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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 5/27. 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
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
$303Alaska Airlines
Wed, May 27 - Tue, Jun 9
Alaska Airlines Logo
7:06 am - 6:50 pm
STS
-
ORD
9h 44m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$308Alaska Airlines
Sat, May 23 - Tue, Jun 9
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
$330Alaska Airlines
Tue, May 26 - Tue, Jun 9
Alaska Airlines Logo
7:40 pm - 1:14 pm
STS
-
ORD
15h 34m
1 stop
Alaska Airlines Logo
7:59 pm - 10:24 am
ORD
-
STS
16h 25m
1 stop
$331Alaska Airlines
Thu, Jun 4 - Tue, Jun 16
Alaska Airlines Logo
7:06 am - 6:50 pm
STS
-
ORD
9h 44m
1 stop
Alaska Airlines Logo
6:00 am - 11:58 am
ORD
-
STS
7h 58m
1 stop
$336Alaska Airlines
Sat, May 23 - Wed, Jun 10
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
$346Alaska Airlines
Fri, Jun 5 - Tue, Jun 9
Alaska Airlines Logo
1:09 pm - 10:59 pm
STS
-
ORD
7h 50m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$351Alaska Airlines
Wed, May 20 - Fri, May 29
Alaska Airlines Logo
1:09 pm - 10:59 pm
STS
-
ORD
7h 50m
1 stop
Alaska Airlines Logo
9:00 am - 2:13 pm
ORD
-
STS
7h 13m
1 stop
$353Alaska Airlines
Wed, May 27 - Sat, Jun 6
Alaska Airlines Logo
8:26 pm - 6:20 am
STS
-
ORD
7h 54m
1 stop
Alaska Airlines Logo
6:00 am - 11:58 am
ORD
-
STS
7h 58m
1 stop
$358Alaska Airlines
Tue, May 26 - Wed, Jun 10
Alaska Airlines Logo
8:26 pm - 6:20 am
STS
-
ORD
7h 54m
1 stop
Alaska Airlines Logo
6:00 am - 11:58 am
ORD
-
STS
7h 58m
1 stop
$359Alaska Airlines
Thu, May 28 - Wed, Jun 10

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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 27
STS8:26 pmSanta Rosa Sonoma County
7h 54m
1 stop
ORD6:20 amChicago O'Hare Intl
Jun 9
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$303
Alaska Airlines
May 23
STS7:06 amSanta Rosa Sonoma County
9h 44m
1 stop
ORD6:50 pmChicago O'Hare Intl
Jun 9
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$308
Alaska Airlines
May 26
STS8:26 pmSanta Rosa Sonoma County
7h 54m
1 stop
ORD6:20 amChicago O'Hare Intl
Jun 9
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$330

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
Jun 5
STS12:45 pmSanta Rosa Sonoma County
9h 54m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 16
ORD5:00 amChicago O'Hare Intl
9h 39m
1 stop
STS12:39 pmSanta Rosa Sonoma County
$402
American Airlines
Jun 3
STS12:43 pmSanta Rosa Sonoma County
9h 59m
1 stop
ORD12:42 amChicago O'Hare Intl
Jul 1
ORD5:59 amChicago O'Hare Intl
8h 06m
1 stop
STS12:05 pmSanta Rosa Sonoma County
$403
American Airlines
May 21
STS12:43 pmSanta Rosa Sonoma County
9h 59m
1 stop
ORD12:42 amChicago O'Hare Intl
May 26
ORD5:00 amChicago O'Hare Intl
9h 03m
1 stop
STS12:03 pmSanta Rosa Sonoma County
$431

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 29, 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

Wed 5/27

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Tue 6/9

9:00 am-2:13 pm

1 stop7h 13m

$303

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/23

7:06 am-6:50 pm

1 stop9h 44m

Chicago O'Hare Intl

Tue 6/9

9:00 am-2:13 pm

1 stop7h 13m

$308

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 5/26

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Tue 6/9

9:00 am-2:13 pm

1 stop7h 13m

$330

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 6/4

7:40 pm-1:14 pm

1 stop15h 34m

Chicago O'Hare Intl

Tue 6/16

7:59 pm-10:24 am

1 stop16h 25m

$331

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/23

7:06 am-6:50 pm

1 stop9h 44m

Chicago O'Hare Intl

Wed 6/10

6:00 am-11:58 am

1 stop7h 58m

$336

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Fri 6/5

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Tue 6/9

9:00 am-2:13 pm

1 stop7h 13m

$346
Quickest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 5/20

1:09 pm-10:59 pm

1 stop7h 50m

Chicago O'Hare Intl

Fri 5/29

9:00 am-2:13 pm

1 stop7h 13m

$351

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 5/27

1:09 pm-10:59 pm

1 stop7h 50m

Chicago O'Hare Intl

Sat 6/6

9:00 am-2:13 pm

1 stop7h 13m

$353

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 5/26

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Wed 6/10

6:00 am-11:58 am

1 stop7h 58m

$358

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 5/28

8:26 pm-6:20 am

1 stop7h 54m

Chicago O'Hare Intl

Wed 6/10

6:00 am-11:58 am

1 stop7h 58m

$359

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 $418. 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 $534.

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 $428 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $467. 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 54m

Direct flights

None
The fastest flight from Santa Rosa to Chicago O'Hare Intl Airport takes 7h 54m
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 54m 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 $276Free CancellationRating
7.9
12,313 reviews
Search Alaska Airlines flights

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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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