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$88+ Cheap flights from Chicago (CHI) to Ventura, 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LAX
Feb 6 — Feb 131
Fri 2/6
Fri 2/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Ventura are usually found in September or August, booked 30 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Ventura

Keep the following information in mind while searching for Chicago to Ventura flight deals. Data was last updated January 7, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$152
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$335
Provider with most accurate pricing for Chicago (CHI)-Los Angeles flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Los Angeles flights.
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From Chicago (CHI) to Ventura
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One-way flight from Chicago (CHI) to Ventura
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Highest demand for flights based on searches. 15% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Chicago to Ventura

Cheapest flights from Chicago to Ventura
Explore the most affordable flight options available from Chicago to Ventura. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/6. 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 2/612:07 pmORD - LAX
1 stop27h 37mFrontier
Tue 2/1010:45 pmLAX - ORD
1 stop10h 29mFrontier
Deal found 1/6$152
This Frontier deal was found by Cheapflights users on 1/6. 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 3/77:39 pmORD - LAX
Nonstop4h 47mFrontier
Mon 3/911:21 pmLAX - ORD
Nonstop4h 08mFrontier
Deal found 1/6$153
This Super.com deal was found by Cheapflights users on 1/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:39 pmORD - LAX
Nonstop4h 47mFrontier
Sat 3/2111:21 pmLAX - ORD
Nonstop4h 08mFrontier
Deal found 1/5$154
This Frontier deal was found by Cheapflights users on 1/6. 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.
Tue 3/247:39 pmORD - LAX
Nonstop4h 47mFrontier
Sat 3/2811:21 pmLAX - ORD
Nonstop4h 08mFrontier
Deal found 1/6$155
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/99:00 amORD - LAX
1 stop10h 20mFrontier
Sat 2/147:06 pmLAX - ORD
1 stop10h 28mFrontier
Deal found 1/5$156
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 1/308:15 amORD - LAX
1 stop11h 47mMultiple Airlines
Thu 2/56:30 amLAX - ORD
1 stop10h 01mMultiple Airlines
Deal found 1/5$157
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/43:22 pmORD - LAX
1 stop22h 29mMultiple Airlines
Wed 2/114:40 pmLAX - ORD
1 stop20h 14mMultiple Airlines
Deal found 1/5$158
This United Airlines deal was found by Cheapflights users on 1/6. 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 1/178:10 pmORD - LAX
Nonstop4h 49mUnited Airlines
Mon 1/1912:30 amLAX - ORD
Nonstop4h 00mUnited Airlines
Deal found 1/6$159
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/265:40 amORD - LAX
1 stop9h 10mFrontier
Wed 1/2811:51 amLAX - ORD
1 stop28h 05mFrontier
Deal found 1/6$160
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/239:45 amMDW - LAX
1 stop14h 55mMultiple Airlines
Sun 1/2512:33 amLAX - MDW
1 stop13h 16mMultiple Airlines
Deal found 1/6$161
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/229:00 amORD - LAX
1 stop9h 54mMultiple Airlines
Mon 1/2611:59 pmLAX - ORD
1 stop9h 23mMultiple Airlines
Deal found 1/7$161
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 3/66:30 pmORD - LAX
1 stop18h 19mFrontier
Mon 3/911:21 pmLAX - ORD
Nonstop4h 08mFrontier
Deal found 1/6$162

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Ventura 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 January 7, 2026.
Use the filters below to find and compare flights from Chicago to Ventura that are best for you.

Fly from

Chicago

Fly to

Ventura

Route

Depart

Return

Price

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Sat 1/17

7:15 am-12:00 pm

1 stop6h 45m

Los Angeles

Sun 1/18

5:45 am-1:30 pm

1 stop5h 45m

$219

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 2/10

6:30 pm-9:16 pm

Nonstop4h 46m

Los Angeles

Thu 2/19

10:55 pm-5:01 am

Nonstop4h 06m

$223

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Tue 3/17

9:20 pm-11:55 pm

Nonstop4h 35m

Los Angeles

Tue 3/24

5:30 am-11:25 am

Nonstop3h 55m

$223

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 2/24

8:07 pm-10:59 pm

Nonstop4h 52m

Los Angeles

Mon 3/2

4:51 pm-10:59 pm

Nonstop4h 08m

$223

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Tue 3/10

9:20 pm-11:55 pm

Nonstop4h 35m

Los Angeles

Tue 3/24

5:30 am-11:25 am

Nonstop3h 55m

$223

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Wed 3/11

5:25 pm-10:15 pm

1 stop6h 50m

Los Angeles

Wed 3/18

5:30 am-11:25 am

Nonstop3h 55m

$233

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Mon 3/2

4:40 pm-7:20 pm

Nonstop4h 40m

Los Angeles

Tue 3/10

8:05 am-3:10 pm

1 stop5h 05m

$233

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 2/17

6:15 am-4:35 pm

2 stops12h 20m

Los Angeles

Fri 2/27

11:45 am-11:52 pm

1 stop10h 07m

$235

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Thu 3/12

7:25 am-2:28 pm

1 stop9h 03m

Los Angeles

Tue 3/17

9:56 am-9:34 pm

2 stops9h 38m

$235

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Wed 2/18

2:10 pm-4:50 pm

Nonstop4h 40m

Los Angeles

Sat 2/21

7:30 am-1:25 pm

Nonstop3h 55m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 46 results
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Best time to book a flight from Chicago to Ventura

Have a flexible travel schedule? Discover the best time to fly to Ventura 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 Ventura

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Ventura. Price data was last updated on January 2, 2026.

Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Ventura. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from Chicago to Ventura (average of $80). Flying from Chicago to Ventura in January is currently the most expensive (average of $131). 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 V3N?

Find hourly flight availability from Chicago to Ventura. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 7, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 28% on flights from Chicago to Ventura by exploring options for tickets in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Ventura. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their Chicago to Ventura flight should consider departing on Monday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Ventura

Explore weekly flight availability from Chicago to Ventura. 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 January 7, 2026.

The most flights from CHI to V3N are scheduled on a Wednesday (79 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 on average).

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

Reviews of airlines servicing Ventura

Get insights into the airlines that provide service to Ventura. 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 Ventura. Reviews last updated January 7, 2026.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Ventura to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
9,138 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
11,088 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,284 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.7
Fair
3,063 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Ventura. 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 Ventura?

    A quick flight from Chicago to Ventura can take about 4h 46m. Southwest provides one of the quickest options available for as low as $223. The distance between Chicago and Ventura is about 1740 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Chicago to Ventura are Frontier ($49), Spirit Airlines ($57), and American Airlines ($90).

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

    Before booking your flight to Ventura from Chicago, check out the most reliable airlines to get you to your destination on time: Air China (84%), Japan Airlines (81%), Finnair( 79%).

  • What are the cheapest flights from Chicago to Ventura?

    Looking at all options, your cheapest flight can be booked for $89. While the most popular route (Chicago O'Hare Intl - Los Angeles) can be booked for $122 on average, our data indicates $1,012 when flying from Chicago to Ventura.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Ventura 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 Ventura?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Ventura (average of $80). Flying from Chicago to Ventura in January is currently the most expensive (average of $131). 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.

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Alternative routes for Chicago to Ventura

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 Ventura

Discover the top 8 airlines that operate flights from Chicago to Ventura. 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 January 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$241FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$96Average$188FlexibilityNo cancel feeOn-time65%
DeltaCheapest$128Average$332FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$167Average$393FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$170Average$386FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$388FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$207Average$306FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$213Average$442FlexibilityNo cancel feeOn-time63%

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