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$99+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sonoma are usually found in September or July, 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 August 18, 2025.

Round-trip from

$198
(American Airlines)

One-way from

$99
(Southwest)

Popular in

December

Cheapest in

September

Average price

$317
From Chicago (CHI) to Sonoma
Search Deals
One-way flight from Chicago (CHI) to Sonoma
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Highest demand for flights based on searches. 7% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:37 pmORD - SFO
Nonstop4h 51mAmerican Airlines
Sat 9/131:21 pmSFO - ORD
Nonstop4h 24mAmerican Airlines
Deal found 8/16$198
This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:24 pmMDW - SFO
1 stop7h 50mFrontier
Mon 10/1310:23 pmSFO - MDW
1 stop13h 15mFrontier
Deal found 8/17$199
This Frontier deal was found by Cheapflights users on 8/17. 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 9/1110:42 amORD - SFO
2 stops14h 33mFrontier
Mon 9/1511:57 pmSFO - ORD
1 stop8h 43mFrontier
Deal found 8/17$199
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 8/229:45 pmORD - SFO
1 stop25h 13mFrontier
Thu 9/42:17 pmSFO - ORD
1 stop6h 58mFrontier
Deal found 8/18$200
This Frontier deal was found by Cheapflights users on 8/18. 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 10/210:13 amMDW - SFO
2 stops15h 02mFrontier
Mon 10/66:29 amSFO - MDW
1 stop7h 24mFrontier
Deal found 8/18$201
This Frontier deal was found by Cheapflights users on 8/17. 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.
Sat 9/1312:22 pmORD - SFO
1 stop10h 59mFrontier
Tue 9/238:00 amSFO - ORD
2 stops11h 28mFrontier
Deal found 8/17$201
This Frontier deal was found by Cheapflights users on 8/17. 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.
Wed 9/39:00 pmMDW - SFO
2 stops14h 50mFrontier
Fri 9/511:57 pmSFO - MDW
1 stop8h 31mFrontier
Deal found 8/17$202
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/107:15 amORD - SFO
1 stop7h 09mFrontier
Sun 10/121:29 pmSFO - ORD
1 stop6h 55mFrontier
Deal found 8/17$202
This Frontier deal was found by Cheapflights users on 8/17. 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.
Sat 9/611:23 amMDW - SFO
2 stops11h 58mFrontier
Thu 9/1110:19 amSFO - MDW
1 stop9h 39mFrontier
Deal found 8/17$203
This Frontier deal was found by Cheapflights users on 8/17. 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.
Sat 9/612:22 pmORD - SFO
1 stop10h 59mFrontier
Sat 9/138:00 amSFO - ORD
2 stops13h 58mFrontier
Deal found 8/17$203
This Frontier deal was found by Cheapflights users on 8/17. 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 9/410:13 amMDW - SFO
2 stops15h 02mFrontier
Sun 9/711:57 pmSFO - MDW
1 stop11h 14mFrontier
Deal found 8/17$204
This Frontier deal was found by Cheapflights users on 8/17. 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.
Wed 9/37:20 amORD - SFO
2 stops16h 01mFrontier
Tue 9/97:10 amSFO - ORD
1 stop12h 18mFrontier
Deal found 8/17$204

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 August 18, 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

MDW - SFO

MDWSFO

Chicago Midway

Fri 10/17

5:10 am-4:00 pm

1 stop12h 50m

San Francisco

Sun 10/19

8:27 pm-11:13 am

2 stops12h 46m

$201

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 10/10

6:24 pm-12:14 am

1 stop7h 50m

San Francisco

Mon 10/13

10:23 pm-1:38 pm

1 stop13h 15m

$201

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 10/2

10:13 am-11:15 pm

2 stops15h 02m

San Francisco

Thu 10/9

3:25 pm-12:36 am

1 stop7h 11m

$202

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 9/6

11:23 am-9:21 pm

2 stops11h 58m

San Francisco

Thu 9/11

10:19 am-9:58 pm

1 stop9h 39m

$203

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 10/8

8:20 am-2:01 pm

1 stop7h 41m

San Francisco

Tue 10/14

10:26 am-11:59 pm

1 stop11h 33m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 10/22

8:20 am-5:45 pm

1 stop11h 25m

San Francisco

Wed 10/29

7:00 am-6:59 pm

1 stop9h 59m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 10/15

8:20 am-2:01 pm

1 stop7h 41m

San Francisco

Wed 10/22

10:26 am-11:59 pm

1 stop11h 33m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 10/8

8:20 am-2:01 pm

1 stop7h 41m

San Francisco

Wed 10/15

10:26 am-11:59 pm

1 stop11h 33m

$204

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 10/4

11:23 am-9:21 pm

2 stops11h 58m

San Francisco

Sat 10/11

10:23 pm-11:25 pm

1 stop23h 02m

$204

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 9/11

10:13 am-11:15 pm

2 stops15h 02m

San Francisco

Sun 9/14

11:57 pm-1:11 pm

1 stop11h 14m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 36 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 August 8, 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, January is the cheapest month in which you can book a flight from Chicago to Sonoma (average of $276). Flying from Chicago to Sonoma in June is currently the most expensive (average of $358). 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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Sonoma as you normally would.

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 evenings when fares are most often at their lowest. Sunday afternoons 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 August 18, 2025.

The most flights from CHI to SN9 are scheduled on a Monday (98 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 on average).

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 August 18, 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
10,000 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
United Airlines
7.4
Good
8,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Frontier
5.8
Fair
3,212 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

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?

    Frontier, Alaska Airlines, and United Airlines can get you from Chicago to Sonoma in just under 4h 38m. Your travel time can differ by up to 8h 12m. 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?

    $99 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $99 and $99, respectively.

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

    The top 3 most reliable airlines when flying from Chicago to Sonoma are Austrian Airlines (75%), ANA (74%) and Aer Lingus (73%).

  • What are the cheapest flights from Chicago to Sonoma?

    On average you can expect to pay $779 for a flight from Chicago to Sonoma. The cheapest flight overall is $98 while the most popular route, (Chicago O'Hare Intl - San Francisco) is currently priced at $167.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Sonoma (average of $276). Flying from Chicago to Sonoma in June is currently the most expensive (average of $358). 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 8 airlines flying from Chicago to Sonoma

Discover the top 8 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$224FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$217FlexibilityNo cancel feeOn-time85%
FrontierCheapest$122Average$237FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$316FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$141Average$396FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$180Average$401FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$188Average$286FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$190Average$488FlexibilityNo cancel feeOn-time71%

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