Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Santa Rosa to Chicago from $142

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 5/16. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
7:57 pm - 11:56 pm
STS
-
ORD
25h 59m1 stop
Alaska Airlines Logo
5:29 pm - 10:32 am
ORD
-
STS
19h 03m1 stop
$239Alaska Airlines
Tue, Feb 24 - Sat, Feb 28
Alaska Airlines Logo
10:51 am - 11:59 pm
STS
-
ORD
11h 08m1 stop
Alaska Airlines Logo
3:54 pm - 9:52 pm
ORD
-
STS
7h 58m1 stop
$276Alaska Airlines
Sat, Feb 21 - Tue, Feb 24
Alaska Airlines Logo
7:00 am - 11:50 pm
STS
-
ORD
14h 50m2 stops
Alaska Airlines Logo
6:06 pm - 11:59 pm
ORD
-
STS
7h 53m1 stop
$289Alaska Airlines
Thu, Feb 5 - Mon, Feb 9
Alaska Airlines Logo
9:38 am - 11:37 pm
STS
-
ORD
11h 59m1 stop
Alaska Airlines Logo
6:06 pm - 11:59 pm
ORD
-
STS
7h 53m1 stop
$291Alaska Airlines
Thu, Feb 5 - Mon, Feb 9
Alaska Airlines Logo
2:30 pm - 11:37 pm
STS
-
ORD
7h 07m1 stop
Alaska Airlines Logo
3:07 pm - 11:51 pm
ORD
-
STS
10h 44m1 stop
$293Alaska Airlines
Tue, Feb 10 - Thu, Feb 19
Alaska Airlines Logo
6:50 am - 5:10 pm
STS
-
ORD
8h 20m2 stops
Alaska Airlines Logo
7:00 am - 11:50 pm
ORD
-
STS
18h 50m1 stop
$294Alaska Airlines
Thu, Feb 5 - Thu, Feb 12
Alaska Airlines Logo
7:57 pm - 2:11 pm
STS
-
ORD
16h 14m1 stop
Alaska Airlines Logo
8:20 am - 7:02 pm
ORD
-
STS
12h 42m1 stop
$296Alaska Airlines
Tue, Feb 24 - Sat, Feb 28
Alaska Airlines Logo
2:30 pm - 11:37 pm
STS
-
ORD
7h 07m1 stop
Alaska Airlines Logo
8:20 am - 7:02 pm
ORD
-
STS
12h 42m1 stop
$298Alaska Airlines
Tue, Feb 10 - Tue, Feb 24
Alaska Airlines Logo
9:33 pm - 2:38 pm
STS
-
ORD
15h 05m1 stop
Alaska Airlines Logo
6:06 pm - 10:35 am
ORD
-
STS
18h 29m1 stop
$301Alaska Airlines
Fri, Feb 6 - Mon, Feb 9
Alaska Airlines Logo
2:30 pm - 11:37 pm
STS
-
ORD
7h 07m1 stop
Alaska Airlines Logo
3:54 pm - 9:52 pm
ORD
-
STS
7h 58m1 stop
$303Alaska Airlines
Tue, Feb 10 - Wed, Feb 18

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
Feb 24
STS8:00 amSanta Rosa Sonoma County
28h 11m
2 stops
ORD2:11 pmChicago O'Hare Intl
Feb 28
ORD5:29 pmChicago O'Hare Intl
19h 03m
1 stop
STS10:32 amSanta Rosa Sonoma County
$239
Find similar
Alaska Airlines
Feb 21
STS10:51 amSanta Rosa Sonoma County
11h 08m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 24
ORD3:54 pmChicago O'Hare Intl
7h 58m
1 stop
STS9:52 pmSanta Rosa Sonoma County
$276
Find similar
Alaska Airlines
Feb 5
STS7:00 amSanta Rosa Sonoma County
14h 50m
2 stops
ORD11:50 pmChicago O'Hare Intl
Feb 9
ORD6:06 pmChicago O'Hare Intl
7h 53m
1 stop
STS11:59 pmSanta Rosa Sonoma County
$289
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 January 7, 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

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 2/24

7:57 pm-11:56 pm

1 stop25h 59m

Chicago O'Hare Intl

Sat 2/28

5:29 pm-10:32 am

1 stop19h 03m

$239

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 2/21

10:51 am-11:59 pm

1 stop11h 08m

Chicago O'Hare Intl

Tue 2/24

3:54 pm-9:52 pm

1 stop7h 58m

$276

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/5

7:00 am-11:50 pm

2 stops14h 50m

Chicago O'Hare Intl

Mon 2/9

6:06 pm-11:59 pm

1 stop7h 53m

$289

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/5

9:38 am-11:37 pm

1 stop11h 59m

Chicago O'Hare Intl

Mon 2/9

6:06 pm-11:59 pm

1 stop7h 53m

$291

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 2/10

2:30 pm-11:37 pm

1 stop7h 07m

Chicago O'Hare Intl

Thu 2/19

3:07 pm-11:51 pm

1 stop10h 44m

$293

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/5

6:50 am-5:10 pm

2 stops8h 20m

Chicago O'Hare Intl

Thu 2/12

7:00 am-11:50 pm

1 stop18h 50m

$294

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 2/24

7:57 pm-2:11 pm

1 stop16h 14m

Chicago O'Hare Intl

Sat 2/28

8:20 am-7:02 pm

1 stop12h 42m

$296

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 2/10

2:30 pm-11:37 pm

1 stop7h 07m

Chicago O'Hare Intl

Tue 2/24

8:20 am-7:02 pm

1 stop12h 42m

$298

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Fri 2/6

9:33 pm-2:38 pm

1 stop15h 05m

Chicago O'Hare Intl

Mon 2/9

6:06 pm-10:35 am

1 stop18h 29m

$301

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 2/10

2:30 pm-11:37 pm

1 stop7h 07m

Chicago O'Hare Intl

Wed 2/18

3:54 pm-9:52 pm

1 stop7h 58m

$303

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $405. 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 $496.

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 $409 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $459. 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 05m

Direct flights

None
The fastest flight from Santa Rosa to Chicago O'Hare Intl Airport takes 7h 05m
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. 7h 05m 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
11,660 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $316Free CancellationRating
7.2
11,093 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 2/6
Fri 2/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago