O'Hare Intl

$139+ Cheap flights from Santa Rosa (STS) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
STS — ORD
Nov 13 — Nov 201
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Find flight deals from Santa Rosa to O'Hare Intl

Cheapest flights from Santa Rosa to O'Hare Intl
Explore the most affordable flight options available from Santa Rosa to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:46 pmSTS - ORD
1 stop26h 13mAlaska Airlines
Wed 11/192:54 pmORD - STS
1 stop11h 03mAlaska Airlines
Deal found 10/13$293
This Alaska Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:46 pmSTS - ORD
1 stop16h 08mAlaska Airlines
Sun 11/166:00 amORD - STS
1 stop9h 26mAlaska Airlines
Deal found 10/13$337
This Alaska Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:24 pmSTS - ORD
1 stop7h 35mAlaska Airlines
Fri 1/23:37 pmORD - STS
1 stop10h 22mAlaska Airlines
Deal found 10/12$355
This Alaska Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:22 pmSTS - ORD
1 stop8h 02mAlaska Airlines
Sun 11/166:00 amORD - STS
1 stop9h 26mAlaska Airlines
Deal found 10/13$363
This Alaska Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amSTS - ORD
1 stop11h 17mAlaska Airlines
Fri 1/23:37 pmORD - STS
1 stop10h 22mAlaska Airlines
Deal found 10/12$380
This Alaska Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:24 pmSTS - ORD
1 stop7h 35mAlaska Airlines
Thu 1/18:39 amORD - STS
1 stop8h 05mAlaska Airlines
Deal found 10/12$390
This Alaska Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:00 amSTS - ORD
2 stops11h 02mAlaska Airlines
Fri 1/23:37 pmORD - STS
1 stop10h 22mAlaska Airlines
Deal found 10/12$394

Cheap flight deals from Santa Rosa to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Santa Rosa (STS) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(Alaska Airlines)

One-way from

$139
(Alaska Airlines)

Popular in

January

Cheapest in

December

Average price

$349
Provider with most accurate pricing for Santa Rosa Sonoma County-Chicago O'Hare Intl flight deals.
Provider most trusted by Cheapflights users for Santa Rosa Sonoma County-Chicago O'Hare Intl flights.
From Santa Rosa Sonoma County to Chicago O'Hare Intl
One-way flight from Santa Rosa Sonoma County to Chicago O'Hare Intl
Highest demand for flights based on searches. 3% potential increase in price ($19 potential increase over avg. RT price).
Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santa Rosa to O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated October 14, 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

Santa Rosa

Fly to

O'Hare Intl

Route

Depart

Return

Price

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 2/21

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Mon 2/23

2:59 pm-10:46 pm

1 stop9h 47m

$259

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/19

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Fri 2/20

2:59 pm-10:46 pm

1 stop9h 47m

$274

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/19

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 2/24

2:59 pm-10:46 pm

1 stop9h 47m

$274

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/19

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Mon 2/23

2:59 pm-10:46 pm

1 stop9h 47m

$274

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Fri 2/20

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 2/24

2:59 pm-10:46 pm

1 stop9h 47m

$274

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 2/23

6:58 am-1:59 pm

1 stop29h 01m

Chicago O'Hare Intl

Thu 2/26

2:59 pm-10:46 pm

1 stop9h 47m

$276

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 2/21

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 2/24

10:00 am-8:59 pm

2 stops12h 59m

$296

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 2/21

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Sun 2/22

9:00 am-11:07 am

1 stop28h 07m

$305

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Fri 11/14

2:22 pm-1:09 pm

2 stops20h 47m

Chicago O'Hare Intl

Wed 11/19

9:20 am-11:57 pm

1 stop16h 37m

$316

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 2/19

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Sun 2/22

9:00 am-11:07 am

1 stop28h 07m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 18 results
1
2
  • Most accurate provider: When it comes to deals on Santa Rosa-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santa Rosa-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Santa Rosa-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Santa Rosa-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Santa Rosa-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Santa Rosa to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Santa Rosa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Santa Rosa to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Santa Rosa to Chicago O'Hare Intl Airport?

Currently, April is the cheapest month in which you can book a flight from Santa Rosa to Chicago O'Hare Intl Airport (average of $126). Flying from Santa Rosa to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $220). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from STS to ORD?

Find hourly flight availability from Santa Rosa to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 14, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 2% on flights from Santa Rosa to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated October 14, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines and American Airlines from Santa Rosa to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.1

Crew

8.5

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Food

7.1

Crew

8.5

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Food

7.1

Crew

8.5

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

Find useful and relevant information for your journey from Santa Rosa to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Santa Rosa to Chicago O'Hare Intl?

    Located just 7.2 mi from the city center, Santa Rosa Sonoma County is the airport most travelers will use when flying to Chicago O'Hare Intl from Santa Rosa. Booking flights from Sonoma County (STS) to Chicago O'Hare Intl should be relatively easy as there are 0 daily outbound flights to Chicago O'Hare Intl from 2 different airlines.

  • How long is the flight from Santa Rosa to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Santa Rosa to Chicago O'Hare Intl Airport in 14h 12m. Fly via Alaska Airlines to get the fastest option. The distance from Santa Rosa to Chicago O'Hare Intl Airport is about 1842 mi.

  • What are the cheapest airlines flying from Santa Rosa to Chicago O'Hare Intl Airport round-trip?

    According to our current data, Alaska Airlines ($292), and American Airlines ($316) offers the cheapest pricing from Santa Rosa to Chicago O'Hare Intl Airport. These flights start at 46% lower than the current average price 3 months from now.

  • Can I find deals for flights from Santa Rosa to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Santa Rosa to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Santa Rosa to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Santa Rosa to O'Hare Intl.

  • Can I find deals for business class flights from Santa Rosa to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Santa Rosa to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Santa Rosa to Chicago O'Hare Intl Airport?

    Currently, April is the cheapest month in which you can book a flight from Santa Rosa to Chicago O'Hare Intl Airport (average of $126). Flying from Santa Rosa to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $220). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Racine
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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Alternative routes for Santa Rosa to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Santa Rosa to O'Hare Intl

Discover the top 2 airlines that operate flights from Santa Rosa to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$292Average$542FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$316Average$653FlexibilityNo cancel feeOn-time71%

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