Find cheap flights from Chicago to Santa Rosa

CHI - STS

Find cheap flights from Chicago to Santa Rosa

Round-trip
Economy
Chicago (CHI)
Santa Rosa Sonoma County
Fri 2/26
Fri 3/5
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Santa Rosa

Good to know

Low season

August Best time to beat the crowds with an average 64% drop in price.

High season

April Most popular time to fly with an average 29% increase in price.

Average price round-trip

$419 (avg. price over the last 2 weeks)

Good deal round-trip

$251 or less

Good deal one-way

$147 or less

When to book flights from Chicago to Santa Rosa

Estimated round-trip price
Average price per month

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $147 or less one-way and $251 or less round-trip.
  • High season is considered to be March, April and May. The cheapest month to fly is August.
  • Morning departure is around 7% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking flights from Chicago to Santa Rosa

Are there Santa Rosa travel restrictions currently due to Coronavirus?

How long does a flight from Chicago to Santa Rosa take?

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

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

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

Which airports will I be using when flying from Chicago to Santa Rosa?

How does KAYAK find such low prices 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?

What is the Hacker Fare option on flights from Chicago to Santa Rosa?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Santa Rosa?

Top 3 airlines serving Chicago to Santa Rosa Sonoma County

Scores according to KAYAK customer reviews

8.3
Alaska Airlines
Overall score based on 29,258 reviews
8.5
Boarding
8.3
Comfort
8.8
Crew
7.9
Entertainment
7.9
Food
Airline reviews

Cons: "I’m disabled and was assisted from the pavement to the plane seat. Excellent all the way around."

Cons: "WiFi sucked"

Cons: "A little more room."

Cons: "It was a little chilly."

Cons: "Late departure"

Cons: "Better snacks. No cost for checked first luggage"

Cons: "Nothing. I've flown on worse."

Pros: "Alaska is a great airline."
Cons: "Free food would be awesome."

Pros: "Average"
Cons: "Seat back screens. More space."

Cons: "Equipment problem that delayed our departure"

Pros: "Timing-Fasrer than scheduled"

Pros: "Everything went smoothly. Flight didn’t include food or entertainment."

Pros: "Great! Decent."

Cons: "Delayed. Flue season folks. If your sick just don’t travel!"

Pros: "Everything went smooth and was great besides the boarding."
Cons: "Boarding seemed to take quite quite awhile, not sure what the deal was but once we were boarded they kicked it into high gear"

Cons: "Dog allowed to sit next to me. It should be ina crate or at least on the lap of the owner"

Pros: "All good"

Cons: "Delayed"

Cons: "The delay due to mechanical failure and not being compensated"

Pros: "Promptness."
Cons: "Only beverages. Perhaps a little something, like nuts"

Pros: "I love Virgin America and was surprised I was getting on one of their planes. I later found out Alaska bought VA out. The moon lighting and easy access to food/drink choices on touch screen is a plus."

Pros: "Nice movies Comfortable seats"
Cons: "Noisy air con Seat not reclining Headphone jack not working No storage space"

Cons: "At the gate the representative would not let me and another passenger board. Even though the plane was still at the gate."

Pros: "The staff was so helpful and *human*... all of my interactions with them were absolutely wonderful."
Cons: "Cabin could have been a little cleaner. There was some candy/gum stuck to my seat and my tray table had juice spilled on it."

Cons: "Nothing"

Pros: "Comfort and quality of the airline is top notch, like its sister company Virgin."
Cons: "A little hard to get onto the WiFi, but once on, it was fine. Hey ... it’s free so overall, still great"

Cons: "The USB charger on my seat was broken"

Pros: "Excellent experience all around on all flights."

Cons: "Plane issues kept us on the tarmac for 2.5 hours before we took off"

Cons: "Old airplane. Blinds didn't close."

Pros: "Complimentary wine was an unusual treat."
Cons: "An hour delay while a replacement first officer was brought in. Considering the circumstances, Alaska Airlines probably did well to keep the delay minimized."

Pros: "Everything"
Cons: "Nothing"

Cons: "I only put an okay for boarding due to an extra 20 minute late, but that really wasn't bad."

Pros: "Everything easy off . Easy luggage retrieval. Getting a Lyft was painless and I was only 15 minutes from home . Loved not fighting traffic for hours like you do from SFO . It was great ."
Cons: "Small commuter plane but I'll get used to it ."

Pros: "Love the amount of space availabile for my legs!!"

Pros: "Friendliness"

Pros: "Plane had a delayed boarding and no explanation for the delay eas given"

Pros: "Gate was changed 5 or 6 times. And was over an hour late. Otherwise ok."

Cons: "I will never fly with Alaska again."

Pros: "Efficient and comfortable"

Pros: "The plane was new but with no bells let alone whistles."
Cons: "No monitors/screens at all on plane."

