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$129+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
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

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 December 3, 2025.

This United Airlines deal was found by Cheapflights users on 12/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:55 amORD - SFO
Nonstop4h 45mUnited Airlines
Sun 1/1111:56 pmSFO - ORD
Nonstop4h 29mUnited Airlines
Deal found 12/2$246
This Delta deal was found by Cheapflights users on 12/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/171:50 pmMDW - SFO
1 stop8h 38mDelta
Sun 1/115:45 amSFO - MDW
1 stop9h 52mDelta
Deal found 12/2$247
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/156:11 amORD - SFO
1 stop9h 17mMultiple Airlines
Tue 3/32:54 pmSFO - ORD
1 stop7h 05mMultiple Airlines
Deal found 12/2$247
This American Airlines deal was found by Cheapflights users on 12/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:35 amORD - SFO
Nonstop4h 51mAmerican Airlines
Wed 1/76:00 amSFO - ORD
Nonstop4h 25mAmerican Airlines
Deal found 12/3$248
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Tue 12/94:38 pmORD - SFO
2 stops41h 10mMultiple Airlines
Fri 12/128:48 amSFO - ORD
1 stop13h 24mMultiple Airlines
Deal found 12/1$249
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/131:24 pmORD - SFO
1 stop10h 26mFrontier
Wed 3/47:00 amSFO - ORD
2 stops13h 23mFrontier
Deal found 12/2$250
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Thu 12/116:05 amORD - SFO
1 stop9h 13mMultiple Airlines
Tue 12/1610:10 pmSFO - ORD
1 stop29h 55mMultiple Airlines
Deal found 12/1$251
This Frontier deal was found by Cheapflights users on 12/2. 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.
Mon 12/226:12 amMDW - SFO
1 stop9h 01mFrontier
Tue 12/306:24 amSFO - MDW
1 stop11h 31mFrontier
Deal found 12/2$253
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Thu 12/113:47 pmORD - SFO
2 stops18h 01mFrontier
Thu 3/56:15 amSFO - ORD
1 stop10h 31mFrontier
Deal found 12/2$253
This Frontier deal was found by Cheapflights users on 12/1. 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.
Thu 12/116:15 amMDW - SFO
1 stop9h 03mFrontier
Tue 12/306:24 amSFO - MDW
1 stop11h 31mFrontier
Deal found 12/1$254
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Thu 12/1111:44 amORD - SFO
2 stops22h 04mFrontier
Mon 12/1511:33 pmSFO - ORD
1 stop13h 39mFrontier
Deal found 12/2$255
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Thu 12/113:47 pmORD - SFO
2 stops18h 01mFrontier
Sun 12/145:46 pmSFO - ORD
1 stop15h 56mFrontier
Deal found 12/2$256

Find flight deals from Chicago to Sonoma

Keep the following information in mind while searching for Chicago to Sonoma flight deals. Data was last updated December 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$246
(United Airlines)

One-way from

$129
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$408
Provider with most accurate pricing for Chicago (CHI)-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San Francisco flights.
Search Deals
From Chicago (CHI) to Sonoma
Search Deals
One-way flight from Chicago (CHI) to Sonoma
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 3, 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

Mon 1/5

8:58 pm-4:02 pm

1 stop21h 04m

San Francisco

Wed 1/7

2:52 pm-11:37 pm

1 stop6h 45m

$249

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 1/7

6:47 am-9:40 am

Nonstop4h 53m

San Francisco

Fri 1/9

11:56 pm-6:25 am

Nonstop4h 29m

$250

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 2/5

6:47 am-9:40 am

Nonstop4h 53m

San Francisco

Thu 2/12

11:59 pm-6:19 am

Nonstop4h 20m

$251

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/30

5:05 am-11:50 am

1 stop8h 45m

San Francisco

Mon 2/2

11:30 am-10:40 pm

2 stops9h 10m

$254

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/9

9:32 am-5:49 pm

2 stops10h 17m

San Francisco

Sun 1/11

5:45 am-5:37 pm

1 stop9h 52m

$255

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 12/16

3:05 pm-9:46 pm

1 stop8h 41m

San Francisco

Sun 1/25

6:00 am-11:50 pm

1 stop15h 50m

$258

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 1/15

7:30 am-1:38 pm

1 stop8h 08m

San Francisco

Wed 1/21

12:40 am-8:40 am

1 stop6h 00m

$259

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/16

7:16 pm-11:47 pm

1 stop6h 31m

San Francisco

Sat 1/24

9:55 am-9:53 am

2 stops21h 58m

$265

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 1/31

7:30 am-4:09 pm

2 stops10h 39m

San Francisco

Tue 2/3

1:20 pm-9:52 pm

1 stop6h 32m

$265

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 1/17

9:45 am-4:35 pm

2 stops8h 50m

San Francisco

Sat 1/24

5:10 am-6:30 pm

2 stops11h 20m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 45 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 November 28, 2025.

The best time to book flights from Chicago to Sonoma is 83 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 $199). 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 December 3, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 14% 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. Saturday evenings 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 December 3, 2025.

The most flights from CHI to SN9 are scheduled on a Tuesday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 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 December 3, 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
11,392 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

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
11,392 reviews
Alaska Airlines
8.0
Very good
11,392 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

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
4,253 reviews
Alaska Airlines
8.0
Very good
11,392 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

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
9,064 reviews
Alaska Airlines
8.0
Very good
11,392 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

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
11,045 reviews
Alaska Airlines
8.0
Very good
11,392 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

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
3,093 reviews
Alaska Airlines
8.0
Very good
11,392 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

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, United Airlines, and Southwest can get you from Chicago to Sonoma in just under 4h 53m. Your travel time can differ by up to 16h 11m. Chicago and Sonoma are separated by a distance of 1841 mi. This flight may include one or multiple stops.

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

    $71 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on JetBlue and Alaska Airlines, with prices starting from $73 and $90, respectively.

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

    The top 3 most reliable airlines when flying from Chicago to Sonoma are ANA (89%), Air China (84%) and China Southern (77%).

  • What are the cheapest flights from Chicago to Sonoma?

    On average you can expect to pay $1,226 for a flight from Chicago to Sonoma. The cheapest flight overall is $129 while the most popular route, (Chicago O'Hare Intl - San Francisco) is currently priced at $123.

  • 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 $199). 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 December 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$222FlexibilityNo cancel feeOn-time65%
FrontierCheapest$90Average$209FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$108Average$382FlexibilityNo cancel feeOn-time85%
Sun Country AirCheapest$112Average$375FlexibilityNo cancel feeOn-time83%
DeltaCheapest$128Average$331FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$138Average$423FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$480FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$188Average$293FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$204Average$442FlexibilityNo cancel feeOn-time69%

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