STS - ORD

$136 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 12/18. 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
$286
Overall average: $775
Alaska Airlines
Mon 3/9Tue 3/10
STS - ORD • 1 stop
Cheapest one-way
$136
Alaska Airlines
Thu 12/18
STS - ORD • 1 stop
Top airlines
Alaska Airlines
Cheapest • from $286 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
December
Cheapest • 38% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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

Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$286Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$287Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
8:00 am - 5:04 amSTS-ORD
19h 04m2 stops
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$297Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
8:00 am - 11:59 pmSTS-ORD
13h 59m2 stops
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$298Alaska Airlines
Find Deal
Sat, Nov 22 - Tue, Dec 2
Alaska Airlines Logo
7:00 pm - 5:01 amSTS-ORD
8h 01m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$315Alaska Airlines
Find Deal
Sun, Nov 23 - Tue, Dec 2
Alaska Airlines Logo
6:35 am - 11:32 pmSTS-ORD
14h 57m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$332Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
8:00 am - 11:59 pmSTS-ORD
13h 59m2 stops
Alaska Airlines Logo
7:45 am - 10:35 pmORD-STS
16h 50m2 stops
$333Alaska Airlines
Find Deal
Tue, Nov 18 - Tue, Dec 2
Alaska Airlines Logo
7:46 pm - 1:54 pmSTS-ORD
16h 08m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$350Alaska Airlines
Find Deal
Mon, Nov 24 - Tue, Dec 2
Alaska Airlines Logo
6:35 am - 11:32 pmSTS-ORD
14h 57m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$352Alaska Airlines
Find Deal
Fri, Dec 19 - Sun, Dec 28
Hawaiian Airlines Logo
7:52 pm - 8:02 pmSTS-ORD
22h 10m1 stop
Hawaiian Airlines Logo
8:58 pm - 11:59 pmORD-STS
29h 01m1 stop
$459Hawaiian Airlines
Find Deal
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.

What’s the cheapest day of the week to fly from Santa Rosa to Chicago?

The average price of all round-trip flights from Santa Rosa to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago on a Wednesday and more expensive on a Thursday. On your return trip to Santa Rosa, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Santa Rosa to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Santa Rosa to Chicago O'Hare Intl Airport is December, where tickets cost $333 (return) on average. On the other hand, the most expensive months are January and March, where the average cost of round-trip tickets is $1,028 and $775 respectively.

Good to know

Low seasonJanuary
Cheapest flight$136
Best time to beat the crowds but there is an average 90% increase in price.
Most popular time to fly and prices are also 27% lower on average.
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 $136 for a one-way ticket and $286 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.

  • Which is the best airline for flights from Santa Rosa to Chicago, Alaska Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Santa Rosa to Chicago are Alaska Airlines and American Airlines. With an average price for the route of $506 and an overall rating of 8.0, Alaska Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $653 and an overall rating of 7.2.

  • 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 airlines 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.
8.0
Alaska AirlinesOverall score based on 11214 reviews
7.8Comfort
7.0Entertainment
7.1Food
8.5Crew
8.1Boarding
Airline reviews

Check in went pretty well and you didn't lose my bag. After I got a drink from the drink cart they charged me for it, and at the crazy overpriced airport rates. Never had that happen before, is that an american thing? what madness.

6.0 GoodAnonymous, Oct 2025SJC - SEA
Read more Alaska Airlines reviews

Check in went pretty well and you didn't lose my bag. After I got a drink from the drink cart they charged me for it, and at the crazy overpriced airport rates. Never had that happen before, is that an american thing? what madness.

Kayak I had marked one carry on, one checked bag. Yet when it completed the purchase marked it as no carry on. Fail on kayaks side! Then extended flight delayed due to computer issues. Crew of the plane did awesome but fail on both kayak and alaskan

In both halves of the trip (going and returning) there were problems. Not exactly Alaska's fault, but still really difficult. Outgoing flight was canceled and rebooked twice due to a total ground stop of all Alaska's flights. This required me to change airports with minimal notice and I almost missed my flight transferring to the other airport (which was roughly an hour and a half away). On the return, the first leg was delayed by an hour, and the second leg was delayed by nearly 3 hours. This was a rough set of flights and the communication about all of these changes was minimal. Crew did their best however, so no fault there. Other thing to remember is there is no food on Alaska flights unless you pre-order. Take that into account when you choose airlines.

Check in online didn't accept my confirmation number so i could only check in with assistance at the airport and ended up with s creepy middle seat.

I was delayed several times. Missed a very important event. The airline only provided a $12 voucher after being delayed 3 times.

It was the most expensive Alaska Airlines ticket I’ve ever purchased. I had a middle seat with no legroom or space compared to any other middle seat I’ve hadThere was a silver box under the seat that took up 70% of my legroom on the most narrow 737 max the crew flat out would not help they would not help with bags they would not help with garbage there was no coffee,It was definitely not one of my better experiences on Alaska.

Sitting on the ground for 2 hours waiting for a gate wasn't fun.

It was a great experience, friendly staff and good snacks

Online check in didn't work. Somehow ended up with 2 Alaska rewards numbers and 1 for Hawaiian. No one at check in could figure out what to do. No one at check in could help me confirm an upcoming flight on Hawaiian Airlines.

Flight was delayed 14 hours! We missed an entire day of our vacation and had to pay for hotel that we didn’t use

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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

Information on your arrival and departure airports

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