Pros: "Very accommodating staff"

Cons: "We were asked to exit the plane at Tarmac and I was traveling with 2 little children. There were a lot of stairs to get off the plane and then walk back to terminal and then a lot of stairs were there to get back to terminal. I was hurting in my knee and my kids ears were hurting badly because the pressure was not controlled while landing. It was a very bad experience and I will definitely think twice about flying Alaska again."

Pros: "New equipment"
Cons: "Sparse food."

Pros: "Expediency was key to my experience and I was satisfied."
Cons: "Every thing was fine and the staff was accommodating."

Cons: "A child crying the whole trip behind my seat. No effort by mother to stop child from crying"

Cons: "Should not have to pay for movies other air lines they are free"

Pros: "Got there earlier than expected. Staff didn't charge me for one drink"

Pros: "Exelet"
Cons: "Exelente"

Pros: "Great food, nice cabin"
Cons: "Legroom bad, seats hard"

Pros: "We eventually made it to our destination, with our luggage!"
Cons: "Better update on delays. Seats are horribly uncomfortable especially for international flights. Food was a joke, dinner was mediocre and breakfast was a cold snack, you can do better. Please consult with airlines that rank in the top ten about how to do things. You already make a huge profit, stop squeezing your customers for more. Maybe you won’t be ranked amongst the worst airlines in the world anymore. Second bad international experience with AA. Never again."

Cons: "Was next to crying child. I do understand crying children. But I should have footed a free glass of rose."

Cons: "WiFi entertainment not working"

Pros: "Seating space is like putting 5 pounds of something g in a two pound bag. Not enough space."

Pros: "I loved the movie options, It really made it a great experience."

Pros: "Everything"

Cons: "Legroom"

Cons: "Aircraft issues, late on take off, a gate change, but the ticket against kept us informed"

Pros: "Great service"

Pros: "Very comfy and much to entertain you with"

Pros: "Loved having 2 empty seats next to me so I could stretch out after a very long day of travel."
Cons: "Seats are not very comfortable in any position."

Pros: "Very little turbulence and staff was friendly"
Cons: "No blankets"

Pros: "Extra room with empty seat"
Cons: "Seat didn't go back due to exit row"

Cons: "A few issues: 1) I was not given seat tgth with my 9 year old and was not helped in finding seats together 2) they lost my bag after I took it through customs and I'm still (a week already) waiting for it."

Pros: "Nothing"
Cons: "They did not compromise when I couldn't go, I understand no refund but I cancelled a few days after,"

Cons: "Horrible delays. Delta doesn't have these problems."

Pros: "Always delayed. Always check my carry on. Which equals me being late to where I'm going."
Cons: "See above"

Pros: "Food was decent, service was okay"

Pros: "See above"
Cons: "See above"

Pros: "on time"
Cons: "very cold"

Cons: "The entertainment system in my seat was broken. Was a bummer since we added a extra hour ground hold for weather."

Cons: "Tsa is very unorganized and extremely rude."

Pros: "friendly staff and good entertainment options"
Cons: "Uncomfortable seats"

Cons: "Above"

Cons: "it was an hour late"

Pros: "On time"
Cons: "Comfort"

Cons: "they broke my luggage"

Pros: "power for charging phone etc. good movies"
Cons: "$12 minimum WiFi cost to check email one time."

Pros: "Nothing whatsoever"
Cons: "I was confused by the Brot"

Pros: "We boarded on time and arrived early. What more can ya ask for? Fairly easy ride. Free entertainment on board, movies and shows! Awesome."
Cons: "The speaker that the pilot used was static-y, hard to understand. No free wifi option. Rough landing."

Pros: "All connections-smooth"

Pros: "Same as above."

Pros: "Broken down into more groups - ok I guess..."
Cons: "No way to know who was up next, who was in line for what number - should have corraling stations (some airlines have this) where you gather based on your number and can move out of the way for others. Getting onto the plan was awful - the aisle are SO TINY - I'm 5'6" tall and 140 lbs, trying to roll a small back through the aisle, and it was impossible not to hit 14 people. It's like you have to go to class on how to walk through the aisle and not be an idiot."

Cons: "one of the worst trip ever. although there were many turbulances, the captain did not appear to be proficient along the way. The landing was horrible as well."

Pros: "worst experience. Airplane people not so good"

Cons: "Forced to check my carry on. Took 30min for the bags to come out on the carousel. Which is why i never check my bag."

Pros: "Exit row seating."

Pros: "Everything!"

Pros: "I sat next to a friend I haven't seen in almost a year"

Pros: "On time"
Cons: "Seating"

Cons: "Have they made the seats shorter and narrower? I op t ed for exit and extended legroom seating and I still felt cramped and constrained."

Pros: "Food, entertainment and free checked bag. Can ask for more!"

