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$150 Cheap Flights from Chicago (ORD) to Santa Rosa (STS)

View $150 flight on Tue, Sep 29, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $150 for one-way flights and $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Sep 29 - Mon, Oct 5
ORD
Chicago
STS
Santa Rosa
$299 Roundtrip, just found
$299
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 29 from Chicago to Santa Rosa, returning Mon, Oct 5, priced at $299 just found
American Airlines
Tue, Oct 13 - Mon, Oct 19
ORD
Chicago
STS
Santa Rosa
$301 Roundtrip, found 3 days ago
$301
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Oct 13 from Chicago to Santa Rosa, returning Mon, Oct 19, priced at $301 found 3 days ago
Delta
Tue, Nov 3 - Mon, Nov 16
ORD
Chicago
STS
Santa Rosa
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 3 from Chicago to Santa Rosa, returning Mon, Nov 16, priced at $304 found 2 days ago
Alaska Airlines
Wed, Nov 18 - Wed, Dec 2
ORD
Chicago
STS
Santa Rosa
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Nov 18 from Chicago to Santa Rosa, returning Wed, Dec 2, priced at $308 found 2 days ago
Alaska Airlines
Sat, Sep 12 - Mon, Sep 21
ORD
Chicago
STS
Santa Rosa
$324 Roundtrip, found 4 days ago
$324
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sat, Sep 12 from Chicago to Santa Rosa, returning Mon, Sep 21, priced at $324 found 4 days ago
Alaska Airlines
Tue, Oct 6 - Tue, Oct 13
ORD
Chicago
STS
Santa Rosa
$326 Roundtrip, found 3 days ago
$326
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Oct 6 from Chicago to Santa Rosa, returning Tue, Oct 13, priced at $326 found 3 days ago
American Airlines
Fri, Oct 30 - Tue, Nov 3
ORD
Chicago
STS
Santa Rosa
$327 Roundtrip, found 4 days ago
$327
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Oct 30 from Chicago to Santa Rosa, returning Tue, Nov 3, priced at $327 found 4 days ago
Alaska Airlines
Sat, Sep 12 - Mon, Sep 21
ORD
Chicago
STS
Santa Rosa
$329 Roundtrip, found 4 days ago
$329
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sat, Sep 12 from Chicago to Santa Rosa, returning Mon, Sep 21, priced at $329 found 4 days ago
Alaska Airlines
Tue, Oct 13 - Mon, Oct 19
ORD
Chicago
STS
Santa Rosa
$331 Roundtrip, found 3 days ago
$331
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Oct 13 from Chicago to Santa Rosa, returning Mon, Oct 19, priced at $331 found 3 days ago
American Airlines
Fri, Oct 30 - Tue, Nov 3
ORD
Chicago
STS
Santa Rosa
$333 Roundtrip, found 4 days ago
$333
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Oct 30 from Chicago to Santa Rosa, returning Tue, Nov 3, priced at $333 found 4 days ago

Alternative airports near Santa Rosa

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Sonoma County STS. Cheapest and Closest option available. Average driving time to city center is 10 minutes. Flights from $501
STS
Sonoma County
CheapestClosest
Average driving time to city center10 min
Flights from $501

What you need to know for your flight from O'Hare Intl. to Sonoma County

Chicago (ORD) to Santa Rosa (STS) at a glance

Discover a range of airlines offering Santa Rosa flights from Chicago O'Hare International Airport (ORD) to Sonoma County Airport (STS) on this short domestic route. You can easily compare airfares to Santa Rosa to identify the best options that suit your budget and travel schedule. As you prepare for your journey, take the time to explore Santa Rosa's renowned attractions and charming neighborhoods. Find all the essential details for your flight from Chicago to Santa Rosa here.

  • Fastest flight duration: around 6h 15m in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 1,800 miles (2,900 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $150–$510, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to Sonoma County Airport (STS)

Recent traveler bookings reveal the top airlines for trips from Chicago to Santa Rosa, particularly favored for their one-stop services. Common layover locations include Sky Harbor International Airport (PHX) with approximately a 1-hour layover, Seattle-Tacoma International Airport (SEA) featuring around a 1 hour and 30 minutes layover, and Portland International Airport (PDX) offering a 55-minute layover. This variety allows you to mix and match options based on price, total travel time, and cabin class to create the best itinerary for your journey.

