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Cheap flights from Chicago to San Francisco from $135

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 11/4. 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

Hawaiian Airlines Logo
1:01 pm - 8:23 pmORD-STS
9h 22m1 stop
Hawaiian Airlines Logo
2:28 pm - 12:03 amSTS-ORD
7h 35m1 stop
$322Hawaiian Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Alaska Airlines Logo
6:50 pm - 1:48 pmORD-STS
20h 58m1 stop
Alaska Airlines Logo
8:00 am - 11:10 pmSTS-ORD
13h 10m2 stops
$326Alaska Airlines
Find Deal
Fri, Dec 12 - Wed, Dec 17
Alaska Airlines Logo
6:50 pm - 1:48 pmORD-STS
20h 58m1 stop
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
$340Alaska Airlines
Find Deal
Fri, Dec 12 - Wed, Dec 17
Hawaiian Airlines Logo
3:50 pm - 11:16 pmORD-STS
9h 26m1 stop
Hawaiian Airlines Logo
6:51 pm - 5:01 amSTS-ORD
8h 10m1 stop
$353Hawaiian Airlines
Find Deal
Sat, Oct 11 - Thu, Oct 16
Alaska Airlines Logo
7:00 am - 7:13 pmORD-STS
14h 13m1 stop
Alaska Airlines Logo
6:49 am - 11:59 pmSTS-ORD
15h 10m1 stop
$354Alaska Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Alaska Airlines Logo
1:01 pm - 8:23 pmORD-STS
9h 22m1 stop
Alaska Airlines Logo
5:55 pm - 2:24 pmSTS-ORD
18h 29m2 stops
$356Alaska Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Alaska Airlines Logo
7:00 am - 8:48 amORD-STS
27h 48m1 stop
Alaska Airlines Logo
2:28 pm - 11:59 pmSTS-ORD
7h 31m1 stop
$364Alaska Airlines
Find Deal
Mon, Aug 25 - Sat, Aug 30
Alaska Airlines Logo
6:20 am - 7:12 pmORD-STS
14h 52m2 stops
Alaska Airlines Logo
2:28 pm - 11:59 pmSTS-ORD
7h 31m1 stop
$370Alaska Airlines
Find Deal
Mon, Aug 25 - Sat, Aug 30
Alaska Airlines Logo
8:00 am - 1:36 pmORD-STS
7h 36m1 stop
Alaska Airlines Logo
7:00 am - 8:50 pmSTS-ORD
11h 50m2 stops
$376Alaska Airlines
Find Deal
Sat, Oct 11 - Thu, Oct 16
Alaska Airlines Logo
8:00 am - 1:36 pmORD-STS
7h 36m1 stop
Alaska Airlines Logo
7:00 am - 7:03 amSTS-ORD
22h 03m1 stop
$380Alaska Airlines
Find Deal
Wed, Sep 3 - Sun, Sep 7

Hawaiian Airlines flights from Chicago to Santa Rosa

Our best Hawaiian Airlines deals on Chicago to Santa Rosa flight tickets
Hawaiian Airlines
Sep 12
ORD1:01 pmChicago O'Hare Intl
9h 22m
1 stop
STS8:23 pmSanta Rosa Sonoma County
Sep 19
STS2:28 pmSanta Rosa Sonoma County
7h 35m
1 stop
ORD12:03 amChicago O'Hare Intl
$322
Find similar
Hawaiian Airlines
Oct 11
ORD3:50 pmChicago O'Hare Intl
9h 26m
1 stop
STS11:16 pmSanta Rosa Sonoma County
Oct 16
STS6:51 pmSanta Rosa Sonoma County
8h 10m
1 stop
ORD5:01 amChicago O'Hare Intl
$353
Find similar

Alaska Airlines flights from Chicago to Santa Rosa

Our best Alaska Airlines deals on Chicago to Santa Rosa flight tickets
Alaska Airlines
Dec 12
ORD6:50 pmChicago O'Hare Intl
20h 58m
1 stop
STS1:48 pmSanta Rosa Sonoma County
Dec 17
STS8:00 amSanta Rosa Sonoma County
13h 10m
2 stops
ORD11:10 pmChicago O'Hare Intl
$326
Find similar
Alaska Airlines
Dec 12
ORD6:50 pmChicago O'Hare Intl
20h 58m
1 stop
STS1:48 pmSanta Rosa Sonoma County
Dec 17
STS6:58 amSanta Rosa Sonoma County
14h 12m
1 stop
ORD11:10 pmChicago O'Hare Intl
$340
Find similar
Alaska Airlines
Oct 23
ORD7:00 amChicago O'Hare Intl
14h 13m
1 stop
STS7:13 pmSanta Rosa Sonoma County
Oct 26
STS6:49 amSanta Rosa Sonoma County
15h 10m
1 stop
ORD11:59 pmChicago O'Hare Intl
$354
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 July 31, 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

Fri 9/12

1:01 pm-8:23 pm

1 stop9h 22m

Santa Rosa Sonoma County

Fri 9/19

2:28 pm-12:03 am

1 stop7h 35m

$322

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 12/12

6:50 pm-1:48 pm

1 stop20h 58m

Santa Rosa Sonoma County

Wed 12/17

8:00 am-11:10 pm

2 stops13h 10m

$326

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 12/12

6:50 pm-1:48 pm

1 stop20h 58m

Santa Rosa Sonoma County

Wed 12/17

6:58 am-11:10 pm

1 stop14h 12m

$340

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 10/11

3:50 pm-11:16 pm

1 stop9h 26m

Santa Rosa Sonoma County

Thu 10/16

6:51 pm-5:01 am

1 stop8h 10m

$353

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 10/23

7:00 am-7:13 pm

1 stop14h 13m

Santa Rosa Sonoma County

Sun 10/26

6:49 am-11:59 pm

1 stop15h 10m

$354

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 9/12

1:01 pm-8:23 pm

1 stop9h 22m

Santa Rosa Sonoma County

Fri 9/19

5:55 pm-2:24 pm

2 stops18h 29m

$356

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 8/25

7:00 am-8:48 am

1 stop27h 48m

Santa Rosa Sonoma County

Sat 8/30

2:28 pm-11:59 pm

1 stop7h 31m

$364

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 8/25

6:20 am-7:12 pm

2 stops14h 52m

Santa Rosa Sonoma County

Sat 8/30

2:28 pm-11:59 pm

1 stop7h 31m

$370

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 10/11

8:00 am-1:36 pm

1 stop7h 36m

Santa Rosa Sonoma County

Thu 10/16

7:00 am-8:50 pm

2 stops11h 50m

$376

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 9/3

8:00 am-1:36 pm

1 stop7h 36m

Santa Rosa Sonoma County

Sun 9/7

7:00 am-7:03 am

1 stop22h 03m

$380

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

Best Price Found

$135

Fastest flight time

7h 04m

Direct flights

None

Airports in Santa Rosa

1 airport
The best one-way flight to Santa Rosa from Chicago in the past 72 hours is $135. The best round-trip flight deal from Chicago to Santa Rosa found on momondo in the last 72 hours is $322.
The fastest flight from Chicago to Santa Rosa takes 7h 04m
There are no direct flights from Chicago to Santa Rosa. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Santa Rosa Sonoma County Airport.
There is 1 airport near Santa Rosa: Santa Rosa Sonoma County (STS)
Search flight deals

  • 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 36m.

  • 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 $363Free CancellationRating
7.2
10,000 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
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.

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