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ORD - STS

Find cheap flights from Chicago to Santa Rosa from $195

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 6/6. 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
Sat 5/25
Sat 6/1

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 45,119,101 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.

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

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
7:00 am - 6:30 pmORD-STS
13h 30m2 stops
8:15 am - 9:55 pmSTS-ORD
11h 40m1 stop
Thu, May 9 - Sun, May 12
1:13 pm - 6:30 pmORD-STS
7h 17m1 stop
8:15 am - 9:55 pmSTS-ORD
11h 40m1 stop
Thu, May 9 - Sun, May 12
7:00 am - 6:30 pmORD-STS
13h 30m2 stops
7:00 am - 6:40 amSTS-ORD
21h 40m2 stops
Thu, May 9 - Sun, May 12
8:00 am - 11:16 amORD-STS
29h 16m1 stop
7:28 pm - 4:40 amSTS-ORD
7h 12m1 stop
$452Alaska Airlines
Find Deal
Tue, May 21 - Wed, Jun 5
5:50 pm - 11:36 amORD-STS
19h 46m2 stops
11:00 am - 5:03 amSTS-ORD
16h 03m2 stops
$459Alaska Airlines
Find Deal
Tue, Oct 1 - Tue, Oct 8
9:07 pm - 10:07 pmORD-STS
27h 00m1 stop
2:36 pm - 4:58 pmSTS-ORD
24h 22m1 stop
$474Alaska Airlines
Find Deal
Sat, Sep 14 - Mon, Sep 16
5:19 am - 3:42 pmORD-STS
12h 23m2 stops
2:19 pm - 11:12 pmSTS-ORD
6h 53m1 stop
$553American Airlines
Find Deal
Sat, Sep 14 - Mon, Sep 16
7:00 am - 11:53 amORD-STS
6h 53m1 stop
4:14 pm - 12:18 amSTS-ORD
6h 04m1 stop
$578American Airlines
Find Deal
Thu, Jun 13 - Tue, Jun 18
5:00 am - 3:43 pmORD-STS
12h 43m2 stops
12:33 pm - 9:25 pmSTS-ORD
6h 52m1 stop
$583American Airlines
Find Deal
Wed, Jun 12 - Mon, Jun 17
7:00 am - 11:53 amORD-STS
6h 53m1 stop
4:14 pm - 7:25 amSTS-ORD
13h 11m2 stops
$586American Airlines
Find Deal
Thu, Jun 13 - Tue, Jun 18

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.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago to Santa Rosa were found on Alaska Airlines ($452) and American Airlines ($553). Alaska Airlines proposed the cheapest one-way flight at $248.

Good to know

Low season

February

High season

October

Cheapest flight

$195
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 $195 for a one-way ticket and $336 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 8.0, Alaska Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $682 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 9110 reviews
8.6crew
7.3food
7.3entertainment
7.9comfort
8.2boarding
Airline reviews

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

10.0 ExcellentAnonymous, Apr 2024PDX - OAK
Read more about Alaska Airlines reviews

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

The messaging about the change in flight destination and options for getting to SFO was poor. There should have been frequent updates. When I spoke to the boarding agent moment before we were supposed to board, he was flippant and offered no help before the announcement was made that transportation would be arranged. It was as poor of an experience that I've ever had.

My plane ride down landed 20 min late. Boarding at SFO was strange too. The people at the terminal were nice—but, boarding lacked direction, and was confusing . Coming back was worse—the plane was hours behind—and I barely caught the last Bart train back to San Francisco (3 min more and I would have been in trouble). It was a very stressful trip, and it didn’t need to be.

While the flight and the legroom was good boarding took a long time. The different groups Boarding made no sense as those in the back of the flight boarded last causing delays as people try to find room for their luggage in the upper bins. While there were plenty of seats on the flights We were spaced so that some rows were filled and others were empty. My first flight was very crowded and uncomfortable. On the way back both flights did not have Wi-Fi nor the entertainment package. We were only made aware of this a few hours before the flight. Since the flight was in the morning, I was asleep and was not able to download Books or other media to my phone. This is my first time flying Alaska airlines and I will admit to thinking twice before I do so again.

Our flight was delayed by six hours, our plane never left Portland the night before but the airline didn’t inform anyone till two hours before a six am flight. The plane, our plane never left the west coast! No plane no flight, simply let folks know when you know, not hours and hours later. No one apologized, no one said much of anything, we were just expected to wait quietly and await instructions.

I liked the fast internet and twice serving of snacks and drinks. Paid food options could have included more.

The absolute coldest flight I’ve ever been on, even with a sweater and zip up sweatshirt. Was miserable the entire flight.

the departure got delayed due to SJC situation, but it was a quite good waiting thanks to Alaska airline teams.

The flight attendant in the back of the plane was barely understood as she rushed through instructions to the point of being intelligible. She had a bored demeanor in her delivery.

Good. Quiet. Comfortable. The protests nearly kept me from catching my flight. They waited for me! I made it!

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.
6/6Thu
2 stops
22h 18mORD-STS
$195
6/13Thu
2 stops
11h 18mORD-STS
$210
6/13Thu
3 stops
16h 56mORD-STS
$240
5/29Wed
1 stopAlaska Airlines
18h 34mORD-STS
$248
7/3Wed
1 stopAmerican Airlines
6h 53mORD-STS
$249
7/3Wed
2 stopsAmerican Airlines
10h 40mORD-STS
$253
5/29Wed
2 stopsAlaska Airlines
14h 48mORD-STS
$272
6/13Thu
1 stopAlaska Airlines
12h 23mORD-STS
$273
6/6Thu
1 stopAmerican Airlines
8h 53mORD-STS
$299
5/7Tue
1 stopAmerican Airlines
8h 15mORD-STS
$429

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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.
4/30Tue
multi-stopAlaska Airlines
24h 54mORD-STS
5/4Sat
multi-stopAlaska Airlines
7h 40mSTS-ORD
$835
4/30Tue
multi-stopAmerican Airlines
9h 34mORD-STS
5/4Sat
multi-stopAmerican Airlines
7h 43mSTS-ORD
$858
4/30Tue
multi-stopAmerican Airlines
7h 16mORD-STS
5/4Sat
multi-stopAmerican Airlines
7h 43mSTS-ORD
$898
4/30Tue
multi-stopAmerican Airlines
12h 54mORD-STS
5/4Sat
multi-stopAmerican Airlines
7h 43mSTS-ORD
$903
4/30Tue
multi-stopAmerican Airlines
12h 54mORD-STS
5/4Sat
multi-stopAmerican Airlines
13h 00mSTS-ORD
$1,076
4/30Tue
multi-stopAmerican Airlines
11h 29mORD-STS
5/4Sat
multi-stopAmerican Airlines
18h 11mSTS-ORD
$1,077

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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: