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Cheap flights from Chicago to Santa Cruz de la Sierra from $271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Santa Cruz de la Sierra departing on 2/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Santa Cruz de la Sierra

Cheap round-trip flights

Enter your travel dates to find the best prices.
Copa Airlines Logo
8:06 am - 3:40 am
ORD
-
VVI
18h 34m1 stop
Copa Airlines Logo
1:15 am - 1:58 pm
VVI
-
ORD
13h 43m1 stop
$589Copa Airlines
Sun, Apr 5 - Fri, Apr 17
United Airlines Logo
9:15 pm - 10:50 pm
ORD
-
VVI
23h 35m2 stops
United Airlines Logo
11:44 am - 11:38 am
VVI
-
ORD
25h 54m2 stops
$604United Airlines
Mon, Feb 23 - Thu, Feb 26
Copa Airlines Logo
3:22 pm - 3:38 am
ORD
-
VVI
11h 16m1 stop
Copa Airlines Logo
1:15 am - 1:58 pm
VVI
-
ORD
13h 43m1 stop
$614Copa Airlines
Wed, Mar 11 - Thu, Apr 9
United Airlines Logo
1:02 pm - 10:50 pm
ORD
-
VVI
31h 48m2 stops
United Airlines Logo
11:44 am - 2:20 pm
VVI
-
ORD
52h 36m3 stops
$619United Airlines
Fri, Feb 13 - Mon, Feb 23
United Airlines Logo
7:15 am - 3:40 am
ORD
-
VVI
19h 25m2 stops
United Airlines Logo
11:48 am - 8:21 pm
VVI
-
ORD
33h 33m2 stops
$658United Airlines
Mon, Apr 6 - Mon, Apr 27
United Airlines Logo
7:15 am - 3:40 am
ORD
-
VVI
19h 25m2 stops
United Airlines Logo
11:48 am - 12:30 am
VVI
-
ORD
37h 42m2 stops
$679United Airlines
Sun, Apr 5 - Sat, Apr 18
Copa Airlines Logo
2:22 pm - 3:44 am
ORD
-
VVI
11h 22m1 stop
Copa Airlines Logo
1:15 am - 12:31 pm
VVI
-
ORD
13h 16m1 stop
$721Copa Airlines
Fri, Feb 13 - Sun, Feb 22
Avianca Logo
10:40 am - 2:35 am
ORD
-
VVI
14h 55m2 stops
Avianca Logo
2:55 am - 1:15 pm
VVI
-
ORD
11h 20m1 stop
$723Avianca
Wed, Mar 11 - Thu, Apr 9
Avianca Logo
10:20 pm - 2:35 am
ORD
-
VVI
26h 15m1 stop
Avianca Logo
3:40 am - 8:20 pm
VVI
-
ORD
18h 40m1 stop
$727Avianca
Thu, Feb 12 - Sat, Feb 21
Copa Airlines Logo
7:34 am - 10:50 pm
ORD
-
VVI
13h 16m1 stop
Copa Airlines Logo
1:14 am - 1:31 pm
VVI
-
ORD
13h 17m1 stop
$746Copa Airlines
Sat, Mar 7 - Tue, Mar 24

Copa Airlines flights from Chicago to Santa Cruz de la Sierra

Our best Copa Airlines deals on Chicago to Santa Cruz de la Sierra flight tickets
Copa Airlines
Apr 5
ORD3:21 pmChicago O'Hare Intl
11h 19m
1 stop
VVI3:40 amSanta Cruz de la Sierra Viru Viru Intl
Apr 17
VVI1:15 amSanta Cruz de la Sierra Viru Viru Intl
13h 43m
1 stop
ORD1:58 pmChicago O'Hare Intl
$589
Find similar
Copa Airlines
Mar 11
ORD3:22 pmChicago O'Hare Intl
11h 16m
1 stop
VVI3:38 amSanta Cruz de la Sierra Viru Viru Intl
Apr 9
VVI1:15 amSanta Cruz de la Sierra Viru Viru Intl
13h 43m
1 stop
ORD1:58 pmChicago O'Hare Intl
$614
Find similar
Copa Airlines
Feb 13
ORD2:22 pmChicago O'Hare Intl
11h 22m
1 stop
VVI3:44 amSanta Cruz de la Sierra Viru Viru Intl
Feb 22
VVI1:15 amSanta Cruz de la Sierra Viru Viru Intl
13h 16m
1 stop
ORD12:31 pmChicago O'Hare Intl
$721
Find similar

