Santa Cruz de la Sierra

$270+ 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — VVI
Jul 5 — Jul 121
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Santa Cruz de la Sierra 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.

Cheap 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 June 30, 2025.

Round-trip from

$587
(Copa Airlines)

One-way from

$270
(Copa Airlines)

Popular in

July

Cheapest in

March

Average price

$728
From Chicago (CHI) to Santa Cruz de la Sierra Viru Viru Intl
One-way flight from Chicago (CHI) to Santa Cruz de la Sierra Viru Viru Intl
Highest demand for flights based on searches. 6% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in June 2025

Find flight deals from Chicago to Santa Cruz de la Sierra

Cheapest flights from Chicago to Santa Cruz de la Sierra
Explore the most affordable flight options available from Chicago to Santa Cruz de la Sierra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.

This Copa Airlines deal was found by Cheapflights users on 6/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/77:55 amORD - VVI
1 stop13h 24mCopa Airlines
Tue 8/191:09 amVVI - ORD
1 stop13h 32mCopa Airlines
Deal found 6/28$587
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:07 pmORD - VVI
2 stops48h 12mUnited Airlines
Tue 8/191:09 amVVI - ORD
2 stops31h 44mUnited Airlines
Deal found 6/28$594
This United deal was found by Cheapflights users on 6/29. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/227:00 amORD - VVI
2 stops38h 19mMultiple Airlines
Sat 8/302:55 amVVI - ORD
2 stops20h 46mMultiple Airlines
Deal found 6/29$668
This Avianca deal was found by Cheapflights users on 6/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1610:54 amORD - VVI
2 stops13h 56mAvianca
Fri 9/262:55 amVVI - ORD
1 stop11h 20mAvianca
Deal found 6/29$703

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 June 30, 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

Thu 8/7

7:55 am-10:19 pm

1 stop13h 24m

Santa Cruz de la Sierra Viru Viru Intl

Tue 8/19

1:09 am-1:41 pm

1 stop13h 32m

$587

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 8/7

9:07 pm-10:19 pm

2 stops48h 12m

Santa Cruz de la Sierra Viru Viru Intl

Tue 8/19

1:09 am-7:53 am

2 stops31h 44m

$594

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 8/22

7:00 am-10:19 pm

2 stops38h 19m

Santa Cruz de la Sierra Viru Viru Intl

Sat 8/30

2:55 am-10:41 pm

2 stops20h 46m

$668

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Tue 9/16

10:54 am-1:50 am

2 stops13h 56m

Santa Cruz de la Sierra Viru Viru Intl

Fri 9/26

2:55 am-1:15 pm

1 stop11h 20m

$703

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 8/14

7:55 am-10:19 pm

1 stop13h 24m

$270

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 8/14

9:50 pm-10:19 pm

2 stops47h 29m

$288

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 7/10

8:52 am-1:50 am

2 stops15h 58m

$444

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 7/10

4:36 pm-1:50 am

3 stops32h 14m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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, October is the cheapest month in which you can book a flight from Chicago to Santa Cruz de la Sierra (average of $597). Flying from Chicago to Santa Cruz de la Sierra in December is currently the most expensive (average of $822). 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 June 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 15% 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 June 30, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and Avianca 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.

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Boarding

7.7

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Boarding

7.7

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Boarding

7.7

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Boarding

7.7

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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.

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

    Currently priced at $587, Copa Airlines will fly you from Chicago to Santa Cruz de la Sierra and back. In addition to Copa Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Avianca - these airlines can fly you to your destination from $594 and $703, respectively. Users have found that Copa Airlines is 14% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Santa Cruz de la Sierra one-way?

    To fly one-way, consider booking your trip with Copa Airlines, which is currently one of the cheapest options available, starting at $270. United Airlines flights start at $288 while deals on Avianca start at $444 one-way.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Santa Cruz de la Sierra (average of $597). Flying from Chicago to Santa Cruz de la Sierra in December is currently the most expensive (average of $822). 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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$566Average$775FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$598Average$660FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.