Find Cheap Flights from Chicago to Santa Rosa (CHI - STS)

Flights overview

Useful information for finding cheap flights from Chicago to Santa Rosa and booking your next trip

Cheapest round-trip flights	$313	Alaska 1 stop 8 hr Sat, May 30 — Sat, Jun 6	The cheapest round-trip flight from Chicago to Santa Rosa is currently $313
Cheapest one-way flight	$152	Southwest 1 stop 7 hr Wed, May 27	The cheapest one-way flight from Chicago to Santa Rosa is currently $152
Last-minute weekend getaway	$760	Alaska 2 stops 12 hr Sat, May 9 — Mon, May 11	The cheapest last-minute weekend getaway from Chicago to Santa Rosa is currently $760
Cheapest business class flights	$1,053	Alaska 1 stop 21 hr Fri, May 29 — Sat, Jun 6	The cheapest business class round-trip flight from Chicago to Santa Rosa is currently $1,053

Fastest flight	6 hr 10 min	The fastest flight with stops from Chicago to Santa Rosa takes 6 hr 10 min
Nonstop flights	None	There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Santa Rosa is typically February. The most expensive month to fly is typically March.

February Cheapest	Typical prices: $290–620
March Most expensive	Typical prices: $355–730

Popular airlines from Chicago to Santa Rosa

Southwest

from $331

Typical price: $410–620

2035 weekly connecting flights

MDW, ORD - STS Every day
American

from $331

Typical price: $470–840

134 weekly connecting flights

ORD - STS Every day
Alaska

from $313

Typical price: $335–740

88 weekly connecting flights

ORD - STS Every day

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Santa Rosa

San Francisco International Airport (SFO)

San Francisco United States 1 hr 19 min 59 mi
Charles M. Schulz–Sonoma County Airport (STS)

Santa Rosa United States 12 min 7 mi
Oakland San Francisco Bay Airport (OAK)

Oakland United States 1 hr 10 min 56 mi
Sacramento International Airport (SMF)

Sacramento United States 1 hr 47 min 63 mi

Frequently asked questions about flying from Chicago to Santa Rosa

The cheapest flights from Chicago to Santa Rosa are usually in February. Typical ticket prices in February range from $290 to $620.

The cheapest round-trip flight from Chicago to Santa Rosa recently found on Google Flights was with Alaska from $313. The cheapest one-way flight was with Southwest from $152.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Chicago to Santa Rosa is $331, flying from May 28 to Jun 3.
The cheapest American flight from Chicago to Santa Rosa is $331, flying from Jun 1 to Jun 9.
The cheapest Alaska flight from Chicago to Santa Rosa is $313, flying from May 30 to Jun 6.

The cheapest round-trip flight from Chicago to Santa Rosa starts at $313 from Sat, May 30 to Sat, Jun 6. The cheapest one-way flight starts at $152 and departs on Wed, May 27.

6 hr 10 min is the shortest flight time from Chicago to Santa Rosa.

Peak travel periods include the warm summer months (Jun–Sep), when hiking is popular in Annadel State Park. Winters (Dec–Feb) are cool to mild, with some chilly lows and a higher chance of rain. Focused on environmental concerns, the Santa Rosa Earth Day Festival (Apr) offers live music, local food and eco-friendly crafts.

It's easy to use Google Flights to find the cheapest days to fly from Chicago to Santa Rosa.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Chicago to Santa Rosa really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Santa Rosa.

In terms of flights, Southwest is the most popular. Southwest offers 2,035 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Charles M. Schulz–Sonoma County Airport (STS) .

Other popular airlines flying from Chicago to Santa Rosa are:

American offers 134 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Charles M. Schulz–Sonoma County Airport (STS) .
Alaska offers 88 connecting flights per week. Alaska flies from Chicago O'Hare International Airport (ORD) to Charles M. Schulz–Sonoma County Airport (STS) .

The number of connecting flights refers to distinct flights with at least one stop between Chicago and Santa Rosa.

The cheapest round-trip flight from Chicago to Santa Rosa recently found on Google Flights was with Alaska from $313. The cheapest one-way flight was with Southwest from $152.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Chicago to Santa Rosa is $331, flying from May 28 to Jun 3.
The cheapest American flight from Chicago to Santa Rosa is $331, flying from Jun 1 to Jun 9.
The cheapest Alaska flight from Chicago to Santa Rosa is $313, flying from May 30 to Jun 6.

No airline flies direct from Chicago to Santa Rosa.

There are 2035 Southwest connecting flights from Chicago to Santa Rosa per week. Flights are available every day.
There are 134 American connecting flights from Chicago to Santa Rosa per week. Flights are available every day.
There are 88 Alaska connecting flights from Chicago to Santa Rosa per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Chicago and Santa Rosa at price $760 is offered by Alaska from Sat, May 9 to Mon, May 11.

No airline flies direct from Chicago to Santa Rosa.

There are 2035 Southwest connecting flights from Chicago to Santa Rosa per week. Flights are available every day.
There are 134 American connecting flights from Chicago to Santa Rosa per week. Flights are available every day.
There are 88 Alaska connecting flights from Chicago to Santa Rosa per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are no direct flights from Chicago to Santa Rosa.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Santa Rosa, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Chicago and Santa Rosa start at $1,053 from Fri, May 29 to Sat, Jun 6 with Alaska.

The cheapest economy class round-trip flights between Chicago and Santa Rosa start at $313 from Sat, May 30 to Sat, Jun 6.

To book business class trips from Chicago to Santa Rosa, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Chicago and Santa Rosa starts at $760 from Sat, May 9 to Mon, May 11 with Alaska.

The cheapest last-minute deal between Chicago and Santa Rosa at price $760 is offered by Alaska from Sat, May 9 to Mon, May 11.

To find last-minute flight deals from Chicago to Santa Rosa, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.