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$117+ Cheap flights from Chicago (CHI) to Sonoma, CA

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sonoma are usually found in July or February, booked 83 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Sonoma

Keep the following information in mind while searching for Chicago to Sonoma flight deals. Data was last updated October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(Kiwi.com)

One-way from

$117
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$319
Provider with most accurate pricing for Chicago (CHI)-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Francisco flights.
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From Chicago (CHI) to Sonoma
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One-way flight from Chicago (CHI) to Sonoma
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Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Chicago to Sonoma

Cheapest flights from Chicago to Sonoma
Explore the most affordable flight options available from Chicago to Sonoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Trip.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:35 amMDW - SFO
1 stop13h 35mFrontier
Sat 11/16:34 amSFO - MDW
1 stop27h 56mFrontier
Deal found 10/15$237
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:30 amORD - SFO
1 stop15h 40mFrontier
Sat 11/222:54 pmSFO - ORD
1 stop7h 16mFrontier
Deal found 10/16$237
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:28 pmORD - SFO
2 stops17h 16mFrontier
Sun 10/265:45 amSFO - ORD
1 stop13h 09mFrontier
Deal found 10/15$238
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/241:58 pmORD - SFO
1 stop7h 12mFrontier
Mon 11/38:55 pmSFO - ORD
2 stops26h 04mFrontier
Deal found 10/14$239
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2010:56 pmMDW - SFO
2 stops37h 59mFrontier
Wed 11/58:02 amSFO - MDW
1 stop25h 28mFrontier
Deal found 10/14$240
This Frontier deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:10 amMDW - SFO
1 stop12h 50mFrontier
Mon 10/2710:47 pmSFO - MDW
1 stop10h 51mFrontier
Deal found 10/15$241
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:28 pmORD - SFO
2 stops17h 16mFrontier
Tue 10/287:00 amSFO - ORD
1 stop15h 12mFrontier
Deal found 10/15$241
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2710:56 pmMDW - SFO
1 stop20h 47mFrontier
Wed 10/298:00 amSFO - MDW
2 stops37h 25mFrontier
Deal found 10/15$242
This Travelocity deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:05 pmORD - SFO
1 stop6h 22mMultiple Airlines
Wed 11/199:12 amSFO - ORD
2 stops10h 28mMultiple Airlines
Deal found 10/15$242
This Alaska Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:54 pmORD - SFO
1 stop10h 52mAlaska Airlines
Mon 11/1710:35 amSFO - ORD
1 stop11h 24mAlaska Airlines
Deal found 10/16$243
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:11 amORD - SFO
1 stop9h 17mFrontier
Wed 1/144:52 pmSFO - ORD
2 stops16h 06mFrontier
Deal found 10/16$244
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:30 pmMDW - SFO
1 stop13h 44mFrontier
Sat 11/87:30 pmSFO - MDW
2 stops38h 00mFrontier
Deal found 10/15$245

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Sonoma that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 16, 2025.
Use the filters below to find and compare flights from Chicago to Sonoma that are best for you.

