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$171+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STS
feb. 2 — feb. 91
dom. 2/2
dom. 2/9
1 adult, Economy
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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 enero 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$343
(American Airlines)

One-way from

$171
(Alaska Airlines)

Popular in

December

Cheapest in

April

Average price

$325
Provider with most accurate pricing for Chicago (CHI)-Santa Rosa Sonoma County flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Santa Rosa Sonoma County flights.
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From Chicago (CHI) to Santa Rosa Sonoma County
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One-way flight from Chicago (CHI) to Santa Rosa Sonoma County
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Highest demand for flights based on searches. 12% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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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 enero 28, 2025.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
mié. 3/126:00 amORD - STS
1 stop8h 19mAmerican Airlines
mar. 3/184:21 pmSTS - ORD
1 stop6h 23mAmerican Airlines
Deal found 1/27$343
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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.
mié. 3/127:00 pmORD - STS
2 stops19h 24mAlaska Airlines
mar. 3/183:09 pmSTS - ORD
2 stops25h 07mAlaska Airlines
Deal found 1/27$356

Find flights from Chicago to Santa Rosa within your budget

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 enero 28, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

mié. 3/12

6:00 am-12:19 pm

1 stop8h 19m

Santa Rosa Sonoma County

mar. 3/18

4:21 pm-12:44 am

1 stop6h 23m

$343

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

mié. 3/12

7:00 pm-12:24 pm

2 stops19h 24m

Santa Rosa Sonoma County

mar. 3/18

3:09 pm-6:16 pm

2 stops25h 07m

$356

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

mar. 4/22

6:00 am-11:57 am

1 stop7h 57m

$171

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

mié. 3/26

7:00 am-12:19 pm

1 stop7h 19m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust 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.

Travel insights for flights from Chicago to Santa Rosa

Get recent, data-driven insights about flights from Chicago to Santa Rosa including ideal travel times, pricing trends, and more.

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 enero 28, 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 enero 28, 2025.
Alaska Airlines
8.0
Very good
9,689 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Food

7.1

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
9,689 reviews
Alaska Airlines
8.0
Very good
9,689 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Food

7.1

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
9,689 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Food

7.1

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 $343 on this airline. An additional option worth looking into is Alaska Airlines, starting at $356. American Airlines is currently priced 41% 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

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Alternative routes for Chicago to Santa Rosa

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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 enero 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$363Average$607FlexibilityNo cancel feeOn-time71%
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