Santa Rosa

Route

Depart

Return

Price

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 4/18

7:41 am-1:22 pm

1 stop7h 41m

Santa Rosa Sonoma County

Mon 4/21

2:02 pm-5:45 am

3 stops37h 43m

$296

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 4/30

6:00 am-12:17 pm

1 stop8h 17m

Santa Rosa Sonoma County

Tue 5/6

12:24 pm-11:56 pm

1 stop9h 32m

$317

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 5/6

2:07 pm-8:42 am

1 stop20h 35m

Santa Rosa Sonoma County

Fri 5/9

7:58 pm-6:05 am

1 stop8h 07m

$326

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 7/28

2:03 pm-7:43 pm

1 stop7h 40m

Santa Rosa Sonoma County

Thu 7/31

11:55 am-11:39 pm

1 stop9h 44m

$558

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 5/3

6:00 am-11:57 am

1 stop7h 57m

$158

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 4/30

6:00 am-12:17 pm

1 stop8h 17m

$159

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 5/9

1:00 pm-11:39 pm

3 stops12h 39m

$777

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Compare providers for flights from Chicago to Santa Rosa

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 Chicago to Santa Rosa in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 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 Chicago-Santa Rosa flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Santa Rosa flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Santa Rosa flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Santa Rosa 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 Chicago-Santa Rosa 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 Chicago to Santa Rosa

Have a flexible travel schedule? Discover the best time to fly to Santa Rosa from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Santa Rosa

What is the cheapest month to book a flight from Chicago to Santa Rosa?

Currently, February is the cheapest month in which you can book a flight from Chicago to Santa Rosa (average of $202). Flying from Chicago to Santa Rosa in June is currently the most expensive (average of $395). 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 CHI to STS?

Find hourly flight availability from Chicago to Santa Rosa. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

It’s optimal to fly from Chicago to Santa Rosa in the afternoon. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight in the morning.

Rainfall in Santa Rosa by month

Plan your trip to Santa Rosa by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Santa Rosa ranges from 0.0 - 7.1 inches per month. January is typically the wettest month, when rainfall can reach 7.1 in. July is typically the driest time to visit Santa Rosa when rainfall is around 0.0 in.

Temperature in Santa Rosa by month

Plan your trip to Santa Rosa by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Santa Rosa, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 46.4 F).

Reviews of airlines servicing Santa Rosa

Get insights into the airlines that provide service to Santa Rosa. 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 Santa Rosa. Reviews last updated March 31, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Hawaiian 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
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Hawaiian Airlines
7.9
Good
2,344 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santa Rosa. 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 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.

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

    Our cheapest airline available from Chicago to Santa Rosa is American Airlines. Our recent data shows that you can find tickets from as low as $317 on this airline. Additional options worth looking into are Alaska Airlines and Hawaiian Airlines, starting at $326 and $558 round-trip. American Airlines is currently priced 44% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Santa Rosa that include hotel bookings?

    Yes. In addition to deals on Chicago to Santa Rosa flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Santa Rosa?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santa Rosa.

  • Can I find deals for business class flights from Chicago to Santa Rosa?

    Yes. Cheapflights offers flight deals from Chicago to Santa Rosa 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 Chicago to Santa Rosa?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Santa Rosa (average of $202). Flying from Chicago to Santa Rosa in June is currently the most expensive (average of $395). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Fort Bragg
Ukiah
Mendocino

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.

Alternative routes for Chicago to Santa Rosa

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to San Francisco flights
O'Hare Intl to San Diego flights
Midway to Las Vegas flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Ontario flights
St. Louis to Las Vegas flights
O'Hare Intl to Burbank flights
Midway to San Francisco flights
Midway to Los Angeles flights
Midway to San Diego flights
O'Hare Intl to Sacramento flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Oakland flights
O'Hare Intl to San Jose flights
O'Hare Intl to Reno flights
Rockford to Las Vegas flights
St. Louis to Los Angeles flights
Midway to Ontario flights
St. Louis to San Francisco flights
Midway to Santa Ana flights
St. Louis to San Diego flights
O'Hare Intl to Fresno flights
Midway to San Jose flights
Midway to Reno flights
Midway to Palm Springs flights
Midway to Burbank flights
Midway to Oakland flights
St. Louis to Sacramento flights
Midway to Sacramento flights
St. Louis to Ontario flights
Peoria to San Diego flights
O'Hare Intl to San Luis Obispo flights
Peoria to Las Vegas flights
Moline to Las Vegas flights
O'Hare Intl to Long Beach flights
Moline to San Diego flights
St. Louis to San Jose flights
Moline to Ontario flights
O'Hare Intl to Santa Barbara flights
Peoria to Santa Ana flights
Midway to Fresno flights
St. Louis to Burbank flights
St. Louis to Palm Springs flights
Moline to Palm Springs flights
Midway to Long Beach flights
St. Louis to Santa Ana flights
Bloomington to Ontario flights
O'Hare Intl to Santa Rosa flights

Top airline flying from Chicago to Santa Rosa

Discover the top airline that operate flights from Chicago to Santa Rosa. 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 2,558,603 searches. Data last updated March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$363Average$583FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.