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Cheap flights from Santa Rosa to Chicago from $144

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santa Rosa to Chicago departing on 4/15. 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

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Find the cheapest flights from Santa Rosa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
7:23 am - 7:03 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
3:52 pm - 11:27 pm
ORD
-
STS
9h 35m
1 stop
$329Alaska Airlines
Tue, Apr 28 - Thu, Apr 30
Alaska Airlines Logo
7:06 am - 11:55 pm
STS
-
ORD
14h 49m
1 stop
Alaska Airlines Logo
9:00 am - 11:28 pm
ORD
-
STS
16h 28m
1 stop
$330Alaska Airlines
Sat, May 16 - Sat, May 23
Alaska Airlines Logo
7:01 am - 6:50 pm
STS
-
ORD
9h 49m
1 stop
Alaska Airlines Logo
9:00 am - 11:28 pm
ORD
-
STS
16h 28m
1 stop
$331Alaska Airlines
Tue, May 19 - Sat, May 23
Alaska Airlines Logo
7:23 am - 7:03 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
8:50 am - 7:06 pm
ORD
-
STS
12h 16m
1 stop
$333Alaska Airlines
Tue, Apr 28 - Sat, May 2
Alaska Airlines Logo
7:06 am - 6:50 pm
STS
-
ORD
9h 44m
1 stop
Alaska Airlines Logo
9:00 am - 11:50 pm
ORD
-
STS
16h 50m
1 stop
$341Alaska Airlines
Sat, May 16 - Wed, May 20
Alaska Airlines Logo
7:01 am - 6:50 pm
STS
-
ORD
9h 49m
1 stop
Alaska Airlines Logo
9:00 am - 11:50 pm
ORD
-
STS
16h 50m
1 stop
$342Alaska Airlines
Tue, May 19 - Wed, May 20
Alaska Airlines Logo
1:13 pm - 11:59 pm
STS
-
ORD
8h 46m
1 stop
Alaska Airlines Logo
6:00 am - 12:21 pm
ORD
-
STS
8h 21m
1 stop
$344Alaska Airlines
Wed, Apr 22 - Sat, Apr 25
Alaska Airlines Logo
7:06 am - 6:50 pm
STS
-
ORD
9h 44m
1 stop
Alaska Airlines Logo
7:59 pm - 11:56 pm
ORD
-
STS
29h 57m
1 stop
$345Alaska Airlines
Sat, May 16 - Mon, May 18
Alaska Airlines Logo
7:23 am - 7:03 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
6:00 am - 12:21 pm
ORD
-
STS
8h 21m
1 stop
$347Alaska Airlines
Wed, Apr 29 - Wed, May 6
Alaska Airlines Logo
8:20 am - 6:40 am
STS
-
ORD
20h 20m
2 stops
Alaska Airlines Logo
6:00 am - 8:48 pm
ORD
-
STS
16h 48m
2 stops
$357Alaska Airlines
Wed, Apr 22 - Sat, Apr 25

Alaska Airlines flights from Santa Rosa to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Santa Rosa to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Apr 28
STS7:23 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD7:03 pmChicago O'Hare Intl
May 2
ORD8:50 amChicago O'Hare Intl
12h 16m
1 stop
STS7:06 pmSanta Rosa Sonoma County
$320
Alaska Airlines
Apr 28
STS7:23 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD7:03 pmChicago O'Hare Intl
Apr 30
ORD3:52 pmChicago O'Hare Intl
9h 35m
1 stop
STS11:27 pmSanta Rosa Sonoma County
$329
Alaska Airlines
May 16
STS7:06 amSanta Rosa Sonoma County
14h 49m
1 stop
ORD11:55 pmChicago O'Hare Intl
May 23
ORD9:00 amChicago O'Hare Intl
16h 28m
1 stop
STS11:28 pmSanta Rosa Sonoma County
$330

momondo Fare Finder

 
Customize your flight search to find flights from Santa Rosa to Chicago O'Hare Intl Airport 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 March 30, 2026.
Use the filters below to find and compare flights from Santa Rosa to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 4/28

7:23 am-7:03 pm

1 stop9h 40m

Chicago O'Hare Intl

Thu 4/30

3:52 pm-11:27 pm

1 stop9h 35m

$329

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/16

7:06 am-11:55 pm

1 stop14h 49m

Chicago O'Hare Intl

Sat 5/23

9:00 am-11:28 pm

1 stop16h 28m

$330

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 5/19

7:01 am-6:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Sat 5/23

9:00 am-11:28 pm

1 stop16h 28m

$331

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 4/28

7:23 am-7:03 pm

1 stop9h 40m

Chicago O'Hare Intl

Sat 5/2

8:50 am-7:06 pm

1 stop12h 16m

$333

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/16

7:06 am-6:50 pm

1 stop9h 44m

Chicago O'Hare Intl

Wed 5/20

9:00 am-11:50 pm

1 stop16h 50m

$341

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 5/19

7:01 am-6:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Wed 5/20

9:00 am-11:50 pm

1 stop16h 50m

$342
Quickest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 4/22

1:13 pm-11:59 pm

1 stop8h 46m

Chicago O'Hare Intl

Sat 4/25

6:00 am-12:21 pm

1 stop8h 21m

$344

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/16

7:06 am-6:50 pm

1 stop9h 44m

Chicago O'Hare Intl

Mon 5/18

7:59 pm-11:56 pm

1 stop29h 57m

$345

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 4/29

7:23 am-7:03 pm

1 stop9h 40m

Chicago O'Hare Intl

Wed 5/6

6:00 am-12:21 pm

1 stop8h 21m

$347

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 4/22

8:20 am-6:40 am

2 stops20h 20m

Chicago O'Hare Intl

Sat 4/25

6:00 am-8:48 pm

2 stops16h 48m

$357

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Santa Rosa to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $405. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Santa Rosa because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $501.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Santa Rosa in the evening is the least expensive time of day to depart. momondo users have found prices as low as $410 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $451. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Santa Rosa to Chicago O'Hare Intl Airport

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

Cheap Santa Rosa to Chicago O'Hare Intl Airport (STS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santa Rosa to Chicago O'Hare Intl Airport

Fastest flight time

6h 28m

Direct flights

None
The fastest flight from Santa Rosa to Chicago O'Hare Intl Airport takes 6h 28m
There are no direct flights from Santa Rosa to Chicago O'Hare Intl Airport. There are no popular flight routes from Santa Rosa to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Santa Rosa Sonoma County to Chicago O'Hare Intl by plane?

    The straight-line distance from Santa Rosa Sonoma County to Chicago O'Hare Intl is 1838.9 mi. 6h 28m is a normal flight duration for this route.

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

    Prices for flights from Santa Rosa Sonoma County Airport to Chicago O'Hare Intl Airport are updated daily.

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

  • How old do you have to be to fly from Santa Rosa Sonoma County Airport to Chicago O'Hare Intl 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 Santa Rosa Sonoma County Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Santa Rosa to Chicago O'Hare Intl Airport?

Best airlines flying from Santa Rosa to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Santa Rosa to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $292Free CancellationRating
7.9
12,134 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Rosemont
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New Buffalo
Orland Park
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Joliet
Janesville
Racine
Hammond
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Elgin
Tinley Park
South Holland

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Santa Rosa to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Santa Rosa with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Santa Rosa. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Chicago from Santa Rosa are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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