Fly from

Chicago

Fly to

Sonoma

Route

Depart

Return

Price

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 12/16

8:59 pm-8:06 am

1 stop13h 07m

San Francisco

Sun 1/11

7:40 pm-11:55 pm

1 stop26h 15m

$241

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 11/7

8:55 am-3:07 pm

1 stop8h 12m

San Francisco

Mon 11/10

10:23 pm-11:38 am

1 stop11h 15m

$253

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 11/7

8:00 am-11:50 pm

1 stop17h 50m

San Francisco

Tue 11/11

11:41 am-11:59 pm

1 stop10h 18m

$254

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 12/17

7:50 am-3:57 pm

1 stop10h 07m

San Francisco

Wed 12/24

12:10 am-9:25 am

1 stop7h 15m

$260

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 12/12

3:05 pm-8:06 am

1 stop19h 01m

San Francisco

Mon 12/15

9:57 pm-7:54 pm

1 stop19h 57m

$260

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 12/12

2:14 pm-10:31 pm

1 stop10h 17m

San Francisco

Mon 12/15

10:30 am-9:21 pm

2 stops8h 51m

$268

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 1/9

7:15 am-5:51 pm

2 stops12h 36m

San Francisco

Sun 1/11

6:05 am-11:44 pm

1 stop15h 39m

$268

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 11/12

7:47 am-3:57 pm

1 stop10h 10m

San Francisco

Wed 11/19

6:00 am-6:45 pm

2 stops10h 45m

$268

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 12/10

8:35 am-2:40 pm

2 stops8h 05m

San Francisco

Thu 1/1

6:10 am-12:15 pm

Nonstop4h 05m

$270

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 11/24

7:02 pm-12:12 am

1 stop7h 10m

San Francisco

Tue 12/2

7:37 pm-9:19 am

2 stops11h 42m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

Showing 1-10 of 44 results
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Best time to book a flight from Chicago to Sonoma

Have a flexible travel schedule? Discover the best time to fly to Sonoma from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Sonoma

How far ahead should I book a flight from Chicago to Sonoma?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sonoma. Price data was last updated on October 10, 2025.

The best time to book flights from Chicago to Sonoma is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Sonoma?

Currently, February is the cheapest month in which you can book a flight from Chicago to Sonoma (average of $130). Flying from Chicago to Sonoma in June is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SN9?

Find hourly flight availability from Chicago to Sonoma. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 13% on flights from Chicago to Sonoma by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Chicago to Sonoma?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sonoma. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Sonoma flight should consider departing on Thursday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Sonoma

Explore weekly flight availability from Chicago to Sonoma. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 16, 2025.

The most flights from CHI to SN9 are scheduled on a Thursday (92 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (55 on average).

How much does it cost to fly round-trip from Chicago to Sonoma?

Reviews of airlines servicing Sonoma

Get insights into the airlines that provide service to Sonoma. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sonoma. Reviews last updated October 16, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and United Airlines from Chicago to Sonoma have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,102 reviews

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,102 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,982 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,040 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,137 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sonoma. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Sonoma?

    Alaska Airlines, Frontier, and Delta can get you from Chicago to Sonoma in just under 8h 12m. Your travel time can differ by up to 4h 55m. Chicago and Sonoma are separated by a distance of 1849 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Sonoma one-way?

    $123 is the cheapest one-way deal found within the past few days, from Sun Country Air. You may also be able to find cheap deals on Southwest and Alaska Airlines, with prices starting from $127 and $127, respectively.

  • What are the most reliable airlines from Chicago to Sonoma?

    The top 3 most reliable airlines when flying from Chicago to Sonoma are Air China (92%), ANA (92%) and ITA Airways (78%).

  • What are the cheapest flights from Chicago to Sonoma?

    On average you can expect to pay $1,032 for a flight from Chicago to Sonoma. The cheapest flight overall is $127 while the most popular route, (Chicago O'Hare Intl - San Francisco) is currently priced at $141.

  • Can I find deals for flights from Chicago to Sonoma that include hotel bookings?

    Yes. In addition to deals on Chicago to Sonoma flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Sonoma?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Sonoma.

  • Can I find deals for business class flights from Chicago to Sonoma?

    Yes. Cheapflights offers flight deals from Chicago to Sonoma by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Sonoma?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Sonoma (average of $130). Flying from Chicago to Sonoma in June is currently the most expensive (average of $198). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Sonoma

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Chicago to Sonoma

Discover the top 9 airlines that operate flights from Chicago to Sonoma. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$229FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$382FlexibilityNo cancel feeOn-time85%
Sun Country AirCheapest$112Average$374FlexibilityNo cancel feeOn-time83%
FrontierCheapest$123Average$244FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$320FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$138Average$410FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$481FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$188Average$296FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$202Average$415FlexibilityNo cancel feeOn-time69%

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