  • American Airlines: This major airline provides a full-service experience with one-stop flights. One-way ticket prices generally fall between $175 and $490. It represents around 50% of flights on this route, featuring an in-air duration of 6 hours and 15 minutes, and a total travel time of approximately 7 hours and 45 minutes, including layover time.
  • Alaska Airlines: Another prominent full-service airline, Alaska Airlines offers one-stop travel options, with one-way fares typically ranging from $150 to $585. It accounts for about 47% of departures on this route, with the flight duration being 6 hours and 15 minutes and a total journey time of roughly 7 hours and 45 minutes, factoring in the layover.

Alternative routes from Chicago (ORD) to Santa Rosa (STS)

  • Chicago to Santa Rosa (MDW-STS): Midway International Airport (MDW) lies approximately 16 miles from O'Hare International Airport (ORD).
  • Chicago to Novato (ORD-NOT): Gnoss Field Airport (NOT) is located about 29 miles from Sonoma County Airport (STS).
  • Chicago to Napa (ORD-APC): Napa Valley Airport (APC) is roughly 35 miles from Sonoma County Airport (STS).

How to find the best prices for flights from Chicago (ORD) to Santa Rosa (STS)

Getting some of the best deals on flights from Chicago to Santa Rosa is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are typically found when booking at least two months in advance, although most travelers tend to book 2 to 8 weeks ahead. Afternoon departures from 12 PM to 6 PM generally offer lower prices, while morning flights from 5 AM to 12 PM are the most popular. Additionally, flying on Monday provides both cheaper prices and is the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Santa Rosa hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Sonoma County Airport from O'Hare International Airport

Santa Rosa welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Santa Rosa city center is approximately a 10-minute drive (covering about 9 miles) from Sonoma County Airport, depending on traffic. Here's how to reach Santa Rosa efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Santa Rosa, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Sonoma County Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Sonoma County Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Sonoma County Airport, Santa Rosa Station, a train station, is located about 7.6 miles away by car, providing convenient access for travelers heading into the city.

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 cheap one-way flights from $150 and cheap return flights from $299 Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) with Expedia. One-way flights typically cost between $233 and $1066, and return flights often range between $511 and $1794. 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 the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
The cheapest month to fly from ORD to STS is September 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're 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)?
American Airlines is one of the cheapest airlines offering connecting flights from Chicago (ORD) to Santa Rosa (STS) with a layover in Los Angeles Intl. (LAX), starting from around $1,079. 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.*Prices based on flights available on Expedia in the last year.
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.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to STS. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
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) to Santa Rosa, CA (STS) are in the early morning, from 6am to 9am. About 33% of passengers prefer this time window. Many major carriers, including Alaska Airlines and United Airlines, offer flights during this window. This timing is popular because it allows travelers to arrive in Santa Rosa with plenty of time to explore.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Santa Rosa, CA (STS-Sonoma County)?
Flying from ORD to STS with a connection usually takes about 9 hours 30 minutes, traveling roughly 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)?
First class seats are offered on the ORD to STS route with 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 from O'Hare Intl. (ORD)?
If you're planning to travel to Santa Rosa from O'Hare Intl. (ORD), you can fly 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
Airlines serving
Alaska Airlines, American Airlines, Delta
Roundtrip price
$295
Distance
1843 mi

Book with confidence

Chicago to Santa Rosa Flights

The cheapest times to fly from Chicago to Santa Rosa

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Santa Rosa are during the month of September. You can find some of the cheapest flights from Chicago to Santa Rosa with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Santa Rosa

Sunday is one of the best days to book for cheap flights from Chicago to Santa Rosa: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Santa Rosa

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Santa Rosa in 2026. You can also book with separate airlines for your outbound and return journeys, from $150 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Santa Rosa flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Santa Rosa airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Santa Rosa Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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