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ORD - STS

$165 Find cheap flights from Chicago to Santa Rosa

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Santa Rosa departing on 6/9. 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
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Santa Rosa

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santa Rosa, 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 Chicago to Santa Rosa, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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

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Cheap flight deals from Chicago to Santa Rosa (ORD-STS)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Santa Rosa 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 and deals for you by selecting your travel dates.
Choose your dates
6:19 pm - 9:50 pmORD-STS
29h 31m2 stops
11:05 am - 6:28 amSTS-ORD
17h 23m1 stop
Wed, Jul 10 - Sun, Jul 14
7:01 am - 4:45 pmORD-STS
35h 44m3 stops
11:05 am - 6:28 amSTS-ORD
17h 23m1 stop
Wed, Jul 10 - Sun, Jul 14
8:34 pm - 7:35 pmORD-STS
25h 01m2 stops
12:20 pm - 6:06 amSTS-ORD
15h 46m2 stops
Thu, Jul 11 - Thu, Jul 18
6:02 am - 11:53 amORD-STS
7h 51m1 stop
12:28 pm - 9:15 pmSTS-ORD
6h 47m1 stop
$448American Airlines
Find Deal
Mon, Jul 1 - Fri, Jul 5
6:00 am - 11:48 amORD-STS
7h 48m1 stop
12:28 pm - 9:15 pmSTS-ORD
6h 47m1 stop
$508American Airlines
Find Deal
Tue, Jul 9 - Tue, Jul 16
9:22 pm - 9:54 pmORD-STS
26h 32m1 stop
7:01 pm - 5:15 amSTS-ORD
8h 14m1 stop
$511Alaska Airlines
Find Deal
Mon, Jul 1 - Thu, Jul 4
5:00 am - 11:53 amORD-STS
8h 53m1 stop
4:15 pm - 12:18 amSTS-ORD
6h 03m1 stop
$538American Airlines
Find Deal
Tue, Jul 2 - Wed, Jul 3
8:00 am - 6:21 pmORD-STS
12h 21m1 stop
7:01 pm - 5:15 amSTS-ORD
8h 14m1 stop
$545Alaska Airlines
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Wed, Jul 3 - Thu, Jul 4
6:00 am - 11:48 amORD-STS
7h 48m1 stop
4:11 pm - 7:25 amSTS-ORD
13h 14m2 stops
$557American Airlines
Find Deal
Tue, Jul 9 - Tue, Jul 16
3:30 pm - 10:41 amORD-STS
21h 11m2 stops
7:01 pm - 5:15 amSTS-ORD
8h 14m1 stop
$560Alaska Airlines
Find Deal
Tue, Jul 2 - Thu, Jul 4

Flights from Chicago to Santa Rosa - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Santa Rosa 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 Chicago to Santa Rosa?

The average price of all flights from Chicago O'Hare Intl Airport to Santa Rosa clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to Santa Rosa, look for departures on Mondays and avoid leaving on a Wednesday, as it's usually the priciest day. When flying back from Santa Rosa, Tuesday is the cheapest day to fly and Wednesday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Santa Rosa, 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 Chicago O'Hare Intl Airport to Santa Rosa is September, where tickets cost $338 on average. On the other hand, the most expensive months are January and June, where the average cost of tickets is $807 and $731 respectively.

Good to know

Low season

March

High season

October

Cheapest flight

$165
Best time to beat the crowds but there is an average 42% increase in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Chicago to Santa Rosa

When to book flights from Chicago to Santa Rosa

Are your dates flexible? Find out the best times to travel from Chicago to Santa Rosa 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 Chicago to Santa Rosa flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Santa Rosa was $165 for a one-way ticket and $302 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Santa Rosa are Alaska Airlines and American Airlines. With an average price for the route of $464 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 $658 and an overall rating of 7.3.

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

    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 Chicago to Santa Rosa.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santa Rosa from Chicago 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 Chicago to Santa Rosa?

    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 Santa Rosa with an airline and back to Chicago with another airline. Booking your flights between Chicago and STS 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 Chicago to Santa Rosa?

    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 Santa Rosa from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Santa Rosa

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Santa Rosa. 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 Chicago to Santa Rosa? 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 9192 reviews
7.9Comfort
8.2Boarding
7.3Food
8.6Crew
7.3Entertainment
Airline reviews

Crew was outstanding. Flight was fine. Food was a joke! I didn't get the priority I paid for!! That pissed me off since I paid extra!!!

8.0 Excellentjim, May 2024GEG - SAN
Read more about Alaska Airlines reviews

Crew was outstanding. Flight was fine. Food was a joke! I didn't get the priority I paid for!! That pissed me off since I paid extra!!!

I liked the price of the 2 way tix. I hated having to pay $8.00 for Internet access. It should be free. Legroom and seats are very confining.

Very close to on-time takeoff and landing. Attendants were all great - Julia was best! Joined the Alaska Air Rewards and will fly with them again!

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

The flight was about an hour late, and there was notable turbulence for a good part of it. But of course, that was not Alaska Air’s fault, and I think the crew did a good job of keeping it safe. Service suffered a little as a result (I wish I had been offered the option of purchasing food). Overall, it was ok, because we landed safe and sound. Thanks!

Flight was delayed 2 hours. Other than that, it was a good flight.

The flight was late getting in, so many were stressed. The snacks for a LONG flight was not enough.

The whole experience went very well except the rest rooms were a disaster

Sat on tarmac for 30 minutes despite staring at three empty gates, one of which we eventually pulled into

Everything was great. Flight was on time with no issues. It was a short connecting flight so ww didn't have food offered. The gate we got off at was very close to our connecting flight gate so that was very easy.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Santa Rosa

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Santa Rosa found on KAYAK in the last 72 hours.
6/9Sun
2 stops
23h 29mORD-STS
$165
6/10Mon
2 stops
13h 02mORD-STS
$186
6/9Sun
3 stops
23h 29mORD-STS
$200
6/10Mon
1 stop
7h 23mORD-STS
$204
7/20Sat
2 stops
25h 21mORD-STS
$241
7/20Sat
3 stops
36h 44mORD-STS
$246
7/20Sat
1 stopAmerican Airlines
7h 45mORD-STS
$254
6/9Sun
1 stop
10h 53mORD-STS
$363

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Last minute flights from Chicago to Santa Rosa

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Santa Rosa that are departing in the next 10 days.
6/1Sat
multi-stopAlaska Airlines
12h 08mORD-STS
6/4Tue
multi-stopAlaska Airlines
33h 50mSTS-ORD
$913
6/1Sat
multi-stopAlaska Airlines
12h 48mORD-STS
6/4Tue
multi-stopAlaska Airlines
33h 50mSTS-ORD
$948
6/1Sat
multi-stopAmerican Airlines
11h 20mORD-STS
6/2Sun
multi-stopAmerican Airlines
8h 23mSTS-ORD
$952
6/1Sat
multi-stopAlaska Airlines
10h 56mORD-STS
6/2Sun
multi-stopAlaska Airlines
14h 52mSTS-ORD
$1,136
6/1Sat
multi-stopAmerican Airlines
11h 20mORD-STS
6/2Sun
multi-stopAmerican Airlines
13h 05mSTS-ORD
$1,160

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Chicago - Santa Rosa Flights

Departure:

Chicago (ORD)United States

Destination:

Santa Rosa (STS)United States

Return flight deals:

Santa Rosa - Chicago

Cabin classes: