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Cheap flights from Chicago to San Francisco from $150

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Francisco departing on 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to San Francisco

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
7:20 am - 2:12 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 52m1 stop San Diego
Alaska Airlines Logo
6:47 pm - 1:22 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
16h 35m1 stop San Diego
$303Alaska Airlines
Sat, Sep 19 - Tue, Sep 22
Alaska Airlines Logo
7:25 am - 10:33 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
17h 08m1 stop San Diego
Alaska Airlines Logo
6:40 am - 7:00 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
10h 20m1 stop San Diego
$303Alaska Airlines
Sat, Nov 14 - Wed, Nov 18
Alaska Airlines Logo
2:18 pm - 2:12 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
25h 54m1 stop San Diego
Alaska Airlines Logo
10:34 am - 1:22 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
24h 48m1 stop San Diego
$303Alaska Airlines
Tue, Sep 15 - Tue, Sep 22
Alaska Airlines Logo
2:18 pm - 9:54 amORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
21h 36m1 stop San Diego
Alaska Airlines Logo
10:34 am - 1:22 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
24h 48m1 stop San Diego
$303Alaska Airlines
Tue, Sep 15 - Tue, Sep 22
American Airlines Logo
10:33 am - 3:50 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
7h 17m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
1:08 pm - 12:30 amSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
9h 22m1 stop Phoenix Sky Harbor Intl
$309American Airlines
Sat, Sep 26 - Sat, Oct 3
American Airlines Logo
5:00 am - 12:28 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
9h 28m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
1:08 pm - 11:43 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
8h 35m1 stop Phoenix Sky Harbor Intl
$345American Airlines
Thu, Sep 3 - Wed, Sep 9
Delta Logo
9:59 am - 4:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 07m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
11:29 am - 9:47 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
8h 18m1 stop Salt Lake City
$345Delta
Thu, Nov 26 - Wed, Dec 2
Delta Logo
9:59 am - 4:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 07m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
12:39 pm - 9:53 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
7h 14m1 stop Salt Lake City
$386Delta
Tue, Dec 15 - Tue, Jan 5
Delta Logo
9:59 am - 4:06 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
8h 07m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
12:39 pm - 9:53 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
7h 14m1 stop Salt Lake City
$386Delta
Wed, Dec 9 - Wed, Jan 6
American Airlines Logo
12:11 pm - 10:44 pmORD  Chicago O'Hare Intl-STS Santa Rosa Sonoma County
12h 33m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl
American Airlines Logo
12:55 pm - 10:30 pmSTS  Santa Rosa Sonoma County-ORD Chicago O'Hare Intl
7h 35m1 stop Phoenix Sky Harbor Intl
$486American Airlines
Thu, Dec 10 - Wed, Jan 6

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Alaska Airlines flights from Chicago to Santa Rosa

Our best Alaska Airlines deals on Chicago to Santa Rosa flight tickets
Alaska Airlines
Sep 15
ORD2:18 pmChicago O'Hare Intl
21h 36m
1 stop
STS9:54 amSanta Rosa Sonoma County
Sep 22
STS10:34 amSanta Rosa Sonoma County
24h 48m
1 stop
ORD1:22 pmChicago O'Hare Intl
$303
Alaska Airlines
Sep 23
ORD2:18 pmChicago O'Hare Intl
11h 36m
1 stop
STS11:54 pmSanta Rosa Sonoma County
Sep 25
STS6:47 pmSanta Rosa Sonoma County
16h 35m
1 stop
ORD1:22 pmChicago O'Hare Intl
$313
Alaska Airlines
Sep 10
ORD2:18 pmChicago O'Hare Intl
11h 36m
1 stop
STS11:54 pmSanta Rosa Sonoma County
Sep 24
STS6:47 pmSanta Rosa Sonoma County
16h 35m
1 stop
ORD1:22 pmChicago O'Hare Intl
$326

American Airlines flights from Chicago to Santa Rosa

Our best American Airlines deals on Chicago to Santa Rosa flight tickets
American Airlines
Sep 26
ORD10:33 amChicago O'Hare Intl
7h 17m
1 stop
STS3:50 pmSanta Rosa Sonoma County
Oct 3
STS1:08 pmSanta Rosa Sonoma County
9h 22m
1 stop
ORD12:30 amChicago O'Hare Intl
$309
American Airlines
Aug 8
ORD5:00 amChicago O'Hare Intl
9h 28m
1 stop
STS12:28 pmSanta Rosa Sonoma County
Aug 20
STS12:39 pmSanta Rosa Sonoma County
8h 51m
1 stop
ORD11:30 pmChicago O'Hare Intl
$409
American Airlines
Aug 11
ORD5:00 amChicago O'Hare Intl
9h 28m
2 stops
STS12:28 pmSanta Rosa Sonoma County
Aug 20
STS12:58 pmSanta Rosa Sonoma County
9h 30m
1 stop
ORD12:28 amChicago O'Hare Intl
$414

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Santa Rosa that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 7, 2026.
Use the filters below to find and compare flights from Chicago to Santa Rosa that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Sat 9/19

7:20 am-2:12 pm

1 stop8h 52m

Santa Rosa Sonoma County

Tue 9/22

6:47 pm-1:22 pm

1 stop16h 35m

$303

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Sat 11/14

7:25 am-10:33 pm

1 stop17h 08m

Santa Rosa Sonoma County

Wed 11/18

6:40 am-7:00 pm

1 stop10h 20m

$303

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Tue 9/15

2:18 pm-2:12 pm

1 stop25h 54m

Santa Rosa Sonoma County

Tue 9/22

10:34 am-1:22 pm

1 stop24h 48m

$303

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Tue 9/15

2:18 pm-9:54 am

1 stop21h 36m

Santa Rosa Sonoma County

Tue 9/22

10:34 am-1:22 pm

1 stop24h 48m

$303

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Sat 9/26

10:33 am-3:50 pm

1 stop7h 17m

Santa Rosa Sonoma County

Sat 10/3

1:08 pm-12:30 am

1 stop9h 22m

$309

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Thu 9/3

5:00 am-12:28 pm

1 stop9h 28m

Santa Rosa Sonoma County

Wed 9/9

1:08 pm-11:43 pm

1 stop8h 35m

$345

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Thu 11/26

9:59 am-4:06 pm

2 stops8h 07m

Santa Rosa Sonoma County

Wed 12/2

11:29 am-9:47 pm

1 stop8h 18m

$345
Quickest round-trip

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Tue 12/15

9:59 am-4:06 pm

2 stops8h 07m

Santa Rosa Sonoma County

Tue 1/5

12:39 pm-9:53 pm

1 stop7h 14m

$386

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Wed 12/9

9:59 am-4:06 pm

2 stops8h 07m

Santa Rosa Sonoma County

Wed 1/6

12:39 pm-9:53 pm

1 stop7h 14m

$386

ChicagoSanta Rosa

ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County

ORDSTS

Chicago O'Hare Intl

Thu 12/10

12:11 pm-10:44 pm

2 stops12h 33m

Santa Rosa Sonoma County

Wed 1/6

12:55 pm-10:30 pm

1 stop7h 35m

$486

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Francisco from

How to get the cheapest flight ticket from Chicago to Santa Rosa

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Santa Rosa?

If you are unable to visit Santa Rosa during the month of December, then departing from Chicago during the month March is also very affordable. Most momondo users find prices during this month for around $428.

Can stopping save me money on Chicago to Santa Rosa flights?

You could potentially save up to 48% on your flight if you consider stops on a Chicago to Santa Rosa flight.

When to book flights from Chicago to Santa Rosa

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Santa Rosa according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Santa Rosa (CHI to STS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Santa Rosa

Fastest flight time

7h 17m

Direct flights

None
The fastest flight from Chicago to Santa Rosa takes 7h 17m
There are no direct flights from Chicago to Santa Rosa. There are no popular flight routes from Chicago to Santa Rosa.
Search flight deals

Frequently asked questions about flying from Chicago to Santa Rosa

  • How far is Chicago to Santa Rosa Sonoma County by plane?

    Santa Rosa Sonoma County is 1853.6 mi away from Chicago. A reasonable flight in good conditions will take 7h 17m.

  • When did momondo last update prices for flights from Chicago to Santa Rosa Sonoma County Airport?

    Prices for flights from Chicago to Santa Rosa Sonoma County Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Santa Rosa Sonoma County Airport?

  • How old do you have to be to fly from Chicago to Santa Rosa Sonoma County Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Santa Rosa Sonoma County Airport.

  • What documentation or ID do you need to fly to Santa Rosa Sonoma County Airport?

    The travel and health documents required for your trip to Santa Rosa Sonoma County Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Santa Rosa Sonoma County Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Santa Rosa?

Best airlines flying from Chicago to Santa Rosa

Compare and see reviews for airlines that fly from Chicago to Santa Rosa with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $285Free CancellationRating
7.9
12,774 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $412Free CancellationRating
7.1
11,867 reviews
Search American Airlines flights

Traveling to a place near San Francisco?

Book flights to San Francisco if you plan to visit one of these locations
Fort Bragg
Ukiah
Mendocino
Little River
Point Arena

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Santa Rosa?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Santa Rosa. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Santa Rosa with flexible booking policies on momondo?

momondo does allow users to show only those flights to Santa Rosa from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Santa Rosa?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Santa Rosa from Chicago.

I’m not ready to book a flight from Chicago to Santa Rosa right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Santa Rosa now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Santa Rosa and let you know when they change.

An easier way to manage your Santa Rosa trip

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