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Cheap flights from Chicago to San Francisco from $99

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 3/24. 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
0 bags

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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
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
Alaska Airlines Logo
7:00 am - 7:02 pm
STS
-
ORD
10h 02m
1 stop
$197Alaska Airlines
Tue, Apr 7 - Wed, Apr 15
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
$210Alaska Airlines
Wed, Apr 8 - Tue, Apr 14
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
Alaska Airlines Logo
7:23 am - 7:03 pm
STS
-
ORD
9h 40m
1 stop
$223Alaska Airlines
Thu, Apr 16 - Thu, Apr 23
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
Alaska Airlines Logo
7:46 pm - 2:21 pm
STS
-
ORD
16h 35m
1 stop
$235Alaska Airlines
Tue, Apr 7 - Mon, Apr 13
Alaska Airlines Logo
7:59 pm - 10:03 am
ORD
-
STS
16h 04m
1 stop
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
$245Alaska Airlines
Mon, Apr 13 - Tue, Apr 21
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
Alaska Airlines Logo
7:46 pm - 2:21 pm
STS
-
ORD
16h 35m
1 stop
$248Alaska Airlines
Wed, Apr 8 - Mon, Apr 13
Alaska Airlines Logo
8:20 am - 7:20 pm
ORD
-
STS
13h 00m
1 stop
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
$255Alaska Airlines
Sat, Apr 4 - Tue, Apr 14
Alaska Airlines Logo
7:59 pm - 10:03 am
ORD
-
STS
16h 04m
1 stop
Alaska Airlines Logo
7:00 am - 7:02 pm
STS
-
ORD
10h 02m
1 stop
$258Alaska Airlines
Mon, Apr 13 - Sat, Apr 18
Alaska Airlines Logo
2:07 pm - 9:14 am
ORD
-
STS
21h 07m
1 stop
Alaska Airlines Logo
6:50 pm - 12:11 pm
STS
-
ORD
15h 21m
1 stop
$260Alaska Airlines
Tue, Mar 3 - Sat, Mar 7
Alaska Airlines Logo
3:54 pm - 11:50 pm
ORD
-
STS
9h 56m
1 stop
Alaska Airlines Logo
7:00 am - 7:02 pm
STS
-
ORD
10h 02m
1 stop
$263Alaska Airlines
Fri, Mar 13 - Wed, Mar 18

Alaska Airlines flights from Chicago to Santa Rosa

Our best Alaska Airlines deals on Chicago to Santa Rosa flight tickets
Alaska Airlines
Apr 7
ORD4:10 pmChicago O'Hare Intl
9h 03m
1 stop
STS11:13 pmSanta Rosa Sonoma County
Apr 15
STS7:00 amSanta Rosa Sonoma County
10h 02m
1 stop
ORD7:02 pmChicago O'Hare Intl
$197
Alaska Airlines
Apr 8
ORD4:10 pmChicago O'Hare Intl
9h 03m
1 stop
STS11:13 pmSanta Rosa Sonoma County
Apr 14
STS7:00 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
$210
Alaska Airlines
Apr 16
ORD4:10 pmChicago O'Hare Intl
9h 03m
1 stop
STS11:13 pmSanta Rosa Sonoma County
Apr 23
STS7:23 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD7:03 pmChicago O'Hare Intl
$223

American Airlines flights from Chicago to Santa Rosa

Our best American Airlines deals on Chicago to Santa Rosa flight tickets
American Airlines
Feb 18
ORD7:00 amChicago O'Hare Intl
10h 53m
2 stops
STS3:53 pmSanta Rosa Sonoma County
Feb 21
STS4:17 pmSanta Rosa Sonoma County
6h 34m
1 stop
ORD12:51 amChicago O'Hare Intl
$768
American Airlines
Feb 18
ORD5:00 amChicago O'Hare Intl
12h 53m
2 stops
STS3:53 pmSanta Rosa Sonoma County
Feb 20
STS1:03 pmSanta Rosa Sonoma County
9h 52m
2 stops
ORD12:55 amChicago O'Hare Intl
$773
American Airlines
Feb 6
ORD5:00 amChicago O'Hare Intl
9h 25m
1 stop
STS12:25 pmSanta Rosa Sonoma County
Feb 8
STS4:23 pmSanta Rosa Sonoma County
6h 00m
1 stop
ORD12:23 amChicago O'Hare Intl
$929

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 February 4, 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

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 4/7

4:10 pm-11:13 pm

1 stop9h 03m

Santa Rosa Sonoma County

Wed 4/15

7:00 am-7:02 pm

1 stop10h 02m

$197

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 4/8

4:10 pm-11:13 pm

1 stop9h 03m

Santa Rosa Sonoma County

Tue 4/14

7:00 am-6:40 pm

1 stop9h 40m

$210

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Thu 4/16

4:10 pm-11:13 pm

1 stop9h 03m

Santa Rosa Sonoma County

Thu 4/23

7:23 am-7:03 pm

1 stop9h 40m

$223

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 4/7

4:10 pm-11:13 pm

1 stop9h 03m

Santa Rosa Sonoma County

Mon 4/13

7:46 pm-2:21 pm

1 stop16h 35m

$235

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 4/13

7:59 pm-10:03 am

1 stop16h 04m

Santa Rosa Sonoma County

Tue 4/21

7:00 am-6:40 pm

1 stop9h 40m

$245

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Wed 4/8

4:10 pm-11:13 pm

1 stop9h 03m

Santa Rosa Sonoma County

Mon 4/13

7:46 pm-2:21 pm

1 stop16h 35m

$248

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Sat 4/4

8:20 am-7:20 pm

1 stop13h 00m

Santa Rosa Sonoma County

Tue 4/14

7:00 am-6:40 pm

1 stop9h 40m

$255

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Mon 4/13

7:59 pm-10:03 am

1 stop16h 04m

Santa Rosa Sonoma County

Sat 4/18

7:00 am-7:02 pm

1 stop10h 02m

$258

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Tue 3/3

2:07 pm-9:14 am

1 stop21h 07m

Santa Rosa Sonoma County

Sat 3/7

6:50 pm-12:11 pm

1 stop15h 21m

$260

ChicagoSanta Rosa

ORD - STS

ORDSTS

Chicago O'Hare Intl

Fri 3/13

3:54 pm-11:50 pm

1 stop9h 56m

Santa Rosa Sonoma County

Wed 3/18

7:00 am-7:02 pm

1 stop10h 02m

$263

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 typical price of a round-trip flight between Chicago and Santa Rosa?

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 43m

Direct flights

None
The fastest flight from Chicago to Santa Rosa takes 7h 43m
There are no direct flights from Chicago to Santa Rosa. There are no popular flight routes from Chicago to Santa Rosa.
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 43m.

  • 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
Hawaiian AirlinesPriceFrom $444Free CancellationRating
7.8
2,831 reviews
Search Hawaiian Airlines flights
American AirlinesPriceFrom $511Free CancellationRating
7.2
11,222 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.

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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