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ORD - STS

Find cheap flights from Chicago to Santa Rosa from $219

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 5/6. 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
Thu 5/16
Thu 5/23

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 43,990,755 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

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
1:10 pm - 1:48 pmORD-STS
26h 38m2 stops
6:30 pm - 5:58 amSTS-ORD
9h 28m2 stops
$503Alaska Airlines
Find Deal
Fri, Oct 4 - Wed, Oct 9
7:26 pm - 1:46 pmORD-STS
20h 20m1 stop
7:05 am - 5:30 amSTS-ORD
20h 25m2 stops
$509Alaska Airlines
Find Deal
Thu, Aug 22 - Mon, Aug 26
7:00 am - 5:58 pmORD-STS
12h 58m1 stop
2:36 pm - 4:40 amSTS-ORD
12h 04m1 stop
$523Alaska Airlines
Find Deal
Sat, Sep 14 - Mon, Sep 16
5:50 pm - 11:36 amORD-STS
19h 46m2 stops
11:00 am - 8:04 pmSTS-ORD
7h 04m1 stop
$524Alaska Airlines
Find Deal
Tue, Oct 1 - Tue, Oct 8
9:00 pm - 10:03 amORD-STS
15h 03m1 stop
6:30 pm - 5:58 amSTS-ORD
9h 28m2 stops
$528Alaska Airlines
Find Deal
Fri, Oct 4 - Wed, Oct 9
9:10 pm - 10:07 pmORD-STS
26h 57m1 stop
7:55 pm - 5:30 amSTS-ORD
7h 35m1 stop
$534Alaska Airlines
Find Deal
Thu, Sep 5 - Mon, Sep 9
6:20 pm - 3:05 pmORD-STS
22h 45m2 stops
11:21 am - 5:15 amSTS-ORD
15h 54m1 stop
$544Alaska Airlines
Find Deal
Thu, Aug 15 - Sun, Aug 18
8:00 am - 6:23 pmORD-STS
12h 23m1 stop
10:37 am - 5:15 amSTS-ORD
16h 38m2 stops
$554Alaska Airlines
Find Deal
Thu, Aug 15 - Sat, Aug 17
5:19 am - 3:42 pmORD-STS
12h 23m2 stops
12:35 pm - 11:12 pmSTS-ORD
8h 37m2 stops
$568American Airlines
Find Deal
Tue, Oct 1 - Tue, Oct 8
5:19 am - 3:42 pmORD-STS
12h 23m2 stops
4:12 pm - 7:30 amSTS-ORD
13h 18m2 stops
$737American Airlines
Find Deal
Sat, Sep 14 - Mon, Sep 16

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 Saturdays 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 Thursday 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 March, where tickets cost $205 on average. On the other hand, the most expensive months are May and June, where the average cost of tickets is $822 and $758 respectively.

Good to know

Low season

February

High season

October

Cheapest flight

$219
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly and prices are also 22% 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 $219 for a one-way ticket and $503 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 $480 and an overall rating of 8.1, Alaska Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $719 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.
8.1
Alaska AirlinesOverall score based on 9054 reviews
7.3entertainment
7.9comfort
7.3food
8.2boarding
8.6crew
Airline reviews

I would have rated the entire experience much better were it not for two things: 1. There was inconsistency between what we were told once on the plane vs. the answer I received to the question about "spreading out" from our assigned seats because the flight was sparsely populated, and the entire row we were in was empty but for us. I asked about one of us moving over one seat to make more room for us; before getting on the plane, I was told we could, which seemed like a sensible answer. Once on the plane, it was announced that we needed to stay in our assigned seats despite all of the empty space in our row, which seemed unneccessarily restrictive. 2. To add to the discomfort, we sat on the tarmac once the plane landed in Burbank for over half an hour waiting for a gate to become available. During that time we had to remain seated and buckled in, which was becoming more difficult as time dragged on, especially for my wife. If all of this was due to regulations, that may mitigate the sense of "needless" restriction somewhat, but it points to a need to make regulations less restrictive where it is not appropriate for the current conditions. The crew was not "nasty" about the restrictions, so I do not resent their actions, but it certainly would have been a much more pleasant flight if we had a few more options when it comes to comfort.

6.0 GoodBob, Apr 2024PDX - BUR
Read more about Alaska Airlines reviews

I would have rated the entire experience much better were it not for two things: 1. There was inconsistency between what we were told once on the plane vs. the answer I received to the question about "spreading out" from our assigned seats because the flight was sparsely populated, and the entire row we were in was empty but for us. I asked about one of us moving over one seat to make more room for us; before getting on the plane, I was told we could, which seemed like a sensible answer. Once on the plane, it was announced that we needed to stay in our assigned seats despite all of the empty space in our row, which seemed unneccessarily restrictive. 2. To add to the discomfort, we sat on the tarmac once the plane landed in Burbank for over half an hour waiting for a gate to become available. During that time we had to remain seated and buckled in, which was becoming more difficult as time dragged on, especially for my wife. If all of this was due to regulations, that may mitigate the sense of "needless" restriction somewhat, but it points to a need to make regulations less restrictive where it is not appropriate for the current conditions. The crew was not "nasty" about the restrictions, so I do not resent their actions, but it certainly would have been a much more pleasant flight if we had a few more options when it comes to comfort.

It was the worst experience because they delayed the flight by 2 and half hours. We were supposed to depart by 3:41 but they did the depart by 6 pm. It was so boring!!

The cabin temperature was very warm. Flight attendant did not help when my 3 YO needed to go to the bathroom and it was close to landing time. She knocked and opened the door. I would appreciate more empathy towards the situation.

The pretzels are awesome. The free movies are excellent. The plane crew was amazing. The Austin airport lounge was too small and overcrowded. There were not enough seats. And the boarding staff was not as friendly.

The flight was diverted and departed from San Jose instead of San Francisco. This could’ve been executed more smoothly because after arriving in San Jose it seemed like nothing was being processed correctly as needed for the gate agents to do their jobs well and the flight to leave on time

Lost luggage and no compensation. Did not receive luggage till 9pm the next day. Again no compensation or apology

Flight left two hours late with no real explanation and they inexplicably had the heat running on the flight as well

They overbooked the flight. I checked in the day before. Got to the gate and they wouldn’t let me on. No seat.

I like Alaska Air fine. Great crew. Late departure still arrived on time.

Excellent service and prices. I was not award of inflight entertainment.

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.
5/6Mon
1 stopAlaska Airlines
9h 20mORD-STS
$219
5/29Wed
2 stopsAlaska Airlines
29h 18mORD-STS
$266
5/29Wed
1 stopAlaska Airlines
12h 48mORD-STS
$267
5/6Mon
3 stops
14h 12mORD-STS
$272
5/6Mon
2 stops
12h 32mORD-STS
$273

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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.
4/19Fri
multi-stopAlaska Airlines
9h 20mORD-STS
4/20Sat
multi-stopAlaska Airlines
7h 40mSTS-ORD
$938
4/19Fri
multi-stopAmerican Airlines
11h 19mORD-STS
4/20Sat
multi-stopAmerican Airlines
7h 43mSTS-ORD
$941
4/19Fri
multi-stopAmerican Airlines
12h 24mORD-STS
4/20Sat
multi-stopAmerican Airlines
10h 51mSTS-ORD
$1,123

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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: