CHI - STS

Find cheap flights from Chicago to Santa Rosa from $130

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 10/25. 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
Economy
0 bags
Thu 10/26
Thu 11/2
Why choose KAYAK

Save 21% 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.

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

How much is the cheapest flight from Chicago to Santa Rosa?

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.
2:21 pm - 8:40 amORD-STS
21h 19m2 stops
10:05 am - 4:59 amSTS-ORD
18h 54m2 stops
$311Multiple Airlines
Find Deal
Wed, Oct 25 - Thu, Nov 2
2:21 pm - 8:40 amORD-STS
21h 19m2 stops
4:40 pm - 12:35 amSTS-ORD
7h 55m1 stop
$320Multiple Airlines
Find Deal
Wed, Oct 25 - Thu, Nov 2
5:18 am - 3:00 pmORD-STS
12h 42m1 stop
4:40 pm - 3:14 amSTS-ORD
34h 34m3 stops
$350Multiple Airlines
Find Deal
Thu, Oct 26 - Sun, Oct 29
7:19 am - 10:53 amORD-STS
6h 34m1 stop
10:04 am - 5:55 pmSTS-ORD
7h 51m1 stop
$387American Airlines
Find Deal
Wed, Oct 25 - Thu, Nov 2
2:15 am - 9:09 amORD-STS
9h 54m1 stop
2:40 pm - 11:00 pmSTS-ORD
8h 20m1 stop
$391Alaska Airlines
Find Deal
Thu, Oct 26 - Mon, Oct 30
2:15 am - 12:19 pmORD-STS
13h 04m2 stops
2:40 pm - 11:00 pmSTS-ORD
8h 20m1 stop
$426Alaska Airlines
Find Deal
Thu, Oct 26 - Mon, Oct 30
1:50 am - 8:13 amORD-STS
9h 23m1 stop
11:22 am - 5:27 pmSTS-ORD
6h 05m1 stop
$428American Airlines
Find Deal
Thu, Nov 2 - Sun, Nov 5
3:20 am - 7:46 amORD-STS
7h 26m1 stop
7:30 am - 6:38 amSTS-ORD
23h 08m2 stops
$499Alaska Airlines
Find Deal
Tue, Nov 21 - Tue, Nov 28
1:50 am - 10:53 amORD-STS
12h 03m1 stop
12:23 pm - 5:44 amSTS-ORD
17h 21m1 stop
$517American Airlines
Find Deal
Wed, Oct 18 - Sun, Oct 22
12:00 am - 7:05 amORD-STS
10h 05m2 stops
8:35 am - 12:22 amSTS-ORD
15h 47m1 stop
$518American Airlines
Find Deal
Fri, Nov 10 - Sun, Nov 12

Good to know

Low season

January

High season

May

Cheapest flight

$130
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Chicago to Santa Rosa

When to book flights from Chicago to Santa Rosa

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight out of Chicago

  • The cheapest flight from Chicago to Santa Rosa was found 53 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be April, May and June. The cheapest month to fly is January.
  • Morning departure is around 6% more expensive 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

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

    Flying to Santa Rosa from Chicago requires at least one layover, as there are no direct flights for this route. The shortest flight duration is 6h 34m.

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

    In the last 72 hours, the best return deals on flights connecting Chicago to Santa Rosa were found on American Airlines ($387) and Alaska Airlines ($391). American Airlines proposed the cheapest one-way flight at $179.

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

    No, a passport isn't needed to fly from Chicago to Santa Rosa. However, local authorities might ask for an official ID.

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

    If you are looking for a flight deal from Chicago to Santa Rosa, look for departures on Wednesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Santa Rosa, Friday is the cheapest day to fly and Tuesday is the most expensive.

  • What’s the earliest departure time from Chicago to Santa Rosa?

    The earliest departure to Santa Rosa leaves Chicago at 12:00 am.

  • What’s the latest departure time from Chicago to Santa Rosa?

    The last departure to Santa Rosa leaves Chicago at 11:15 pm.

  • Which airlines fly nonstop between Chicago and Santa Rosa?

    There are no direct flights connecting Chicago to Santa Rosa.

  • 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 $585 and an overall rating of 8.3, Alaska Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $573 and an overall rating of 7.2.

  • 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.

  • 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.

