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Santa Cruz de la Sierra

$271+ Cheap flights from Chicago (CHI) to Santa Cruz de la Sierra (VVI)

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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — VVI
Jan 23 — Jan 301
Fri 1/23
Fri 1/30
1 adult, Economy
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Cheap flight deals from Chicago to Santa Cruz de la Sierra

Best flights from Chicago to Santa Cruz de la Sierra
Discover carefully curated flight deals from Chicago to Santa Cruz de la Sierra that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 24, 2025.

This Copa Airlines deal was found by Cheapflights users on 12/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/53:21 pmORD - VVI
1 stop11h 19mCopa Airlines
Fri 4/171:15 amVVI - ORD
1 stop13h 43mCopa Airlines
Deal found 12/23$589
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Sun 4/57:55 pmORD - VVI
2 stops25h 47mUnited Airlines
Sat 4/1811:48 amVVI - ORD
2 stops37h 57mUnited Airlines
Deal found 12/22$604
This Expedia deal was found by Cheapflights users on 12/24. 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 4/910:35 amORD - VVI
2 stops38h 15mAvianca
Sat 4/112:55 amVVI - ORD
1 stop11h 20mAvianca
Deal found 12/24$777
This Avianca deal was found by Cheapflights users on 12/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:15 amORD - VVI
2 stops16h 20mMultiple Airlines
Tue 3/243:40 amVVI - ORD
1 stop18h 40mMultiple Airlines
Deal found 12/22$805
This United Airlines deal was found by Cheapflights users on 12/24. 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 2/76:17 pmORD - VVI
2 stops26h 33mUnited Airlines
Sat 2/1411:44 amVVI - ORD
2 stops23h 33mUnited Airlines
Deal found 12/24$604
This Copa Airlines deal was found by Cheapflights users on 12/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:34 amORD - VVI
1 stop13h 16mCopa Airlines
Fri 3/61:14 amVVI - ORD
1 stop13h 17mCopa Airlines
Deal found 12/23$614
This Avianca Connect deal was found by Cheapflights users on 12/24. 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 Avianca Connect is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:46 amORD - VVI
2 stops15h 04mMultiple Airlines
Sat 4/112:55 amVVI - ORD
2 stops16h 38mMultiple Airlines
Deal found 12/24$846
This Copa Airlines deal was found by Cheapflights users on 12/22. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:34 amORD - VVI
1 stop13h 16mCopa Airlines
Tue 3/241:14 amVVI - ORD
1 stop13h 17mCopa Airlines
Deal found 12/22$796

Find flight deals from Chicago to Santa Cruz de la Sierra

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santa Cruz de la Sierra (VVI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$589
(Copa Airlines)

One-way from

$271
(Copa Airlines)

Popular in

December

Cheapest in

March

Average price

$998
Provider with most accurate pricing for Chicago (CHI)-Santa Cruz de la Sierra Viru Viru Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Santa Cruz de la Sierra Viru Viru Intl flights.
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From Chicago (CHI) to Santa Cruz de la Sierra Viru Viru Intl
Search Deals
One-way flight from Chicago (CHI) to Santa Cruz de la Sierra Viru Viru Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Santa Cruz de la Sierra 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 December 24, 2025.
Use the filters below to find and compare flights from Chicago to Santa Cruz de la Sierra that are best for you.

