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Cheap flights from Chicago to San Francisco from $126

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 12/9. 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

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Alaska Airlines Logo
8:59 pm - 10:54 pmORD-STS
27h 55m1 stop
Alaska Airlines Logo
8:00 am - 7:54 pmSTS-ORD
9h 54m1 stop
$269Alaska Airlines
Find Deal
Mon, Dec 8 - Tue, Dec 16
Alaska Airlines Logo
3:05 pm - 10:54 pmORD-STS
9h 49m1 stop
Alaska Airlines Logo
6:58 pm - 11:50 pmSTS-ORD
26h 52m1 stop
$270Alaska Airlines
Find Deal
Wed, Dec 10 - Sat, Dec 13
Alaska Airlines Logo
2:54 pm - 11:57 pmORD-STS
11h 03m1 stop
Alaska Airlines Logo
6:43 pm - 11:50 pmSTS-ORD
27h 07m1 stop
$272Alaska Airlines
Find Deal
Tue, Nov 18 - Wed, Dec 3
Alaska Airlines Logo
9:20 am - 11:57 pmORD-STS
16h 37m1 stop
Alaska Airlines Logo
8:00 am - 2:09 pmSTS-ORD
28h 09m1 stop
$275Alaska Airlines
Find Deal
Wed, Nov 19 - Tue, Dec 16
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
Alaska Airlines Logo
6:58 am - 1:59 pmSTS-ORD
29h 01m1 stop
$276Alaska Airlines
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Mon, Mar 2 - Fri, Mar 6
Alaska Airlines Logo
2:59 pm - 11:07 amORD-STS
22h 08m1 stop
Alaska Airlines Logo
6:58 am - 1:59 pmSTS-ORD
29h 01m1 stop
$287Alaska Airlines
Find Deal
Mon, Mar 2 - Fri, Mar 6
Alaska Airlines Logo
9:20 am - 11:57 pmORD-STS
16h 37m1 stop
Alaska Airlines Logo
8:00 am - 11:50 pmSTS-ORD
13h 50m1 stop
$290Alaska Airlines
Find Deal
Wed, Nov 19 - Wed, Dec 17
Alaska Airlines Logo
2:54 pm - 11:57 pmORD-STS
11h 03m1 stop
Alaska Airlines Logo
10:59 am - 11:50 pmSTS-ORD
10h 51m2 stops
$296Alaska Airlines
Find Deal
Wed, Nov 19 - Tue, Dec 16
Alaska Airlines Logo
8:59 pm - 10:54 pmORD-STS
27h 55m1 stop
Alaska Airlines Logo
6:58 pm - 11:50 pmSTS-ORD
26h 52m1 stop
$297Alaska Airlines
Find Deal
Thu, Dec 11 - Sat, Dec 13
Alaska Airlines Logo
9:20 am - 11:57 pmORD-STS
16h 37m1 stop
Alaska Airlines Logo
6:43 pm - 11:50 pmSTS-ORD
27h 07m1 stop
$302Alaska Airlines
Find Deal
Wed, Nov 19 - Thu, Dec 4

Alaska Airlines flights from Chicago to Santa Rosa

Our best Alaska Airlines deals on Chicago to Santa Rosa flight tickets
Alaska Airlines
Dec 8
ORD8:59 pmChicago O'Hare Intl
27h 55m
1 stop
STS10:54 pmSanta Rosa Sonoma County
Dec 16
STS8:00 amSanta Rosa Sonoma County
9h 54m
1 stop
ORD7:54 pmChicago O'Hare Intl
$269
Find similar
Alaska Airlines
Dec 10
ORD3:05 pmChicago O'Hare Intl
9h 49m
1 stop
STS10:54 pmSanta Rosa Sonoma County
Dec 13
STS6:58 pmSanta Rosa Sonoma County
26h 52m
1 stop
ORD11:50 pmChicago O'Hare Intl
$270
Find similar
Alaska Airlines
Nov 18
ORD2:54 pmChicago O'Hare Intl
11h 03m
1 stop
STS11:57 pmSanta Rosa Sonoma County
Dec 3
STS6:43 pmSanta Rosa Sonoma County
27h 07m
1 stop
ORD11:50 pmChicago O'Hare Intl
$272
Find similar

American Airlines flights from Chicago to Santa Rosa

Our best American Airlines deals on Chicago to Santa Rosa flight tickets
American Airlines
Nov 1
ORD5:00 amChicago O'Hare Intl
9h 21m
2 stops
STS12:21 pmSanta Rosa Sonoma County
Nov 2
STS1:18 pmSanta Rosa Sonoma County
9h 10m
1 stop
ORD12:28 amChicago O'Hare Intl
$994
Find similar
American Airlines
Oct 31
ORD4:40 pmChicago O'Hare Intl
21h 41m
2 stops
STS12:21 pmSanta Rosa Sonoma County
Nov 2
STS1:18 pmSanta Rosa Sonoma County
9h 10m
1 stop
ORD12:28 amChicago O'Hare Intl
$1,163
Find similar
American Airlines
Nov 1
ORD5:00 amChicago O'Hare Intl
9h 21m
2 stops
STS12:21 pmSanta Rosa Sonoma County
Nov 2
STS12:37 pmSanta Rosa Sonoma County
22h 41m
2 stops
ORD1:18 pmChicago O'Hare Intl
$1,189
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 October 30, 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

Mon 12/8

8:59 pm-10:54 pm

1 stop27h 55m

Santa Rosa Sonoma County

Tue 12/16

8:00 am-7:54 pm

1 stop9h 54m

$269

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 12/10

3:05 pm-10:54 pm

1 stop9h 49m

Santa Rosa Sonoma County

Sat 12/13

6:58 pm-11:50 pm

1 stop26h 52m

$270

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 11/18

2:54 pm-11:57 pm

1 stop11h 03m

Santa Rosa Sonoma County

Wed 12/3

6:43 pm-11:50 pm

1 stop27h 07m

$272

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 11/19

9:20 am-11:57 pm

1 stop16h 37m

Santa Rosa Sonoma County

Tue 12/16

8:00 am-2:09 pm

1 stop28h 09m

$275

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 3/2

2:59 pm-10:46 pm

1 stop9h 47m

Santa Rosa Sonoma County

Fri 3/6

6:58 am-1:59 pm

1 stop29h 01m

$276

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 3/2

2:59 pm-11:07 am

1 stop22h 08m

Santa Rosa Sonoma County

Fri 3/6

6:58 am-1:59 pm

1 stop29h 01m

$287

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 11/19

9:20 am-11:57 pm

1 stop16h 37m

Santa Rosa Sonoma County

Wed 12/17

8:00 am-11:50 pm

1 stop13h 50m

$290

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 11/19

2:54 pm-11:57 pm

1 stop11h 03m

Santa Rosa Sonoma County

Tue 12/16

10:59 am-11:50 pm

2 stops10h 51m

$296

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 12/11

8:59 pm-10:54 pm

1 stop27h 55m

Santa Rosa Sonoma County

Sat 12/13

6:58 pm-11:50 pm

1 stop26h 52m

$297

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 11/19

9:20 am-11:57 pm

1 stop16h 37m

Santa Rosa Sonoma County

Thu 12/4

6:43 pm-11:50 pm

1 stop27h 07m

$302

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 January, then departing from Chicago during the month November is also very affordable. Most momondo users find prices during this month for around $343.

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 7h 49m.

  • 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
11,035 reviews
Search American Airlines flights
Hawaiian AirlinesPriceFrom $444Free CancellationRating
7.8
2,797 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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