Top airlines flying from Chicago to Santa Rosa

Scores according to KAYAK customer reviews
8.3
Alaska AirlinesOverall score based on 29494 reviews
88crew
83comfort
79entertainment
85overall
85boarding
79food
Airline reviews
Pros: "Friendly helpful crew!"
Cons: "Honestly nothing. They gate checked my bag for free because it was an extra full flight, and that process made the flight really easy and comfortable. Thanks!"
Read more about Alaska Airlines
Pros: "Friendly helpful crew!"
Cons: "Honestly nothing. They gate checked my bag for free because it was an extra full flight, and that process made the flight really easy and comfortable. Thanks!"
Cons: "I’m disabled and was assisted from the pavement to the plane seat. Excellent all the way around."
Pros: "I loved the convenience of flying out of an airport 20 minutes from my house!"
Cons: "Our flight was delayed an hour leaving Santa Rosa and on the return, we waited on the runway for 45 minutes before unloading."
Pros: "Always great crew on Alaskan, but this is the first time the pilot updated us constantly and I loved it."
Cons: "Better planning on Reagan and Seatac airports with their air traffic control."
Pros: "Everything went smoothly. Flight didn’t include food or entertainment."
Pros: "New plane well configured for short flights. Super. . Super crew — efficient/professional. Will utilize the flight btn. Santa Rosa & LAX on a regular basis."
Cons: "I spent more than $30 on food and drink, but got my 9rders as part of the normal service, as opposed to faster than those who didn't spend any money. It was painfully slow. the angle of the seat cushion is a bit high."
Cons: "At the gate the representative would not let me and another passenger board. Even though the plane was still at the gate."
Cons: "The airline staff talked non stop in the galley. It was a 6:30sm flight and everyone trying to sleep. One young blonde steward talked non stop for two hours. Had to put ear plugs in and still heard her. Just never experienced anything like it"
Pros: "The flight was very empty and my entire group got there Ian row."
Cons: "The AC was off while we were waiting to takeoff so it never felt cool in the cabin for the hour(ish) long flight we had. I don’t know if it was the size of plane that made it so we couldn’t have that on while taxiing/waiting our turn to take off or what, but it was too hot and stuffy onboard in Texas on the tarmac. Our next flight from Dallas to Huntsville, AL had the AC on the entire time we were waiting our turn/taking off- the plane was newer and slightly bigger. Not sure what the deal was but it made the flight pretty miserable."
Pros: "I like that I paid for a first class seat with no first class service."
Cons: "Suspended food is a rip off, I flew this same leg a month and a half ago got food, what changed, NOTHING...I have flown AA for 20plus years. I never got credit for that flight either. I am aware safety first but what does it really have to do with QUALITY of the Airline. Still love yah tho."
Pros: "I used frequent flyer miles for the tickets."
Cons: "The crew was late getting to the gate. All of them talked to me like I was a child they were disappointed in. No one smiled. I thought all of the crew was mad at us for using their airline."
Pros: "Crew was great, pilot was amazing through the rough turbulence. Thank you!"
Pros: "Everything was normal, except ...."
Cons: "Takeoff was delayed twice for a total of 40 minutes late."
Pros: "Crew was nice. I bought two seats so that I would be comfortable Also the in flight Wi-Fi was a nice touch"
Cons: "Fight was delayed; possibly due to weather Wish the economy seats had just a little more legroom for those of us who are taller"
Pros: "Phoenix to Santa Rosa 10 times better than Phoenix to San Francisco then driving the rest of the way."
Cons: "Luggage took a long time to collect in Santa Rosa."
Cons: "The delay of 1 hour inside the aircraft and at the end before they closed the doors 3 new passengers came in and it appeared that the aircraft was waiting for these passengers"
Cons: "Didn’t like how old the plane was. Didn’t have any entertainment, and food was bad. Seats were not very comfortable and not much leg room."
Pros: "Boarding was fairly quick, and improvement has been made with people waiting for their boarding group to be called from crowding the boarding line. The crew was friendly and accommodating."
Cons: "Several seat changes had to be made, but it all worked out."

Book cheap flights from Chicago to Santa Rosa

Recent one-way flight deals

10/25Wed
2 stopsMultiple Airlines
21h 19mORD-STS
$130
11/24Fri
1 stopMultiple Airlines
8h 42mORD-STS
$155
10/25Wed
1 stopAmerican Airlines
9h 28mORD-STS
$179
10/25Wed
3 stopsMultiple Airlines
23h 09mORD-STS
$186
11/3Fri
1 stopAlaska Airlines
29h 23mORD-STS
$208
11/3Fri
2 stopsMultiple Airlines
10h 55mORD-STS
$210
10/20Fri
2 stopsAlaska Airlines
23h 49mORD-STS
$233
10/20Fri
1 stopAmerican Airlines
20h 55mORD-STS
$244

Search by stops

Search by airline

Search by price

Flights to Santa Rosa

Destination:

Santa Rosa (STS)United States

Return flight deals:

Santa Rosa - Chicago

Cabin classes:

Browse origins:

Browse destinations: