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Cheap flights from Chicago to San Francisco from $138

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 10/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Alaska Airlines Logo
3:50 pm - 11:16 pmORD-STS
9h 26m1 stop
Alaska Airlines Logo
2:09 pm - 11:59 pmSTS-ORD
7h 50m1 stop
$250Alaska Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
Hawaiian Airlines Logo
3:05 pm - 11:08 pmORD-STS
10h 03m1 stop
Hawaiian Airlines Logo
8:00 am - 6:54 pmSTS-ORD
8h 54m1 stop
$276Hawaiian Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Alaska Airlines Logo
2:54 pm - 11:57 pmORD-STS
11h 03m1 stop
Alaska Airlines Logo
6:49 am - 7:55 pmSTS-ORD
11h 06m1 stop
$277Alaska Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Alaska Airlines Logo
9:00 am - 7:35 pmORD-STS
12h 35m2 stops
Alaska Airlines Logo
7:28 pm - 1:59 pmSTS-ORD
16h 31m1 stop
$295Alaska Airlines
Find Deal
Tue, Feb 24 - Tue, Mar 3
Alaska Airlines Logo
3:50 pm - 11:16 pmORD-STS
9h 26m1 stop
Alaska Airlines Logo
6:25 am - 11:59 pmSTS-ORD
15h 34m1 stop
$308Alaska Airlines
Find Deal
Tue, Oct 7 - Wed, Oct 8
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
$310Alaska Airlines
Find Deal
Sat, Feb 21 - Tue, Mar 3
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
Alaska Airlines Logo
7:00 am - 11:59 pmSTS-ORD
14h 59m2 stops
$311Alaska Airlines
Find Deal
Sat, Feb 21 - Tue, Mar 3
Alaska Airlines Logo
6:00 am - 1:36 pmORD-STS
9h 36m1 stop
Alaska Airlines Logo
6:25 am - 6:59 pmSTS-ORD
10h 34m1 stop
$318Alaska Airlines
Find Deal
Wed, Oct 8 - Tue, Oct 14
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
$320Alaska Airlines
Find Deal
Sat, Feb 21 - Thu, Mar 5
Logo
7:15 am - 6:11 pmORD-STS
12h 56m2 stops
Logo
9:43 am - 11:53 pmSTS-ORD
36h 10m2 stops
$343
Find Deal
Wed, Oct 8 - Tue, Oct 14

Alaska Airlines flights from Chicago to Santa Rosa

Our best Alaska Airlines deals on Chicago to Santa Rosa flight tickets
Alaska Airlines
Oct 25
ORD3:50 pmChicago O'Hare Intl
9h 26m
1 stop
STS11:16 pmSanta Rosa Sonoma County
Nov 1
STS2:09 pmSanta Rosa Sonoma County
7h 50m
1 stop
ORD11:59 pmChicago O'Hare Intl
$250
Find similar
Alaska Airlines
Nov 13
ORD2:54 pmChicago O'Hare Intl
11h 03m
1 stop
STS11:57 pmSanta Rosa Sonoma County
Nov 16
STS6:49 amSanta Rosa Sonoma County
11h 06m
1 stop
ORD7:55 pmChicago O'Hare Intl
$277
Find similar
Alaska Airlines
Feb 24
ORD9:00 amChicago O'Hare Intl
12h 35m
2 stops
STS7:35 pmSanta Rosa Sonoma County
Mar 3
STS7:28 pmSanta Rosa Sonoma County
16h 31m
1 stop
ORD1:59 pmChicago O'Hare Intl
$295
Find similar

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 September 15, 2025.
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

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 10/25

3:50 pm-11:16 pm

1 stop9h 26m

Santa Rosa Sonoma County

Sat 11/1

2:09 pm-11:59 pm

1 stop7h 50m

$250

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 12/4

3:05 pm-11:08 pm

1 stop10h 03m

Santa Rosa Sonoma County

Mon 12/8

8:00 am-6:54 pm

1 stop8h 54m

$276

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 11/13

2:54 pm-11:57 pm

1 stop11h 03m

Santa Rosa Sonoma County

Sun 11/16

6:49 am-7:55 pm

1 stop11h 06m

$277

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 2/24

9:00 am-7:35 pm

2 stops12h 35m

Santa Rosa Sonoma County

Tue 3/3

7:28 pm-1:59 pm

1 stop16h 31m

$295

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 10/7

3:50 pm-11:16 pm

1 stop9h 26m

Santa Rosa Sonoma County

Wed 10/8

6:25 am-11:59 pm

1 stop15h 34m

$308

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 2/21

2:59 pm-10:46 pm

1 stop9h 47m

Santa Rosa Sonoma County

Tue 3/3

6:58 am-11:10 pm

1 stop14h 12m

$310

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 2/21

2:59 pm-10:46 pm

1 stop9h 47m

Santa Rosa Sonoma County

Tue 3/3

7:00 am-11:59 pm

2 stops14h 59m

$311

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 10/8

6:00 am-1:36 pm

1 stop9h 36m

Santa Rosa Sonoma County

Tue 10/14

6:25 am-6:59 pm

1 stop10h 34m

$318

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 2/21

2:59 pm-10:46 pm

1 stop9h 47m

Santa Rosa Sonoma County

Thu 3/5

6:58 am-11:10 pm

1 stop14h 12m

$320

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 10/8

7:15 am-6:11 pm

2 stops12h 56m

Santa Rosa Sonoma County

Tue 10/14

9:43 am-11:53 pm

2 stops36h 10m

$343

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 day to depart on your flight to Santa Rosa?

Our data shows that Tuesday is the least expensive day to fly to Santa Rosa. Tickets to fly out on this day can be as low as $517. On the other hand, Monday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $703.

What is the cheapest time of day to depart on your flight to Santa Rosa?

Our data shows that the cheapest Chicago to Santa Rosa flights are usually those with departure times in the evening. Our users have found flights to Santa Rosa in the evening for as low as $453. Flights in the morning are often more expensive with an average ticket price of $577.

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

Direct flights

None
There are no direct flights from Chicago to Santa Rosa. There are no popular flight routes from Chicago to Santa Rosa.
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  • 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 8h 03m.

  • 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
American AirlinesPriceFrom $384Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Hawaiian AirlinesPriceFrom $444Free CancellationRating
7.8
2,723 reviews
Search Hawaiian 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
Mendocino
Ukiah
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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