$85+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LAX
Nov 29 — Dec 61
1 adult, Economy
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Find cheap flights from Chicago to Ventura with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Ventura are usually found in September or August, booked 24 days in advance, depart on a Thursday or Friday and return on a Thursday
Find flight deals from Chicago to Ventura
Cheapest flights from Chicago to VenturaExplore 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 October 30, 2025.
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 October 30, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:22 pmORD - LAX
Nonstop4h 37mSpirit Airlines
Sat 11/151:20 amLAX - ORD
Nonstop4h 08mSpirit Airlines
Deal found 10/30![Spirit Airlines logo]()
$153
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/138:12 pmORD - LAX
Nonstop4h 43mUnited Airlines
Sat 12/1312:25 amLAX - ORD
Nonstop3h 54mUnited Airlines
Deal found 10/30![United Airlines logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/129:22 pmORD - LAX
Nonstop4h 37mSpirit Airlines
Sun 11/1611:59 pmLAX - ORD
1 stop7h 32mSpirit Airlines
Deal found 10/28![Spirit Airlines logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:31 pmORD - LAX
1 stop12h 12mSpirit Airlines
Sun 11/161:20 amLAX - ORD
Nonstop4h 08mSpirit Airlines
Deal found 10/30![Spirit Airlines logo]()
$156
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:22 pmORD - LAX
Nonstop4h 37mSpirit Airlines
Wed 11/1912:19 amLAX - ORD
Nonstop4h 06mSpirit Airlines
Deal found 10/27![Spirit Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/236:14 amMDW - LAX
2 stops32h 02mFrontier
Wed 12/318:37 amLAX - MDW
1 stop11h 35mFrontier
Deal found 10/28![Frontier logo]()
$158
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:30 amORD - LAX
Nonstop4h 26mFrontier
Sat 11/154:42 pmLAX - ORD
Nonstop4h 18mFrontier
Deal found 10/28![Frontier logo]()
$158
This Southwest deal was found by Cheapflights users on 10/28. 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.
Fri 12/129:45 pmMDW - LAX
Nonstop4h 25mSouthwest
Mon 12/1511:00 pmLAX - MDW
Nonstop4h 00mSouthwest
Deal found 10/28![Southwest logo]()
$159
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 12/51:00 pmORD - LAX
Nonstop4h 30mUnited Airlines
Sat 12/612:25 amLAX - ORD
Nonstop3h 54mUnited Airlines
Deal found 10/27![United Airlines logo]()
$159
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/66:00 amORD - LAX
Nonstop4h 34mAmerican Airlines
Sat 12/137:00 amLAX - ORD
Nonstop4h 19mAmerican Airlines
Deal found 10/30![American Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/139:00 amMDW - LAX
1 stop8h 45mMultiple Airlines
Wed 11/1911:59 pmLAX - MDW
1 stop9h 31mMultiple Airlines
Deal found 10/29![Multiple Airlines logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:31 pmORD - LAX
1 stop12h 12mSpirit Airlines
Tue 11/1812:59 amLAX - ORD
1 stop11h 52mSpirit Airlines
Deal found 10/30![Spirit Airlines logo]()
$161
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 October 30, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $153 (Cheapflightsfares) |
One-way from | $85 (CheapOair) |
Popular in | December |
Cheapest in | September |
Average price | $269 |
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 October 30, 2025.
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
MDW - LAX
MDWLAX
Chicago Midway
Fri 12/12
9:45 pm-12:10 am
Nonstop4h 25m
Los Angeles
Mon 12/15
11:00 pm-5:00 am
Nonstop4h 00m
$159
ChicagoLos Angeles
ORD - LAX
ORDLAX
Chicago O'Hare Intl
Fri 12/5
1:00 pm-3:30 pm
Nonstop4h 30m
Los Angeles
Sat 12/6
12:25 am-6:19 am
Nonstop3h 54m
$159
ChicagoLos Angeles
ORD - LAX
ORDLAX
Chicago O'Hare Intl
Fri 12/5
1:00 pm-3:30 pm
Nonstop4h 30m
Los Angeles
Thu 12/11
12:25 am-6:19 am
Nonstop3h 54m
$159
ChicagoLos Angeles
ORD - LAX
ORDLAX
Chicago O'Hare Intl
Wed 12/3
8:12 pm-10:55 pm
Nonstop4h 43m
Los Angeles
Wed 12/10
4:52 pm-10:59 pm
Nonstop4h 07m
$159
ChicagoLos Angeles
ORD - LAX
ORDLAX
Chicago O'Hare Intl
Sat 12/6
3:46 pm-6:21 pm
Nonstop4h 35m
Los Angeles
Mon 12/8
12:25 am-6:19 am
Nonstop3h 54m
$159
ChicagoLos Angeles
MDW - LAX
MDWLAX
Chicago Midway
Wed 12/3
5:29 pm-12:54 am
1 stop9h 25m
Los Angeles
Fri 12/12
11:40 pm-9:19 am
1 stop7h 39m
$217
ChicagoLos Angeles
MDW - LAX
MDWLAX
Chicago Midway
Wed 12/3
6:00 am-12:31 pm
1 stop8h 31m
Los Angeles
Sun 12/14
2:15 pm-11:47 pm
1 stop7h 32m
$217
ChicagoLos Angeles
MDW - LAX
MDWLAX
Chicago Midway
Fri 12/5
5:13 pm-11:25 pm
1 stop8h 12m
Los Angeles
Fri 12/12
11:40 pm-9:19 am
1 stop7h 39m
$217
ChicagoLos Angeles
MDW - LAX
MDWLAX
Chicago Midway
Sat 12/6
7:50 pm-10:20 pm
Nonstop4h 30m
Los Angeles
Mon 12/8
6:00 am-12:05 pm
Nonstop4h 05m
$219
ChicagoLos Angeles
ORD - LAX
ORDLAX
Chicago O'Hare Intl
Thu 11/27
1:00 pm-3:30 pm
Nonstop4h 30m
Los Angeles
Wed 12/3
12:25 am-6:19 am
Nonstop3h 54m
$224
Showing 1-10 of 43 results
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 October 24, 2025.
Booking 24 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 December is currently the most expensive (average of $151). 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 October 30, 2025.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 18% on flights from Chicago to Ventura by exploring options for tickets at noon.
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 October 26, 2025.
Travelers seeking maximum savings on their Chicago to Ventura flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 October 30, 2025.
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.
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentWalter,Aug 2025
OAK - SAN
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.
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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.
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 October 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$79 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$208 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$346 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$147 | Average$326 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$167 | Average$384 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$189 | Average$411 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$190 | Average$369 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$204 | Average$447 | FlexibilityNo cancel fee | On-time63% |