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£113 Cheap Flights from Chicago (ORD) to Santa Rosa (STS)

View £113 flight on Tue, 6 Oct 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Santa Rosa, CA (STS-Sonoma County)

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Cheap Flights from Chicago (ORD) to Santa Rosa (STS)

Prices were available within the past 7 days and start at £113 for one-way flights and £226 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Fri, 11 Sept - Sat, 19 Sept
ORD
Chicago
STS
Santa Rosa
£226 Return, found 2 days ago
£226
Return
found 2 days ago
Select Alaska Airlines flight, departing Fri, 11 Sept from Chicago to Santa Rosa, returning Sat, 19 Sept, priced at £226 found 2 days ago
Alaska Airlines
Fri, 11 Sept - Sat, 19 Sept
ORD
Chicago
STS
Santa Rosa
£253 Return, found 2 days ago
£253
Return
found 2 days ago
Select Alaska Airlines flight, departing Fri, 11 Sept from Chicago to Santa Rosa, returning Sat, 19 Sept, priced at £253 found 2 days ago
Alaska Airlines
Fri, 28 Aug - Fri, 4 Sept
ORD
Chicago
STS
Santa Rosa
£258 Return, found 4 days ago
£258
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 28 Aug from Chicago to Santa Rosa, returning Fri, 4 Sept, priced at £258 found 4 days ago
Alaska Airlines
Fri, 11 Sept - Sat, 19 Sept
ORD
Chicago
STS
Santa Rosa
£307 Return, found 2 days ago
£307
Return
found 2 days ago
Select Alaska Airlines flight, departing Fri, 11 Sept from Chicago to Santa Rosa, returning Sat, 19 Sept, priced at £307 found 2 days ago
Alaska Airlines
Fri, 28 Aug - Fri, 4 Sept
ORD
Chicago
STS
Santa Rosa
£319 Return, found 4 days ago
£319
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 28 Aug from Chicago to Santa Rosa, returning Fri, 4 Sept, priced at £319 found 4 days ago
Alaska Airlines
Fri, 28 Aug - Fri, 4 Sept
ORD
Chicago
STS
Santa Rosa
£325 Return, found 4 days ago
£325
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 28 Aug from Chicago to Santa Rosa, returning Fri, 4 Sept, priced at £325 found 4 days ago
Alaska Airlines
Fri, 11 Sept - Sat, 19 Sept
ORD
Chicago
STS
Santa Rosa
£337 Return, found 2 days ago
£337
Return
found 2 days ago
Select Alaska Airlines flight, departing Fri, 11 Sept from Chicago to Santa Rosa, returning Sat, 19 Sept, priced at £337 found 2 days ago
Alaska Airlines
Fri, 28 Aug - Fri, 4 Sept
ORD
Chicago
STS
Santa Rosa
£344 Return, found 4 days ago
£344
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 28 Aug from Chicago to Santa Rosa, returning Fri, 4 Sept, priced at £344 found 4 days ago
Alaska Airlines
Fri, 28 Aug - Fri, 4 Sept
ORD
Chicago
STS
Santa Rosa
£362 Return, found 4 days ago
£362
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 28 Aug from Chicago to Santa Rosa, returning Fri, 4 Sept, priced at £362 found 4 days ago
Alaska Airlines
Fri, 28 Aug - Fri, 4 Sept
ORD
Chicago
STS
Santa Rosa
£363 Return, found 4 days ago
£363
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 28 Aug from Chicago to Santa Rosa, returning Fri, 4 Sept, priced at £363 found 4 days ago

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) cost?
You can find one-way and return flights from ORD to STS with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to STS ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
The cheapest months to fly from ORD to STS are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
Enter ORD to STS and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
Southwest Airlines is one of the cheapest airlines offering connecting return flights from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County), with prices starting from around £260 for flights that can be booked for departure within the next year. These prices are per adult, for economy/coach class, and include a layover in Phoenix (PHX-Sky Harbor Intl.). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
There are approximately 15 connecting flights per day from Chicago O'Hare International (ORD) to Santa Rosa Sonoma County (STS). Some common connection points include Seattle - Tacoma International (SEA), Portland International (PDX), and San Diego International (SAN).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) typically departs around 12:00 AM local time, operated by American Airlines. This is a seasonal service, active only in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
You'll find the most flights from Chicago O'Hare International Airport (ORD) to Santa Rosa Sonoma County (STS) on a Monday, with around 21 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Alaska Airlines, American Airlines, and Southwest Airlines. Flight schedules are fairly consistent throughout the week, so you'll have plenty of options regardless of your travel day.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
The most popular departure times for flights from Chicago O'Hare International Airport (ORD) to Santa Rosa Sonoma County Airport (STS) are in the morning, from 9am to 12pm. Many major carriers, including American Airlines, Alaska Airlines and Southwest Airlines, offer flights during this window. Many travellers prefer this because it allows for an early start to their journey, getting them to their destination with plenty of time left in the day.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
There are no nonstop flights from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County). For flights with one stop, you can expect the journey to take around 9 hours 30 minutes. If your flight has two or more stops, the travel time will typically be longer, averaging about 11 hours. The distance between ORD and STS is approximately 2,966 kilometers. Keep in mind that actual flight times can vary due to factors like layover duration, routing, and weather conditions.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
You can fly business class or first class between ORD and STS.First class cabins are available on Alaska Airlines and American Airlines.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Santa Rosa, CA (STS) from Chicago, IL (ORD)?
If you're planning to travel to Santa Rosa from O'Hare Intl. (ORD), you can fly directly into Sonoma County (STS). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Hartsfield-Jackson Atlanta Intl. (ATL), or Minneapolis - St. Paul Intl. (MSP) before reaching Santa Rosa. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Sonoma County
Return price
£225
Distance
2949 km

Book with confidence

Compare flights from Chicago to Santa Rosa easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Santa Rosa. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Sonoma County in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Sonoma County.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from O'Hare Intl. (ORD) to Sonoma County (STS)

The easiest way to view the best deals on flights from Chicago to Santa Rosa today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Sonoma County start at just £226 and range up to £363.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Santa Rosa
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Santa Rosa flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Sonoma County for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Chicago to Santa Rosa easily and book with confidence

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*Available to Expedia members.