Cons: "Delayed as well!!!"

Pros: "Everything was smooth and on time. Great help from the whole staff!"

Pros: "Nothing unique!"
Cons: "Seats not that comfortable. Movie choices limited and system old. Arm rests with controls very uncomfortable and poorly placed."

Pros: "nothing"
Cons: "everthing"

Pros: "i am missing all my clothes and I have another person things in my suitcase."

Pros: "Staff very pleasant and helpful"
Cons: "I hour in security line"

Pros: "Great movies and great that alcohol"

Cons: "Seats were hard, worst I've ever experienced. Seat power outlets were inconvenient."

Pros: "The directTV was great."

Pros: "Loved the Great Falls airport!! Who goes to an airport that has leather couches that you can lay down on and take a quick nap!! Beautiful airport!!"

Cons: "You are required to pay to watch the tv. It's free with Delta."

Pros: "Excellent all the way!"
Cons: "It took about 30 minutes to get luggage in Atlanta"

Pros: "easy transfer"
Cons: "had to transfer"

Cons: "Left about 15 minutes late."

Pros: "Excellent service and friendly staff"
Cons: "Absolutely not enough room to stretch your legs"

Pros: "same as above"
Cons: "same as above"

Pros: "Getting to Charlotte"
Cons: "Plane dirty. Windows dirty. Extremely bumpy. Seats clostraphobic. Sat too long leaving"

Pros: "ontime"
Cons: "At least one check-in baggage should be free for the price."

Pros: "Overall service."
Cons: "Impolite Lady Gate Agent."

Cons: "Too cramped, fligjt delay of over an hour"

Cons: "lost our bag, crying babies, uncomfortable plane"

Cons: "Delayed almost an hour."

Pros: "Everything was on time"

Pros: "Overall fine"

Cons: "Why should I have to pay to watch tv? I know you don't have to pay on Southwest, Virgin America or Jet Blue. Not sure that a very (and I mean VERY SMALL) snack can be considered food"

Pros: "On time, gates were close together"

Cons: "I had originally booked an isle or window seat and ended up in the middle This made it very uncomfortable"

Cons: "The delay"

Pros: "Getting from point a to point b."
Cons: "Lack of good free snacks. Not getting free bag checked."

Cons: "Deverted to Newark to get to portland"

Pros: "Good"

Cons: "Never made it so I can't rate it"

Pros: "Everything went smoothly"

Pros: "Large plane very comfortable"
Cons: "Nothing"

Pros: "Staff was great"
Cons: "Second delay in a row"

Cons: "Delays both ways"

Pros: "Everything!"

Pros: "Smoothly and on time"

Pros: "Willingness to check carry ons for sold out flights"
Cons: "Choosing of seats process. My traveling partner and I did not get to sit together on way home. Everyone was nice and got a free upgrade but would have been nice to sit together"

Cons: "Fine until the unexpected stop but has to be done"

Pros: "Very respectful and loved all the smiling facez"
Cons: "N/A"

Pros: "Excellent choices, comparisons, easy to use, updates"

Pros: "Bigger planes"

Pros: "On time."

Cons: "Prices to watch Tv"

Pros: "Overall nice service and nice plane united is on my top list for flying to mexico. Liked the free snack and added culture."
Cons: "Didnt like having to pay for tv. At least have a free channel or cheaper."

Pros: "All went as planned"
Cons: "Coffee"

Pros: "American Airlines saved the day!"

Pros: "Excellent"

Pros: "On time"

Pros: "Same as above."
Cons: "Same as above."

Pros: "Seats were fairly comfortable"
Cons: "Only one free snack option and I don't like ranch flavor. A bag of popped corn is $4"

Cons: "The seats didnt have a lot or room."

Pros: "I liked getting to my destination safe and back safe."
Cons: "I didn't like the pulling off or the landing or the rocking while flying."

Cons: "We landed in Msp and waited 1 hour for our hate it was horrible!!"

Cons: "United airlines.. Terrible"

Cons: "When about to get on plane, carry on taken to checked bags; 5 people already on plane were required to come back off and check bags. I begged not to have to check because I was flying to Nicaragua and was worried my only bag would get lost. I was right -- it did not arrive in Nicaragua until the next day. We sat on runway for 45 minutes before departure so United could fix BOTH sets of the plane's wings lights. Why did they not discover that at any time BEFORE we all boarded or while we were boarding -- NOT first when deciding to pull away from gate. Delay caused many to miss connections."

