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Cheap flights from Santa Rosa to Chicago from $139

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 1/28. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
2:30 pm - 11:37 pm
STS
-
ORD
7h 07m1 stop
Alaska Airlines Logo
3:44 pm - 11:11 pm
ORD
-
STS
9h 27m1 stop
$289Alaska Airlines
Wed, Jan 28 - Sun, Feb 1
Alaska Airlines Logo
6:52 pm - 2:29 pm
STS
-
ORD
17h 37m1 stop
Alaska Airlines Logo
3:44 pm - 11:11 pm
ORD
-
STS
9h 27m1 stop
$298Alaska Airlines
Sun, Feb 1 - Sun, Feb 8
Alaska Airlines Logo
6:52 pm - 2:29 pm
STS
-
ORD
17h 37m1 stop
Alaska Airlines Logo
8:00 am - 7:24 pm
ORD
-
STS
13h 24m2 stops
$303Alaska Airlines
Mon, Jan 12 - Sat, Jan 17
Alaska Airlines Logo
8:17 pm - 5:02 am
STS
-
ORD
6h 45m1 stop
Alaska Airlines Logo
3:37 pm - 11:59 pm
ORD
-
STS
10h 22m1 stop
$313Alaska Airlines
Thu, Jan 1 - Mon, Jan 5
Alaska Airlines Logo
6:52 pm - 2:29 pm
STS
-
ORD
17h 37m1 stop
Alaska Airlines Logo
9:00 am - 2:29 pm
ORD
-
STS
7h 29m1 stop
$315Alaska Airlines
Mon, Jan 12 - Sat, Jan 17
Alaska Airlines Logo
7:00 am - 11:50 pm
STS
-
ORD
14h 50m2 stops
Alaska Airlines Logo
8:00 am - 7:24 pm
ORD
-
STS
13h 24m2 stops
$323Alaska Airlines
Mon, Jan 12 - Sat, Jan 17
Alaska Airlines Logo
10:36 am - 2:29 pm
STS
-
ORD
25h 53m2 stops
Alaska Airlines Logo
3:44 pm - 11:11 pm
ORD
-
STS
9h 27m1 stop
$336Alaska Airlines
Sun, Feb 1 - Sun, Feb 8
Alaska Airlines Logo
8:17 pm - 5:02 am
STS
-
ORD
6h 45m1 stop
Alaska Airlines Logo
7:00 am - 12:18 am
ORD
-
STS
19h 18m2 stops
$366Alaska Airlines
Thu, Jan 1 - Mon, Jan 5
Alaska Airlines Logo
6:50 am - 11:50 pm
STS
-
ORD
15h 00m2 stops
Alaska Airlines Logo
8:00 am - 10:35 am
ORD
-
STS
28h 35m1 stop
$398Alaska Airlines
Sat, Jan 10 - Tue, Jan 13
American Airlines Logo
12:55 pm - 12:23 am
STS
-
ORD
9h 28m1 stop
American Airlines Logo
7:05 am - 12:25 pm
ORD
-
STS
7h 20m1 stop
$404American Airlines
Mon, Jan 12 - Sat, Jan 17

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
Jan 28
STS2:30 pmSanta Rosa Sonoma County
7h 07m
1 stop
ORD11:37 pmChicago O'Hare Intl
Feb 1
ORD3:44 pmChicago O'Hare Intl
9h 27m
1 stop
STS11:11 pmSanta Rosa Sonoma County
$289
Find similar
Alaska Airlines
Feb 1
STS6:52 pmSanta Rosa Sonoma County
17h 37m
1 stop
ORD2:29 pmChicago O'Hare Intl
Feb 8
ORD3:44 pmChicago O'Hare Intl
9h 27m
1 stop
STS11:11 pmSanta Rosa Sonoma County
$298
Find similar
Alaska Airlines
Jan 12
STS6:52 pmSanta Rosa Sonoma County
17h 37m
1 stop
ORD2:29 pmChicago O'Hare Intl
Jan 17
ORD8:00 amChicago O'Hare Intl
13h 24m
2 stops
STS7:24 pmSanta Rosa Sonoma County
$303
Find similar

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
Jan 12
STS12:55 pmSanta Rosa Sonoma County
9h 28m
1 stop
ORD12:23 amChicago O'Hare Intl
Jan 17
ORD7:05 amChicago O'Hare Intl
7h 20m
1 stop
STS12:25 pmSanta Rosa Sonoma County
$404
Find similar
American Airlines
Jan 12
STS4:23 pmSanta Rosa Sonoma County
6h 00m
1 stop
ORD12:23 amChicago O'Hare Intl
Jan 17
ORD6:05 amChicago O'Hare Intl
11h 48m
2 stops
STS3:53 pmSanta Rosa Sonoma County
$409
Find similar
American Airlines
Jan 12
STS12:55 pmSanta Rosa Sonoma County
8h 49m
2 stops
ORD11:44 pmChicago O'Hare Intl
Jan 17
ORD6:05 amChicago O'Hare Intl
11h 48m
2 stops
STS3:53 pmSanta Rosa Sonoma County
$429
Find similar

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 December 9, 2025.
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

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 1/28

2:30 pm-11:37 pm

1 stop7h 07m

Chicago O'Hare Intl

Sun 2/1

3:44 pm-11:11 pm

1 stop9h 27m

$289

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sun 2/1

6:52 pm-2:29 pm

1 stop17h 37m

Chicago O'Hare Intl

Sun 2/8

3:44 pm-11:11 pm

1 stop9h 27m

$298

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 1/12

6:52 pm-2:29 pm

1 stop17h 37m

Chicago O'Hare Intl

Sat 1/17

8:00 am-7:24 pm

2 stops13h 24m

$303

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 1/1

8:17 pm-5:02 am

1 stop6h 45m

Chicago O'Hare Intl

Mon 1/5

3:37 pm-11:59 pm

1 stop10h 22m

$313

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 1/12

6:52 pm-2:29 pm

1 stop17h 37m

Chicago O'Hare Intl

Sat 1/17

9:00 am-2:29 pm

1 stop7h 29m

$315

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 1/12

7:00 am-11:50 pm

2 stops14h 50m

Chicago O'Hare Intl

Sat 1/17

8:00 am-7:24 pm

2 stops13h 24m

$323

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sun 2/1

10:36 am-2:29 pm

2 stops25h 53m

Chicago O'Hare Intl

Sun 2/8

3:44 pm-11:11 pm

1 stop9h 27m

$336

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 1/1

8:17 pm-5:02 am

1 stop6h 45m

Chicago O'Hare Intl

Mon 1/5

7:00 am-12:18 am

2 stops19h 18m

$366

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 1/10

6:50 am-11:50 pm

2 stops15h 00m

Chicago O'Hare Intl

Tue 1/13

8:00 am-10:35 am

1 stop28h 35m

$398

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 1/12

12:55 pm-12:23 am

1 stop9h 28m

Chicago O'Hare Intl

Sat 1/17

7:05 am-12:25 pm

1 stop7h 20m

$404

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 month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Santa Rosa averaging around $338.

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 $403. 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 $502.

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 afternoon 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 afternoon. 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

6h 45m

Direct flights

None
The fastest flight from Santa Rosa to Chicago O'Hare Intl Airport takes 6h 45m
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 00m 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
8.0
11,423 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $316Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

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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