STS - ORD

$152 Find Cheap Flights from Santa Rosa to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santa Rosa to Chicago departing on 5/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santa Rosa to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santa Rosa to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$303
Alaska Airlines
Wed 5/27Tue 6/9
STS - ORD • 1 stop
Cheapest one-way
$152
Alaska Airlines
Wed 5/27
STS - ORD • 1 stop
Top airlines
Cheapest • from $303 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Santa Rosa and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $353 (round-trip)
Shortest trip • 6h 41m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Santa Rosa to Chicago (STS-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Santa Rosa to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Santa Rosa to Chicago

Wed, May 27 - 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
$303Alaska Airlines
Sat, May 23 - 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
Tue, May 26 - 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
Thu, Jun 4 - Tue, Jun 16
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
Sat, May 23 - Wed, Jun 10
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
Fri, Jun 5 - 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
$346Alaska 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
$351Alaska Airlines
Wed, May 27 - Sat, Jun 6
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
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
$358Alaska Airlines
Thu, May 28 - 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
Booking Insights

KAYAK's insights & trends for Santa Rosa to Chicago flights

Get data-powered insights and trends into flights from Santa Rosa to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Santa Rosa to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Santa Rosa to Chicago were found on Alaska Airlines ($303) and American Airlines ($402).

Good to know

Cheapest flight$152
Flight from Santa Rosa to Chicago

When to book flights from Santa Rosa to Chicago

Are your dates flexible? Find out the best times to travel from Santa Rosa to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Santa Rosa to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Santa Rosa to Chicago O'Hare Intl Airport was $152 for a one-way ticket and $303 for a round-trip.

  • Do I need a passport to fly between Santa Rosa and Chicago?

    No

  • Which airports will I be using when flying from Santa Rosa to Chicago?

    Santa Rosa airport is called Santa Rosa Sonoma County and the only airport in Chicago is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Santa Rosa to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Santa Rosa to Chicago?

    oneworld is the only airline alliance operating flights between Santa Rosa and Chicago.

  • How does KAYAK find such low prices on flights from Santa Rosa to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Santa Rosa to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Santa Rosa to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Santa Rosa is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Santa Rosa to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Santa Rosa with another airline. Booking your flights between Santa Rosa and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Santa Rosa to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Santa Rosa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Santa Rosa to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Santa Rosa to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Santa Rosa to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12313 reviews
8.5Crew
7.0Entertainment
7.8Comfort
8.1Boarding
7.1Food
Airline reviews

Agent could not provide me a boarding pass for the second leg of my flights - yet with a partner airline. Not understood.

8.0 ExcellentAnonymous, Apr 2026
LAX - DCA
Read more Alaska Airlines reviews

Agent could not provide me a boarding pass for the second leg of my flights - yet with a partner airline. Not understood.

I had to change my flight last minute due to a medical emergency. Their agent was compassionate and extremely helpful. This airlines really cares about making travel, for fun, work, or an emergency a customer-focused experience. Thank you!

More efficient with checking lines and boarding/checking bags when needed.

They were really helpful with every question and my kids had never been on a plane and the staff made them feel comfortable

The flight would have been very good , if not dor the constantly screaming baby in the row behind me. Is there a way to isolate people traveling with infants? This is not the first time this has happened to me.

No headphones provided. No gf food. Only 1 beverage cart run sAN to HNL. Rarely saw crew members

I was on flight #3022 departed from San Diego, California to Medford, Oregon. I had Denise & Damaris as my flight attendants. I didn’t have much interaction with Damaris, but I did with Denise who had, this calm, cool collective voice when she spoke about the emergency exit plans before takeoff. I travel often and I’ve never met a flight attendant that can put you at ease. I felt she respects and takes pride in her position and more airlines need to adopt the integrity and respect that she has for Alaska Airlines. Debbie

They treat me well because of my one world status. Crew is attentive and professional. One of the best airlines out there.

This was my first time flying first class. I was really disappointed with the food option and lack of entertainment. I wasn’t given an option of what to eat. The breakfast was less than desirable. It was a bowl of some type of granola cereal, dried fruit, almond butter and 3 biscuits that we pretty much tasteless. There was so much fiber in that meal I was afraid I would poop myself in the flight. There was absolutely ZERO entertainment available. No tv screen to watch a movie or listen to music. No charging port for my phone. I recently flew Delta Airlines Comfort class and I had a tv screen with numerous options of music to listen to and movies to watch. Also I had a charging port for my phone. I expected more quality from first class. Please understand I am not some prima donna that feels entitled. But the price I paid for first class wasn’t worth what I experienced.

Crew were bad Didn’t help with luggage When asked for a glass of wine, I was told that they will serve later , which they didn’t to Me and didn’t serve anyone else in First class . Didn’t offer any snacks , Chips or Nuts to anyone . Flight was not crowded either. Worst Service/ or No Service !

Everything you need to know for your flight from Santa Rosa to Chicago

Information on your arrival and departure airports