Read more about Alaska Airlines
COVID-19 information

Safety measures for airlines flying from Chicago to Santa Rosa

Airlines flying from Chicago to Santa Rosa have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago to Santa Rosa

Mandatory masks

Masks required on board, masks provided on flights from Chicago to Santa Rosa

Social distancing seating

Middle seats unavailable to book on flights from Chicago to Santa Rosa

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago to Santa Rosa

Book cheap flights from Chicago to Santa Rosa

Recent round-trip flight deals

4/17
Sat
1 stop
Alaska Airlines
9h 49m
ORD - STS
4/21
Wed
1 stop
Alaska Airlines
9h 17m
STS - ORD
4/18
Sun
2 stops
Alaska Airlines
29h 53m
ORD - STS
4/24
Sat
1 stop
Alaska Airlines
9h 17m
STS - ORD
3/24
Wed
1 stop
Alaska Airlines
9h 41m
ORD - STS
3/29
Mon
1 stop
Alaska Airlines
9h 24m
STS - ORD
3/20
Sat
2 stops
Alaska Airlines
12h 50m
ORD - STS
3/27
Sat
2 stops
Alaska Airlines
27h 29m
STS - ORD
4/17
Sat
1 stop
American Airlines
22h 11m
ORD - STS
4/21
Wed
1 stop
American Airlines
6h 29m
STS - ORD
3/24
Wed
2 stops
American Airlines
23h 22m
ORD - STS
3/27
Sat
2 stops
American Airlines
42h 33m
STS - ORD
4/17
Sat
1 stop
Alaska Airlines
9h 49m
ORD - STS
4/25
Sun
1 stop
Alaska Airlines
9h 20m
STS - ORD
3/25
Thu
1 stop
Alaska Airlines
9h 41m
ORD - STS
3/29
Mon
1 stop
Alaska Airlines
9h 24m
STS - ORD
4/17
Sat
1 stop
American Airlines
10h 04m
ORD - STS
4/22
Thu
2 stops
American Airlines
14h 43m
STS - ORD
4/19
Mon
2 stops
American Airlines
15h 31m
ORD - STS
4/21
Wed
1 stop
American Airlines
7h 07m
STS - ORD
4/20
Tue
2 stops
American Airlines
21h 21m
ORD - STS
4/24
Sat
2 stops
American Airlines
14h 43m
STS - ORD
4/19
Mon
2 stops
American Airlines
15h 31m
ORD - STS
4/22
Thu
1 stop
American Airlines
9h 06m
STS - ORD
4/19
Mon
2 stops
American Airlines
15h 31m
ORD - STS
4/24
Sat
2 stops
American Airlines
14h 43m
STS - ORD
3/26
Fri
2 stops
Alaska Airlines
26h 10m
ORD - STS
3/28
Sun
1 stop
Alaska Airlines
9h 24m
STS - ORD
3/24
Wed
1 stop
Multiple Airlines
9h 41m
ORD - STS
4/1
Thu
1 stop
Multiple Airlines
6h 25m
STS - ORD
5/6
Thu
2 stops
Multiple Airlines
8h 35m
ORD - STS
5/9
Sun
1 stop
Multiple Airlines
9h 17m
STS - ORD
3/25
Thu
1 stop
Multiple Airlines
9h 41m
ORD - STS
4/1
Thu
1 stop
Multiple Airlines
6h 25m
STS - ORD
8/11
Wed
1 stop
United Airlines
7h 00m
ORD - STS
8/15
Sun
1 stop
United Airlines
11h 02m
STS - ORD
3/24
Wed
1 stop
Multiple Airlines
9h 41m
ORD - STS
3/31
Wed
1 stop
Multiple Airlines
6h 25m
STS - ORD
8/12
Thu
1 stop
United Airlines
7h 00m
ORD - STS
8/15
Sun
1 stop
United Airlines
9h 25m
STS - ORD
Show more results

Recent one-way flight deals

4/24
Sat
1 stop
Multiple Airlines
14h 05m
ORD - STS
4/24
Sat
2 stops
Multiple Airlines
14h 15m
ORD - STS
3/9
Tue
2 stops
American Airlines
17h 48m
ORD - STS
4/24
Sat
3 stops
Multiple Airlines
14h 45m
ORD - STS
3/9
Tue
1 stop
Alaska Airlines
7h 56m
ORD - STS
3/6
Sat
2 stops
American Airlines
28h 18m
ORD - STS
3/11
Thu
2 stops
American Airlines
28h 18m
ORD - STS
3/11
Thu
1 stop
American Airlines
7h 13m
ORD - STS
3/8
Mon
1 stop
Alaska Airlines
26h 01m
ORD - STS
3/12
Fri
2 stops
Alaska Airlines
26h 20m
ORD - STS
3/6
Sat
1 stop
Alaska Airlines
7h 56m
ORD - STS
3/7
Sun
2 stops
American Airlines
23h 18m
ORD - STS
3/8
Mon
2 stops
American Airlines
28h 13m
ORD - STS
3/7
Sun
2 stops
Alaska Airlines
26h 20m
ORD - STS
Show more results
-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First