Cheap flights from Chicago to Santa Rosa

Compare Chicago to Santa Rosa flight deals

Find the cheapest month or even day of the year to fly to Santa Rosa

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Flight deals from Chicago to Santa Rosa

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Santa Rosa Airport? If you want to travel next month, round-trip fares start from $415. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago to Santa Rosa

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Santa Rosa flights are currently cheapest in September.

Chicago to Santa Rosa: Alternative routes

Compare routes from Chicago to Santa Rosa below. You may find an airport to fly into that's cheaper, faster, or easier than Santa Rosa.

Chicago to Santa Rosa: Flight information

The things to know before you go.
Cheapest flight found$317
Cheapest month to flySeptember

Finding cheap flights from Chicago to Santa Rosa: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Santa Rosa is $317. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Santa Rosa. But we found flights with one stop from $317.
There are no flights flying from Chicago to Santa Rosa, as of June 2026.
The cheapest month to fly from Chicago to Santa Rosa is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Santa Rosa Airport on Wednesday, September 16, 2026.
No airlines currently offer direct flights between Chicago and Santa Rosa Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Santa Rosa but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Santa Rosa is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Santa Rosa is Southwest Airlines.

Flying from Chicago to Charles M. Schulz Sonoma County Airport (STS): What you need to know

  • Charles M. Schulz Sonoma County Airport is located in Santa Rosa. The city is in the UTC-8 timezone and is two hours behind Chicago.

  • Leave enough time to make your flight from Chicago to STS. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • With more people on the move during busy months like July, get to the terminal earlier than usual. Two hours for domestic flights and up to four for international journeys will allow extra time for delays. Remember things also get busy during major holidays like Fourth of July.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Located around 27 kilometers from the center of Chicago, ORD can be reached in about 30 minutes by car, depending on traffic. The journey on public transport takes roughly 45 minutes.

  • Catching an early flight from Chicago to Charles M. Schulz Sonoma County Airport? Avoid the stress of rushing to the terminal (and sneak in some bonus sleep) by choosing one of these hotels close to Chicago O'Hare International Airport:

  • Of the departures from Chicago O'Hare International Airport, 70% land on time at their destination.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can reach MDW from central Chicago in about 25 minutes by car, depending on traffic. The journey by public transport takes roughly 30 minutes to travel the 16 kilometers or so.

  • Start your vacation sooner with an extra night away from home. Before your Chicago to STS flight, unwind in one of these hotels near Chicago Midway International Airport:

  • Chicago Midway International Airport has an on-time performance rate of 76%. This figure provides insight into how often flights that leave from this airport arrive on time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the center of Chicago, RFD is around 145 kilometers away. It'll take you roughly 1 hour 40 minutes to arrive by car and 2 hours or so if you use public transport.

  • Rest a little longer, move a little slower, and still make your Chicago to Charles M. Schulz Sonoma County Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're setting off early:

  • Airports have an on-time performance rating that measures how often flights get to their destinations without delays. At RFD, that figure is 71%.

  • The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Charles M. Schulz Sonoma County Airport (STS)

Getting from Charles M. Schulz Sonoma County Airport (STS) to central Santa Rosa

  • From Charles M. Schulz Sonoma County Airport, central Santa Rosa is around 10 kilometers away. It takes about 10 minutes to get to the city center by car.

  • It takes roughly 35 minutes when traveling by public transport.

How to find the cheapest flights from Chicago to Charles M. Schulz Sonoma County Airport (STS)

  • $178 is currently the best price for a one-way ticket from Chicago to Charles M. Schulz Sonoma County Airport. A return flight starts from $317. These fares may change based on demand and availability.

  • To pick up cheap flights from Chicago to STS, book in advance. Airlines tend to offer lower fares when tickets first go on sale.

  • Affordable Chicago to Charles M. Schulz Sonoma County Airport tickets are easier to find when your dates are flexible. Use the 'Whole month' search function to compare fares across the month and then fly out on the cheapest day.

  • There's no need to check back in every day to find out if prices have dropped when you create a Price Alert. We'll let you know when a better deal is available on plane tickets from Chicago to STS.

  • Hunt down a great price on a flight from Chicago to Charles M. Schulz Sonoma County Airport with the help of the filters. Choose your ideal departure and arrival times, number of stops and airlines. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best.'

The best time to fly from Chicago to Charles M. Schulz Sonoma County Airport (STS)

  • December is the quietest month for flights from Chicago to Charles M. Schulz Sonoma County Airport (STS), while August is the most popular. Find the best time to go to Santa Rosa based on whether you want a laid-back vibe or a more bustling atmosphere.

  • The warmest month in Santa Rosa is August, with temperatures ranging between 11ºC (52ºF) and 29ºC (84ºF). Book your Chicago to STS plane ticket then if you enjoy this type of weather.

  • February sees temperatures of between 2ºC (36ºF) and 19ºC (66ºF). Look for cheap tickets from Chicago to Charles M. Schulz Sonoma County Airport around that time if you want to travel when it's cooler.

More about Santa Rosa

Explore more of the United States

  • You've done Santa Rosa, now it's time to discover other corners of the United States. Journey about 153 kilometers southeast to San Jose to check off its top sights. From Winchester Mystery House to The Tech Interactive and Santa Clara Valley, you've got a jam-packed schedule ahead.

  • If you're looking to explore another well-known destination in the United States, head for Sacramento, roughly 113 kilometers east of Santa Rosa. California State Railroad Museum, Old Sacramento State Historic Park and Crocker Art Museum are key highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.