Fly from

Chicago

Fly to

Santa Cruz de la Sierra

Route

Depart

Return

Price

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sun 4/5

3:21 pm-3:40 am

1 stop11h 19m

Santa Cruz de la Sierra Viru Viru Intl

Fri 4/17

1:15 am-1:58 pm

1 stop13h 43m

$589

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sun 4/5

7:55 pm-10:42 pm

2 stops25h 47m

Santa Cruz de la Sierra Viru Viru Intl

Sat 4/18

11:48 am-12:45 am

2 stops37h 57m

$604

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 2/7

6:17 pm-10:50 pm

2 stops26h 33m

Santa Cruz de la Sierra Viru Viru Intl

Sat 2/14

11:44 am-9:17 am

2 stops23h 33m

$604

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 2/28

7:34 am-10:50 pm

1 stop13h 16m

Santa Cruz de la Sierra Viru Viru Intl

Fri 3/6

1:14 am-12:31 pm

1 stop13h 17m

$614

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 4/9

10:35 am-1:50 am

2 stops38h 15m

Santa Cruz de la Sierra Viru Viru Intl

Sat 4/11

2:55 am-1:15 pm

1 stop11h 20m

$777

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 3/7

7:34 am-10:50 pm

1 stop13h 16m

Santa Cruz de la Sierra Viru Viru Intl

Tue 3/24

1:14 am-1:31 pm

1 stop13h 17m

$796

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 3/7

9:15 am-3:35 am

2 stops16h 20m

Santa Cruz de la Sierra Viru Viru Intl

Tue 3/24

3:40 am-9:20 pm

1 stop18h 40m

$805

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 4/9

9:46 am-1:50 am

2 stops15h 04m

Santa Cruz de la Sierra Viru Viru Intl

Sat 4/11

2:55 am-6:33 pm

2 stops16h 38m

$846

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 4/25

8:06 am-10:42 pm

1 stop13h 36m

$271

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 1/24

6:17 pm-10:50 pm

2 stops26h 33m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 15 results
1
2

Compare providers for flights from Chicago to Santa Cruz de la Sierra

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Santa Cruz de la Sierra in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Santa Cruz de la Sierra flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Santa Cruz de la Sierra flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Santa Cruz de la Sierra flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Santa Cruz de la Sierra flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Santa Cruz de la Sierra flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Santa Cruz de la Sierra

Have a flexible travel schedule? Discover the best time to fly to Santa Cruz de la Sierra 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 Santa Cruz de la Sierra

What is the cheapest month to book a flight from Chicago to Santa Cruz de la Sierra?

Currently, May is the cheapest month in which you can book a flight from Chicago to Santa Cruz de la Sierra (average of $278). Flying from Chicago to Santa Cruz de la Sierra in July is currently the most expensive (average of $720). 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 VVI?

Find hourly flight availability from Chicago to Santa Cruz de la Sierra. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 24, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 10% on flights from Chicago to Santa Cruz de la Sierra by exploring options for tickets in the morning.

Reviews of airlines servicing Santa Cruz de la Sierra

Get insights into the airlines that provide service to Santa Cruz de la Sierra. 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 Santa Cruz de la Sierra. Reviews last updated December 24, 2025.
Peruse reviews from past customers who have flown with Copa Airlines and United Airlines from Chicago to Santa Cruz de la Sierra 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.
Copa Airlines
7.6
Good
1,557 reviews

Food

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.6
Good
1,557 reviews
Copa Airlines
7.6
Good
1,557 reviews

Food

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
United Airlines
7.4
Good
9,111 reviews
Copa Airlines
7.6
Good
1,557 reviews

Food

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

Boarding

7.8

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santa Cruz de la Sierra. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Santa Cruz de la Sierra from Chicago?

    For a flight from Chicago to Santa Cruz de la Sierra, you will be flying into Viru Viru Intl. Santa Cruz de la Sierra Viru Viru Intl (VVI) is just 11.5 mi from the center of the city. Viru Viru Intl is the only Santa Cruz de la Sierra airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Santa Cruz de la Sierra Viru Viru Intl from Chicago on a regular basis.

  • How long is the flight from Chicago to Santa Cruz de la Sierra?

    There are many flights that can get you from Chicago to Santa Cruz de la Sierra in 11h 19m. Fly via Copa Airlines or United Airlines to get the fastest option. Airlines will cover a distance of 4410 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Santa Cruz de la Sierra round-trip?

    Currently priced at $278, United Airlines will fly you from Chicago to Santa Cruz de la Sierra and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Copa Airlines for as low as $458. Users have found that United Airlines is 55% cheaper than the other options available to this destination.

  • Can I find deals for flights from Chicago to Santa Cruz de la Sierra that include hotel bookings?

    Yes. In addition to deals on Chicago to Santa Cruz de la Sierra flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Santa Cruz de la Sierra?

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

  • Can I find deals for business class flights from Chicago to Santa Cruz de la Sierra?

    Yes. Cheapflights offers flight deals from Chicago to Santa Cruz de la Sierra 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 Santa Cruz de la Sierra?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Santa Cruz de la Sierra (average of $278). Flying from Chicago to Santa Cruz de la Sierra in July is currently the most expensive (average of $720). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Chicago to Santa Cruz de la Sierra

Discover the top 2 airlines that operate flights from Chicago to Santa Cruz de la Sierra. 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 December 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$458Average$620FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$581Average$603FlexibilityNo cancel feeOn-time69%

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