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$76+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LAX
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Ventura are usually found in September or October, booked 54 days in advance, depart on a Friday or Thursday and return on a Wednesday

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 May 1, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$141
(Cheapflightsfares)

One-way from

$76
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$261
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. 7% potential increase in price ($24 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 May 2025
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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 May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/289:02 pmORD - LAX
1 stop14h 33mSpirit Airlines
Sun 6/112:41 amLAX - ORD
Nonstop4h 01mSpirit Airlines
Deal found 4/30$141
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/39:02 pmORD - LAX
1 stop14h 54mMultiple Airlines
Sat 6/74:36 pmLAX - ORD
Nonstop4h 19mMultiple Airlines
Deal found 4/30$142
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 7/316:10 amORD - LAX
Nonstop4h 29mFrontier
Sun 8/104:45 pmLAX - ORD
Nonstop4h 22mFrontier
Deal found 4/30$168
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/142:12 pmMDW - LAX
1 stop9h 23mFrontier
Mon 5/1910:35 pmLAX - MDW
1 stop8h 45mFrontier
Deal found 4/30$178
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/79:45 pmMDW - LAX
Nonstop4h 25mSouthwest
Sat 6/2110:55 pmLAX - MDW
Nonstop4h 05mSouthwest
Deal found 4/30$221
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 7/297:16 amORD - LAX
Nonstop4h 20mAmerican Airlines
Fri 8/112:50 amLAX - ORD
Nonstop4h 12mAmerican Airlines
Deal found 4/30$221
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/36:00 amORD - LAX
1 stop8h 58mAlaska Airlines
Tue 6/101:58 pmLAX - ORD
1 stop8h 01mAlaska Airlines
Deal found 4/30$240
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:53 pmMDW - LAX
1 stop6h 50mDelta
Sat 6/2112:15 pmLAX - MDW
1 stop7h 30mDelta
Deal found 4/30$257
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/31:30 pmORD - LAX
1 stop8h 42mDelta
Tue 6/312:59 amLAX - ORD
1 stop6h 52mDelta
Deal found 4/29$257

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 May 1, 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

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Wed 5/28

9:02 pm-9:35 am

1 stop14h 33m

Los Angeles

Sun 6/1

12:41 am-6:42 am

Nonstop4h 01m

$141

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 6/3

9:02 pm-9:56 am

1 stop14h 54m

Los Angeles

Sat 6/7

4:36 pm-10:55 pm

Nonstop4h 19m

$142

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Thu 6/5

6:10 am-8:43 am

Nonstop4h 33m

Los Angeles

Thu 6/12

4:46 pm-11:05 pm

Nonstop4h 19m

$170

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Wed 5/14

2:12 pm-9:35 pm

1 stop9h 23m

Los Angeles

Mon 5/19

10:35 pm-9:20 am

1 stop8h 45m

$178

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Sat 6/7

4:45 pm-7:05 pm

Nonstop4h 20m

Los Angeles

Tue 6/10

10:55 pm-5:00 am

Nonstop4h 05m

$221

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 7/29

7:16 am-9:36 am

Nonstop4h 20m

Los Angeles

Fri 8/1

12:50 am-7:02 am

Nonstop4h 12m

$221

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 6/3

7:00 am-3:24 pm

1 stop10h 24m

Los Angeles

Wed 6/4

1:57 pm-11:56 pm

1 stop7h 59m

$240

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Sat 6/14

5:53 pm-10:43 pm

1 stop6h 50m

Los Angeles

Sat 6/21

12:15 pm-9:45 pm

1 stop7h 30m

$257

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Tue 6/3

1:30 pm-8:12 pm

1 stop8h 42m

Los Angeles

Tue 6/3

12:59 am-9:51 am

1 stop6h 52m

$257

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Wed 6/18

7:42 am-10:09 am

Nonstop4h 27m

$76

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 24 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 April 25, 2025.

Booking 54 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, January is the cheapest month in which you can book a flight from Chicago to Ventura (average of $246). Flying from Chicago to Ventura in March is currently the most expensive (average of $327). 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 May 1, 2025.

When flying from Chicago to Ventura, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 March 30, 2025.

Travelers seeking maximum savings on their Chicago to Ventura flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday afternoons 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 May 1, 2025.

The most flights from CHI to V3N are scheduled on a Wednesday (110 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).

Rainfall in Ventura by month

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

In terms of precipitation, rainfall in Ventura ranges from 0.0 - 3.4 inches per month. February is typically the wettest month, when rainfall can reach 3.4 in. July is typically the driest time to visit Ventura when rainfall is around 0.0 in.

Temperature in Ventura by month

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

If weather is an important factor for your trip to Ventura, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

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 May 1, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Chicago to Ventura. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,408 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 Spirit Airlines ($76), Frontier ($79), and Southwest ($108).

  • 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: ANA (91%), Air China (89%), Asiana Airlines( 88%).

  • What are the cheapest flights from Chicago to Ventura?

    Looking at all options, your cheapest flight can be booked for $74. While the most popular route (Chicago O'Hare Intl - Los Angeles) can be booked for $98 on average our data indicates $774 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, January is the cheapest month in which you can book a flight from Chicago to Ventura (average of $246). Flying from Chicago to Ventura in March is currently the most expensive (average of $327). 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 9 airlines flying from Chicago to Ventura

Discover the top 9 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$49Average$130FlexibilityNo cancel feeOn-time88%
FrontierCheapest$78Average$226FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$91Average$256FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$137Average$377FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$147Average$345FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$179Average$378FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$204Average$457FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$206Average$404FlexibilityNo cancel feeOn-time75%
DeltaCheapest$222Average$431FlexibilityNo cancel feeOn-timeN/A

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