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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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Chicago to Sonoma are usually found in April or September, booked 65 days in advance, depart on a Wednesday 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$204
(Trip.com)

One-way from

$99
(Southwest)

Popular in

March

Cheapest in

April

Average price

$297
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. 0% potential increase in price ($2 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 February 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 February 20, 2025.

This Trip.com deal was found by Cheapflights users on 2/20. 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.
Fri 3/148:44 pmMDW - SFO
1 stop17h 44mFrontier
Mon 3/178:09 pmSFO - MDW
1 stop7h 22mFrontier
Deal found 2/20$204
This Expedia deal was found by Cheapflights users on 2/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/137:00 pmORD - SFO
Nonstop5h 10mMultiple Airlines
Sun 3/1612:15 amSFO - ORD
1 stop12h 01mMultiple Airlines
Deal found 2/20$204
This Southwest deal was found by Cheapflights users on 2/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1212:35 pmMDW - SFO
Nonstop4h 45mSouthwest
Tue 3/187:55 pmSFO - MDW
1 stop7h 20mSouthwest
Deal found 2/18$207
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/156:56 pmORD - SFO
Nonstop4h 59mAlaska Airlines
Tue 4/296:49 pmSFO - ORD
1 stop9h 16mAlaska Airlines
Deal found 2/20$207
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 4/55:00 amORD - SFO
1 stop6h 36mUnited Airlines
Fri 4/1112:08 amSFO - ORD
Nonstop4h 22mUnited Airlines
Deal found 2/20$208
This Frontier deal was found by Cheapflights users on 2/19. 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 4/74:26 pmORD - SFO
1 stop7h 23mFrontier
Tue 4/1510:30 pmSFO - ORD
1 stop10h 10mFrontier
Deal found 2/19$210
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Tue 4/88:15 pmORD - SFO
Nonstop4h 54mAmerican Airlines
Tue 4/2212:47 amSFO - ORD
1 stop6h 40mAmerican Airlines
Deal found 2/19$217
This Delta deal was found by Cheapflights users on 2/20. 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 4/237:50 amORD - SFO
1 stop9h 56mDelta
Sat 4/266:15 amSFO - ORD
1 stop6h 50mDelta
Deal found 2/20$220
This Delta deal was found by Cheapflights users on 2/20. 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.
Sat 4/51:12 pmMDW - SFO
1 stop8h 51mDelta
Fri 4/1112:30 amSFO - MDW
1 stop8h 12mDelta
Deal found 2/20$257
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/67:00 pmORD - SFO
Nonstop5h 10mHawaiian Airlines
Mon 3/1010:46 amSFO - ORD
Nonstop4h 12mHawaiian Airlines
Deal found 2/20$297
This Sun Country Air deal was found by Cheapflights users on 2/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/248:10 pmORD - SFO
1 stop28h 40mSun Country Air
Thu 7/3111:59 pmSFO - ORD
1 stop17h 12mSun Country Air
Deal found 2/19$315
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/101:30 pmORD - SFO
2 stops11h 00mSouthwest
Mon 3/175:30 amSFO - ORD
1 stop7h 50mSouthwest
Deal found 2/20$322

Find flights from Chicago to Sonoma within your budget

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 February 20, 2025.

Fly from

Chicago

Fly to

Sonoma

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 3/14

8:44 pm-12:28 pm

1 stop17h 44m

San Francisco

Mon 3/17

8:09 pm-5:31 am

1 stop7h 22m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 3/13

7:00 pm-10:10 pm

Nonstop5h 10m

San Francisco

Sun 3/16

12:15 am-2:16 pm

1 stop12h 01m

$204

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 3/12

12:35 pm-3:20 pm

Nonstop4h 45m

San Francisco

Tue 3/18

7:55 pm-5:15 am

1 stop7h 20m

$207

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 4/15

6:56 pm-9:55 pm

Nonstop4h 59m

San Francisco

Tue 4/29

6:49 pm-6:05 am

1 stop9h 16m

$207

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 4/5

5:00 am-9:36 am

1 stop6h 36m

San Francisco

Sat 4/12

5:05 pm-11:27 pm

Nonstop4h 22m

$208

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Mon 4/7

4:26 pm-9:49 pm

1 stop7h 23m

San Francisco

Sat 4/12

8:18 pm-5:01 am

1 stop6h 43m

$210

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 4/8

10:34 am-1:23 pm

Nonstop4h 49m

San Francisco

Mon 4/14

12:47 am-9:27 am

1 stop6h 40m

$217

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 4/23

7:50 am-3:46 pm

1 stop9h 56m

San Francisco

Sat 4/26

6:15 am-3:05 pm

1 stop6h 50m

$220

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 4/30

1:16 pm-8:37 pm

1 stop9h 21m

San Francisco

Fri 5/2

12:47 am-9:40 am

1 stop6h 53m

$253

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 3/6

7:00 pm-10:10 pm

Nonstop5h 10m

San Francisco

Mon 3/10

10:46 am-4:58 pm

Nonstop4h 12m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 26 results
1
2
3

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.

Travel insights for flights from Chicago to Sonoma

Get recent, data-driven insights about flights from Chicago to Sonoma including ideal travel times, pricing trends, and more.

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 February 14, 2025.

The best time to book flights from Chicago to Sonoma is 65 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 $403). 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 February 20, 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 Friday afternoons 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 February 20, 2025.

The most flights from CHI to SN9 are scheduled on a Monday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).

Rainfall in Sonoma by month

Plan your trip to Sonoma by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sonoma ranges from 0.0 - 4.4 inches per month. January is typically the wettest month, when rainfall can reach 4.4 in. July is typically the driest time to visit Sonoma when rainfall is around 0.0 in.

Temperature in Sonoma by month

Plan your trip to Sonoma by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sonoma, use this chart to help with planning. For those seeking warmer temperatures, September is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 February 20, 2025.
Get a feel of what it's like to fly with Southwest, Alaska Airlines and Delta from Chicago to Sonoma by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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.

  • 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 Frontier, with prices starting from $99 and $101, 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 (100%), ANA (92%) and Austrian Airlines (82%).

  • What are the cheapest flights from Chicago to Sonoma?

    On average you can expect to pay $1,005 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 $164.

  • 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 $403). 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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Top 7 airlines flying from Chicago to Sonoma

Discover the top 7 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$213FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$454FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$133Average$246FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$141Average$386FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$162Average$331FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$198Average$435FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$418FlexibilityNo cancel feeOn-time63%
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