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

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

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Frequently asked questions

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 17 connecting flights per day from Chicago, IL (ORD-O'Hare Intl.) (ORD) to Santa Rosa, CA (STS-Sonoma County) (STS). Some common connection points include Seattle - Tacoma Intl. (SEA), Portland Intl. (PDX), and San Diego Intl. (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 at approximately 12:00 AM local time, operated by American Airlines. This is a seasonal service active in December. An early departure like this can help maximise 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 typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) on a Monday, with around 21 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Alaska Airlines, American Airlines, and Southwest Airlines. Flight schedules are consistent throughout the week.
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, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) are in the morning, from 6am to 9am. About 37% of passengers prefer this time. Alaska Airlines and American Airlines offer flights during this window. This timing works well because it allows you to get an early start on your travel day and arrive at your destination with plenty of time left.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
Flights from ORD to STS with one stop typically take around 9 hours 30 minutes, covering approximately 1,843 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
Select the "Business class" and "First class" filters when looking for ORD to STS flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
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 from O'Hare Intl. (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), 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
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, 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 and range up to .  

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 , 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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