340 € Cheap Flights from Chicago to Santa Rosa

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Flight deals from Chicago to Santa Rosa

Looking for a cheap last-minute deal or the best return flight from Chicago to Santa Rosa? Find the lowest prices on one-way and return 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 June.

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 found340 €
Cheapest month to flyJune

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

The best price we found for a return flight from Chicago to Santa Rosa is 340 €. 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 340 €.
As of February 2026, there are no flights flying from Chicago to Santa Rosa.
The cheapest month to fly from Chicago to Santa Rosa is usually June.
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, 3 June 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 Spirit Airlines .

Travelling from Chicago to Sonoma County Airport (STS): What you need to know

  • Start planning your trip by checking out the best departure point for your flight from Chicago to Sonoma County Airport (STS). Explore the options for taking off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • Santa Rosa is two hours behind Chicago. Sonoma County Airport is located in Santa Rosa, which follows the UTC-7 timezone.

  • To ensure you get on your flight from Chicago to STS, leave enough time to check in and drop off your luggage. Turning up two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • If you're flying during a bank holiday or other peak period, allow extra time. Get there two hours ahead of domestic flights and up to four hours before international departures. Check-in and security lines will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • ORD is about 40 kilometres from central Chicago. If you're catching a cab, driving or ride-sharing from the centre, it'll take 35 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the travel time to be around 55 minutes.

  • Planning to catch an early flight from Chicago to Sonoma County Airport? Avoid the last-minute rush to the terminal (and sneak in some bonus sleep) by picking one of these hotels near O'Hare International Airport:

  • 74.85% of flights leaving from O'Hare International Airport reach their destination on schedule.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is about 19 kilometres from central Chicago. It'll take you 20 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 45 minutes.

  • Taking off bright and early? You might like to check in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to STS flight:

  • When it comes to keeping flights punctual, Chicago Midway International Airport has an on-time arrival rate of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey time to RFD from the centre of Chicago is around 4 hours 15 minutes by public transport. If you're in a car, it'll take you roughly 1 hour 25 minutes to cover the 137 kilometres or so.

  • Skip the morning rush on departure day — stay near Chicago Rockford International Airport and know you'll be at your gate with time to spare. Get comfy at one of these hotels the day before if you have an early Chicago to Sonoma County Airport flight:

  • Airports have an on-time performance rating that monitors how often flights land within the expected time frame. At RFD, that figure is 76.19%.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Sonoma County Airport (STS)

Getting from Sonoma County Airport (STS) to central Santa Rosa

  • Sonoma County Airport is around 11 kilometres from central Santa Rosa. How long it takes to get to the centre by cab or car hire depends on the time of day. Do some research before you go.

  • It takes around 35 minutes if you're travelling on public transport.

How to find the cheapest flights from Chicago to Sonoma County Airport (STS)

  • 216 € is currently the lowest price for a one-way ticket from Chicago to Sonoma County Airport. A return flight starts from 340 €. These fares may change depending on demand.

  • To find cheap flights from Chicago to STS, book in advance. Airlines generally offer lower prices when flights are first released.

  • The 'Whole month' search tool will show you the cheapest Chicago to Sonoma County Airport tickets throughout the month. It's a good way to find a bargain if your plans aren't set in stone.

  • You don't need to search every day to find out if prices have dropped when you create a Price Alert. We'll let you know the moment a better deal comes up on plane tickets from Chicago to STS.

  • Tailor your flights using filters. Pick your preferred arrival and departure times, total journey duration and airlines. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Chicago to Sonoma County Airport.

The best time to fly from Chicago to Sonoma County Airport (STS)

  • October is the most popular month for flights from Chicago to Sonoma County Airport (STS). Plan your visit to Santa Rosa in May for a more low-key escape.

  • Lock in a Chicago to STS plane ticket departing in August if you want to visit the city during its warmest month. You can expect temperatures in Santa Rosa to range from 11ºC (52ºF) to 29ºC (84ºF).

  • February has temperatures of between 2ºC (36ºF) and 19ºC (66ºF). Search for cheap tickets from Chicago to Sonoma County Airport around that time if you like cooler conditions.

More about Santa Rosa

Explore more of the United States

  • You've visited Santa Rosa, now it's time to explore other corners of the United States. Journey around 153 kilometres south-east to San Jose to tick off its leading attractions. From Japantown (San Jose) to Winchester Mystery House and The Tech Museum of Innovation, you'll have a full itinerary ahead.

  • If you're ready to explore another side of the United States, consider Sacramento, about 113 kilometres east of Santa Rosa. Old Sacramento Waterfront, Fright Planet - America's Haunted Theme Park and California State Railroad Museum are among the biggest draws.

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