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Cheap flights from Santa Rosa to Chicago from $127

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 12/8. 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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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
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$252Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
6:52 pm - 2:29 pmSTS-ORD
17h 37m1 stop
Alaska Airlines Logo
3:49 pm - 11:11 pmORD-STS
9h 22m1 stop
$258Alaska Airlines
Find Deal
Sun, Jan 25 - Thu, Jan 29
Alaska Airlines Logo
8:00 am - 2:09 pmSTS-ORD
28h 09m1 stop
Alaska Airlines Logo
3:05 pm - 10:54 pmORD-STS
9h 49m1 stop
$267Alaska Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
Alaska Airlines Logo
6:43 pm - 2:09 pmSTS-ORD
17h 26m1 stop
Alaska Airlines Logo
8:59 pm - 10:54 pmORD-STS
27h 55m1 stop
$272Alaska Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 15
Alaska Airlines Logo
8:00 am - 2:09 pmSTS-ORD
28h 09m1 stop
Alaska Airlines Logo
8:59 pm - 10:54 pmORD-STS
27h 55m1 stop
$277Alaska Airlines
Find Deal
Tue, Dec 9 - Thu, Dec 11
Alaska Airlines Logo
8:00 am - 11:50 pmSTS-ORD
13h 50m1 stop
Alaska Airlines Logo
6:00 am - 1:32 pmORD-STS
9h 32m1 stop
$281Alaska Airlines
Find Deal
Tue, Dec 16 - Thu, Dec 25
Alaska Airlines Logo
6:52 pm - 2:29 pmSTS-ORD
17h 37m1 stop
Alaska Airlines Logo
8:00 am - 11:11 pmORD-STS
17h 11m2 stops
$286Alaska Airlines
Find Deal
Sun, Jan 25 - Thu, Jan 29
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
Alaska Airlines Logo
7:45 am - 10:35 pmORD-STS
16h 50m2 stops
$288Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
2:51 pm - 11:59 pmSTS-ORD
7h 08m1 stop
Alaska Airlines Logo
6:00 am - 1:32 pmORD-STS
9h 32m1 stop
$289Alaska Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Alaska Airlines Logo
6:43 pm - 2:09 pmSTS-ORD
17h 26m1 stop
Alaska Airlines Logo
6:00 am - 1:29 pmORD-STS
9h 29m1 stop
$291Alaska Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 14

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
Mar 9
STS6:58 amSanta Rosa Sonoma County
14h 12m
1 stop
ORD11:10 pmChicago O'Hare Intl
Mar 10
ORD2:59 pmChicago O'Hare Intl
9h 47m
1 stop
STS10:46 pmSanta Rosa Sonoma County
$252
Find similar
Alaska Airlines
Jan 25
STS6:52 pmSanta Rosa Sonoma County
17h 37m
1 stop
ORD2:29 pmChicago O'Hare Intl
Jan 29
ORD3:49 pmChicago O'Hare Intl
9h 22m
1 stop
STS11:11 pmSanta Rosa Sonoma County
$258
Find similar
Alaska Airlines
Dec 8
STS8:00 amSanta Rosa Sonoma County
28h 09m
1 stop
ORD2:09 pmChicago O'Hare Intl
Dec 12
ORD3:05 pmChicago O'Hare Intl
9h 49m
1 stop
STS10:54 pmSanta Rosa Sonoma County
$267
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
Nov 11
STS1:18 pmSanta Rosa Sonoma County
7h 02m
1 stop
ORD10:20 pmChicago O'Hare Intl
Nov 23
ORD7:00 amChicago O'Hare Intl
7h 48m
1 stop
STS12:48 pmSanta Rosa Sonoma County
$816
Find similar
American Airlines
Nov 18
STS12:37 pmSanta Rosa Sonoma County
9h 00m
2 stops
ORD11:37 pmChicago O'Hare Intl
Nov 20
ORD5:00 amChicago O'Hare Intl
9h 48m
1 stop
STS12:48 pmSanta Rosa Sonoma County
$821
Find similar
American Airlines
Nov 13
STS1:18 pmSanta Rosa Sonoma County
7h 05m
1 stop
ORD10:23 pmChicago O'Hare Intl
Nov 17
ORD5:18 amChicago O'Hare Intl
8h 49m
1 stop
STS12:07 pmSanta Rosa Sonoma County
$869
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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 November 6, 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

Mon 3/9

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 3/10

2:59 pm-10:46 pm

1 stop9h 47m

$252

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sun 1/25

6:52 pm-2:29 pm

1 stop17h 37m

Chicago O'Hare Intl

Thu 1/29

3:49 pm-11:11 pm

1 stop9h 22m

$258

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 12/8

8:00 am-2:09 pm

1 stop28h 09m

Chicago O'Hare Intl

Fri 12/12

3:05 pm-10:54 pm

1 stop9h 49m

$267

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 12/3

6:43 pm-2:09 pm

1 stop17h 26m

Chicago O'Hare Intl

Mon 12/15

8:59 pm-10:54 pm

1 stop27h 55m

$272

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 12/9

8:00 am-2:09 pm

1 stop28h 09m

Chicago O'Hare Intl

Thu 12/11

8:59 pm-10:54 pm

1 stop27h 55m

$277

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 12/16

8:00 am-11:50 pm

1 stop13h 50m

Chicago O'Hare Intl

Thu 12/25

6:00 am-1:32 pm

1 stop9h 32m

$281

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sun 1/25

6:52 pm-2:29 pm

1 stop17h 37m

Chicago O'Hare Intl

Thu 1/29

8:00 am-11:11 pm

2 stops17h 11m

$286

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 3/9

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 3/10

7:45 am-10:35 pm

2 stops16h 50m

$288

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 12/18

2:51 pm-11:59 pm

1 stop7h 08m

Chicago O'Hare Intl

Thu 12/25

6:00 am-1:32 pm

1 stop9h 32m

$289

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 12/3

6:43 pm-2:09 pm

1 stop17h 26m

Chicago O'Hare Intl

Sun 12/14

6:00 am-1:29 pm

1 stop9h 29m

$291

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 October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Santa Rosa averaging around $349.

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 $406. 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 $505.

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 $412 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $466. 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

Direct flights

None
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.
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  • 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 45m 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
11,243 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $316Free CancellationRating
7.2
11,041 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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