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Cheap flights from Santa Rosa to Chicago from $157

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 6/6. 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
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
$307Alaska Airlines
Tue, Jun 2 - Wed, Jun 3
American Airlines Logo
4:20 pm - 12:30 am
STS
-
ORD
6h 10m
1 stop
American Airlines Logo
5:00 am - 12:39 pm
ORD
-
STS
9h 39m
1 stop
$313American Airlines
Sat, May 30 - Tue, Jun 9
Alaska Airlines Logo
6:13 am - 7:03 pm
STS
-
ORD
10h 50m
1 stop
Alaska Airlines Logo
7:00 am - 4:56 pm
ORD
-
STS
11h 56m
1 stop
$323Alaska Airlines
Wed, Aug 19 - Tue, Aug 25
American Airlines Logo
4:20 pm - 12:28 am
STS
-
ORD
6h 08m
1 stop
American Airlines Logo
5:59 am - 12:05 pm
ORD
-
STS
8h 06m
1 stop
$336American Airlines
Thu, Jun 4 - Sat, Jun 6
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
$341Alaska Airlines
Thu, Jun 4 - Tue, Jun 16
Alaska Airlines Logo
7:01 am - 6:50 pm
STS
-
ORD
9h 49m
1 stop
Alaska Airlines Logo
2:10 pm - 11:50 pm
ORD
-
STS
11h 40m
1 stop
$356Alaska Airlines
Tue, Jun 2 - Thu, Jun 4
Alaska Airlines Logo
2:52 pm - 11:41 pm
STS
-
ORD
6h 49m
1 stop
Alaska Airlines Logo
3:52 pm - 9:56 pm
ORD
-
STS
8h 04m
1 stop
$359Alaska Airlines
Tue, Sep 1 - Thu, Sep 10
American Airlines Logo
12:45 pm - 12:39 am
STS
-
ORD
9h 54m
1 stop
American Airlines Logo
5:59 am - 12:05 pm
ORD
-
STS
8h 06m
1 stop
$361American Airlines
Fri, Jun 5 - Tue, Jun 16
Alaska Airlines Logo
1:09 pm - 11:59 pm
STS
-
ORD
8h 50m
1 stop
Alaska Airlines Logo
9:00 am - 11:50 pm
ORD
-
STS
16h 50m
1 stop
$368Alaska Airlines
Tue, Jun 2 - Wed, Jun 3
Alaska Airlines Logo
7:00 am - 10:59 pm
STS
-
ORD
13h 59m
2 stops
Alaska Airlines Logo
2:10 pm - 11:56 pm
ORD
-
STS
11h 46m
1 stop
$373Alaska Airlines
Sat, May 30 - Tue, Jun 9

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
Jun 2
STS8:26 pmSanta Rosa Sonoma County
7h 54m
1 stop
ORD6:20 amChicago O'Hare Intl
Jun 3
ORD9:00 amChicago O'Hare Intl
7h 13m
1 stop
STS2:13 pmSanta Rosa Sonoma County
$307
Alaska Airlines
Aug 19
STS6:13 amSanta Rosa Sonoma County
10h 50m
1 stop
ORD7:03 pmChicago O'Hare Intl
Aug 25
ORD7:00 amChicago O'Hare Intl
11h 56m
1 stop
STS4:56 pmSanta Rosa Sonoma County
$323
Alaska Airlines
Jun 4
STS7:40 pmSanta Rosa Sonoma County
15h 34m
1 stop
ORD1:14 pmChicago O'Hare Intl
Jun 16
ORD7:59 pmChicago O'Hare Intl
16h 25m
1 stop
STS10:24 amSanta Rosa Sonoma County
$341

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
May 30
STS4:20 pmSanta Rosa Sonoma County
6h 10m
1 stop
ORD12:30 amChicago O'Hare Intl
Jun 9
ORD5:00 amChicago O'Hare Intl
9h 39m
1 stop
STS12:39 pmSanta Rosa Sonoma County
$313
American Airlines
Jun 4
STS4:20 pmSanta Rosa Sonoma County
6h 08m
1 stop
ORD12:28 amChicago O'Hare Intl
Jun 6
ORD5:59 amChicago O'Hare Intl
8h 06m
1 stop
STS12:05 pmSanta Rosa Sonoma County
$336
American Airlines
Jun 5
STS12:45 pmSanta Rosa Sonoma County
9h 54m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 16
ORD5:59 amChicago O'Hare Intl
8h 06m
1 stop
STS12:05 pmSanta Rosa Sonoma County
$361

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 May 13, 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 6/2

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

$307

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/30

4:20 pm-12:30 am

1 stop6h 10m

Chicago O'Hare Intl

Tue 6/9

5:00 am-12:39 pm

1 stop9h 39m

$313

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Wed 8/19

6:13 am-7:03 pm

1 stop10h 50m

Chicago O'Hare Intl

Tue 8/25

7:00 am-4:56 pm

1 stop11h 56m

$323
Quickest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 6/4

4:20 pm-12:28 am

1 stop6h 08m

Chicago O'Hare Intl

Sat 6/6

5:59 am-12:05 pm

1 stop8h 06m

$336

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

$341

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 6/2

7:01 am-6:50 pm

1 stop9h 49m

Chicago O'Hare Intl

Thu 6/4

2:10 pm-11:50 pm

1 stop11h 40m

$356

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 9/1

2:52 pm-11:41 pm

1 stop6h 49m

Chicago O'Hare Intl

Thu 9/10

3:52 pm-9:56 pm

1 stop8h 04m

$359

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Fri 6/5

12:45 pm-12:39 am

1 stop9h 54m

Chicago O'Hare Intl

Tue 6/16

5:59 am-12:05 pm

1 stop8h 06m

$361

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 6/2

1:09 pm-11:59 pm

1 stop8h 50m

Chicago O'Hare Intl

Wed 6/3

9:00 am-11:50 pm

1 stop16h 50m

$368

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 5/30

7:00 am-10:59 pm

2 stops13h 59m

Chicago O'Hare Intl

Tue 6/9

2:10 pm-11:56 pm

1 stop11h 46m

$373

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 Tuesday when prices can be found for as low as $427. 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 $541.

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 $433 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $471. 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 08m

Direct flights

None
The fastest flight from Santa Rosa to Chicago O'Hare Intl Airport takes 6h 08m
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. 6h 08m 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
12,356 reviews
Search Alaska 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
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Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
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Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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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