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Cheap flights from Santa Rosa to Chicago from $152

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 5/5. 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

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
7:01 am - 6:50 pm
STS
-
ORD
9h 49m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$346Alaska Airlines
Mon, May 18 - Wed, Jun 3
Alaska Airlines Logo
8:26 pm - 6:20 am
STS
-
ORD
7h 54m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$350Alaska Airlines
Sat, May 16 - Wed, Jun 3
Alaska Airlines Logo
7:01 am - 6:50 pm
STS
-
ORD
9h 49m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$364Alaska Airlines
Wed, May 20 - Sat, May 23
Alaska Airlines Logo
7:40 pm - 1:14 pm
STS
-
ORD
15h 34m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$366Alaska Airlines
Wed, May 13 - Sat, May 16
Alaska Airlines Logo
7:01 am - 6:50 pm
STS
-
ORD
9h 49m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$389Alaska Airlines
Mon, May 18 - Thu, May 28
Alaska Airlines Logo
8:20 am - 11:59 pm
STS
-
ORD
13h 39m
2 stops
Alaska Airlines Logo
8:50 am - 7:06 pm
ORD
-
STS
12h 16m
1 stop
$390Alaska Airlines
Wed, Apr 29 - Wed, May 6
Alaska Airlines Logo
8:26 pm - 6:20 am
STS
-
ORD
7h 54m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$393Alaska Airlines
Sat, May 16 - Mon, Jun 1
Alaska Airlines Logo
7:23 am - 7:03 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
6:00 am - 11:59 pm
ORD
-
STS
19h 59m
2 stops
$394Alaska Airlines
Sat, May 2 - Tue, May 5
Alaska Airlines Logo
7:59 am - 10:59 pm
STS
-
ORD
13h 00m
2 stops
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$397Alaska Airlines
Tue, May 19 - Tue, Jun 2
Alaska Airlines Logo
7:40 pm - 1:14 pm
STS
-
ORD
15h 34m
1 stop
Alaska Airlines Logo
9:00 am - 6:19 pm
ORD
-
STS
11h 19m
2 stops
$401Alaska Airlines
Wed, May 13 - Sat, May 16

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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
May 18
STS7:01 amSanta Rosa Sonoma County
9h 49m
1 stop
ORD6:50 pmChicago O'Hare Intl
Jun 3
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$346
Alaska Airlines
May 16
STS8:26 pmSanta Rosa Sonoma County
7h 54m
1 stop
ORD6:20 amChicago O'Hare Intl
Jun 2
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$350
Alaska Airlines
May 20
STS7:01 amSanta Rosa Sonoma County
9h 49m
1 stop
ORD6:50 pmChicago O'Hare Intl
May 23
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$364

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

Our best American Airlines deals on Santa Rosa to Chicago O'Hare Intl Airport flight tickets
American Airlines
Apr 30
STS4:23 pmSanta Rosa Sonoma County
6h 09m
1 stop
ORD12:32 amChicago O'Hare Intl
May 5
ORD5:00 amChicago O'Hare Intl
9h 26m
1 stop
STS12:26 pmSanta Rosa Sonoma County
$652
American Airlines
Apr 29
STS12:56 pmSanta Rosa Sonoma County
8h 52m
2 stops
ORD11:48 pmChicago O'Hare Intl
May 1
ORD10:22 amChicago O'Hare Intl
7h 31m
1 stop
STS3:53 pmSanta Rosa Sonoma County
$784
American Airlines
Apr 29
STS12:56 pmSanta Rosa Sonoma County
8h 52m
2 stops
ORD11:48 pmChicago O'Hare Intl
May 2
ORD6:57 amChicago O'Hare Intl
10h 56m
2 stops
STS3:53 pmSanta Rosa Sonoma County
$789

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 April 16, 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

Mon 5/18

7:01 am-6:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Wed 6/3

9:00 am-2:13 pm

1 stop7h 13m

$346
Quickest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/16

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Wed 6/3

9:00 am-2:13 pm

1 stop7h 13m

$350

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 5/20

7:01 am-6:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Sat 5/23

9:00 am-2:13 pm

1 stop7h 13m

$364

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 5/13

7:40 pm-1:14 pm

1 stop15h 34m

Chicago O'Hare Intl

Sat 5/16

9:00 am-2:13 pm

1 stop7h 13m

$366

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 5/18

7:01 am-6:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Thu 5/28

9:00 am-2:13 pm

1 stop7h 13m

$389

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 4/29

8:20 am-11:59 pm

2 stops13h 39m

Chicago O'Hare Intl

Wed 5/6

8:50 am-7:06 pm

1 stop12h 16m

$390

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/16

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Mon 6/1

9:00 am-2:13 pm

1 stop7h 13m

$393

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/2

7:23 am-7:03 pm

1 stop9h 40m

Chicago O'Hare Intl

Tue 5/5

6:00 am-11:59 pm

2 stops19h 59m

$394

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 5/19

7:59 am-10:59 pm

2 stops13h 00m

Chicago O'Hare Intl

Tue 6/2

9:00 am-2:13 pm

1 stop7h 13m

$397

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 5/13

7:40 pm-1:14 pm

1 stop15h 34m

Chicago O'Hare Intl

Sat 5/16

9:00 am-6:19 pm

2 stops11h 19m

$401

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 Chicago from

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 $415. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $525.

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 $423 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $462. 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

7h 50m

Direct flights

None
The fastest flight from Santa Rosa to Chicago O'Hare Intl Airport takes 7h 50m
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

Frequently asked questions about flying from Santa Rosa to Chicago O'Hare Intl Airport

  • 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. 7h 50m 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
12,243 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

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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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