STS - ORD

$172 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 6/30. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$343
Alaska Airlines
Tue 9/29Wed 9/30
STS - ORD • 1 stop
Cheapest one-way
$172
Alaska Airlines
Tue 6/30
STS - ORD • 1 stop
Top airlines
Cheapest • from $343 (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 12m (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

Tue, Sep 29 - Wed, Sep 30
Alaska Airlines Logo
10:34 am - 7:21 pm
STS
-
ORD
6h 47m
1 stop
Alaska Airlines Logo
3:52 pm - 9:56 pm
ORD
-
STS
8h 04m
1 stop
$343Alaska Airlines
Tue, Sep 29 - Sat, Oct 3
Alaska Airlines Logo
10:34 am - 7:21 pm
STS
-
ORD
6h 47m
1 stop
Alaska Airlines Logo
3:49 pm - 9:56 pm
ORD
-
STS
8h 07m
1 stop
$372Alaska Airlines
Mon, Sep 28 - Tue, Sep 29
Alaska Airlines Logo
10:34 am - 7:21 pm
STS
-
ORD
6h 47m
1 stop
Alaska Airlines Logo
3:52 pm - 9:56 pm
ORD
-
STS
8h 04m
1 stop
$377Alaska Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
12:58 pm - 12:28 am
STS
-
ORD
9h 30m
1 stop
American Airlines Logo
5:00 am - 12:28 pm
ORD
-
STS
9h 28m
1 stop
$379American Airlines
Fri, Jun 26 - Tue, Jun 30
Alaska Airlines Logo
6:26 am - 11:36 pm
STS
-
ORD
15h 10m
1 stop
Alaska Airlines Logo
7:20 am - 12:26 pm
ORD
-
STS
7h 06m
1 stop
$387Alaska Airlines
Wed, Jul 1 - Wed, Jul 8
American Airlines Logo
4:20 pm - 12:28 am
STS
-
ORD
6h 08m
1 stop
American Airlines Logo
5:00 am - 12:03 pm
ORD
-
STS
9h 03m
1 stop
$393American Airlines
Wed, Aug 5 - Tue, Aug 11
Alaska Airlines Logo
7:03 pm - 5:00 am
STS
-
ORD
7h 57m
1 stop
Alaska Airlines Logo
7:20 am - 4:55 pm
ORD
-
STS
11h 35m
2 stops
$395Alaska Airlines
Tue, Jun 30 - Tue, Jul 14
Alaska Airlines Logo
7:03 pm - 5:00 am
STS
-
ORD
7h 57m
1 stop
Alaska Airlines Logo
7:20 am - 4:55 pm
ORD
-
STS
11h 35m
2 stops
$398Alaska Airlines
Tue, Sep 29 - Wed, Sep 30
Alaska Airlines Logo
10:34 am - 7:21 pm
STS
-
ORD
6h 47m
1 stop
Alaska Airlines Logo
2:22 pm - 8:59 pm
ORD
-
STS
8h 37m
1 stop
$401Alaska Airlines
Wed, Jul 8 - Wed, Jul 22
Alaska Airlines Logo
7:03 pm - 5:00 am
STS
-
ORD
7h 57m
1 stop
Alaska Airlines Logo
6:20 am - 5:16 pm
ORD
-
STS
12h 56m
2 stops
$402Alaska 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 5 days.

In the past 5 days, the cheapest round-trip tickets from Santa Rosa to Chicago were found on Alaska Airlines ($343) and American Airlines ($379).

Good to know

Cheapest flight$172
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 5 days, the lowest price for a flight from Santa Rosa to Chicago O'Hare Intl Airport was $172 for a one-way ticket and $343 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 12481 reviews
7.8Comfort
8.1Boarding
7.1Food
8.5Crew
7.0Entertainment
Airline reviews

Not able to get boarding pass for domestic connection flight when check in at international airport. I was told I need to get connection flight boarding pass after I entered US. It us very inconvenient.

6.0 GoodVI, Jun 2026
SFO - SAN
Read more Alaska Airlines reviews

Not able to get boarding pass for domestic connection flight when check in at international airport. I was told I need to get connection flight boarding pass after I entered US. It us very inconvenient.

It was good. Too long for older people. Service and support was great! Friendly crew!

Wish there were more complimentary drinks available - only had water and apple juice. Also - no snacks were provided during the flight, but we were offered some items as we exited the plane.

No negatives. Crew was great, flight was on time and there were no crazy passengers. 🤩

It might not have been their fault, but there was a two hour delay due to weather. Then we boarded and were about to leave when they said there were more problems at the destination, took us back to the gate where we had to fully deplane. But then five minutes later, they said everything was fine and to get back on the plane. This was the part that pissed everybody off.

The gate agents begged us to check our carryons. They BEGGED us, over and over, and said that the flight was completely, totally full, and said that if we don't check our bags, it will cause huge delays. They finally said that "group suchandsuch will be required to check bags!" So I checked mine. Well, the flight wasn't close to being full, and many of the overhead compartments were *empty*! Moreover, my bag was delayed at the carousel, and it wasn't on the carousel that was posted. COME ON, AIRLINE, you can look at the seating for the flight on your computer and decide whether it's really necessary to beg and beg and beg people to go through the hassle of checking their bags! This is annoying as hell and makes me not want to use your crummy airline ever again.

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!

No issues and clear sailing. What a preferred to have sat in one of empty seats other than my assigned seat that would be my only complaint if it was to complain.

They cancelled the flight and provided no support to find another way home or how to get a refund. Links provided didn’t work and phone wait times were over eight hours. Battery on my phone couldn’t last long enough.

I'm not sure if you are going to ask me about the check in process. I could not get my boarding pass, so I had to stop at the American desk before security. I also had a difficult time downloading the app with the confirmation code for the two flights.

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

Information on your arrival and departure airports