United Airlines flights from Chicago to Santa Cruz de la Sierra

Our best United Airlines deals on Chicago to Santa Cruz de la Sierra flight tickets
United Airlines
Feb 23
ORD9:15 pmChicago O'Hare Intl
23h 35m
2 stops
VVI10:50 pmSanta Cruz de la Sierra Viru Viru Intl
Feb 26
VVI11:44 amSanta Cruz de la Sierra Viru Viru Intl
25h 54m
2 stops
ORD11:38 amChicago O'Hare Intl
$604
Find similar
United Airlines
Feb 13
ORD1:02 pmChicago O'Hare Intl
31h 48m
2 stops
VVI10:50 pmSanta Cruz de la Sierra Viru Viru Intl
Feb 23
VVI11:44 amSanta Cruz de la Sierra Viru Viru Intl
52h 36m
3 stops
ORD2:20 pmChicago O'Hare Intl
$619
Find similar
United Airlines
Apr 6
ORD7:15 amChicago O'Hare Intl
19h 25m
2 stops
VVI3:40 amSanta Cruz de la Sierra Viru Viru Intl
Apr 27
VVI11:48 amSanta Cruz de la Sierra Viru Viru Intl
33h 33m
2 stops
ORD8:21 pmChicago O'Hare Intl
$658
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 18, 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

Fly to

Route

Depart

Return

Price

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sun 4/5

8:06 am-3:40 am

1 stop18h 34m

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

Mon 2/23

9:15 pm-10:50 pm

2 stops23h 35m

Santa Cruz de la Sierra Viru Viru Intl

Thu 2/26

11:44 am-11:38 am

2 stops25h 54m

$604

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Wed 3/11

3:22 pm-3:38 am

1 stop11h 16m

Santa Cruz de la Sierra Viru Viru Intl

Thu 4/9

1:15 am-1:58 pm

1 stop13h 43m

$614

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 2/13

1:02 pm-10:50 pm

2 stops31h 48m

Santa Cruz de la Sierra Viru Viru Intl

Mon 2/23

11:44 am-2:20 pm

3 stops52h 36m

$619

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Mon 4/6

7:15 am-3:40 am

2 stops19h 25m

Santa Cruz de la Sierra Viru Viru Intl

Mon 4/27

11:48 am-8:21 pm

2 stops33h 33m

$658

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sun 4/5

7:15 am-3:40 am

2 stops19h 25m

Santa Cruz de la Sierra Viru Viru Intl

Sat 4/18

11:48 am-12:30 am

2 stops37h 42m

$679

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 2/13

2:22 pm-3:44 am

1 stop11h 22m

Santa Cruz de la Sierra Viru Viru Intl

Sun 2/22

1:15 am-12:31 pm

1 stop13h 16m

$721

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Wed 3/11

10:40 am-2:35 am

2 stops14h 55m

Santa Cruz de la Sierra Viru Viru Intl

Thu 4/9

2:55 am-1:15 pm

1 stop11h 20m

$723

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 2/12

10:20 pm-2:35 am

1 stop26h 15m

Santa Cruz de la Sierra Viru Viru Intl

Sat 2/21

3:40 am-8:20 pm

1 stop18h 40m

$727

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

$746

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Santa Cruz de la Sierra from

How to get the cheapest flight ticket from Chicago to Santa Cruz de la Sierra

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Santa Cruz de la Sierra?

What is the cheapest day to depart on your flight to Santa Cruz de la Sierra?

The cheapest day to depart on your flight to Santa Cruz de la Sierra is on a Wednesday when prices can be found for as low as $742. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Santa Cruz de la Sierra on Friday is $940.

What is the cheapest time of day to depart on your flight to Santa Cruz de la Sierra?

In the morning is the cheapest time of day to fly from Chicago to Santa Cruz de la Sierra when you can find flight prices for as low as $798. Flying to Santa Cruz de la Sierra in the morning is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $935.

Can stopping save me money on Chicago to Santa Cruz de la Sierra flights?

You could potentially save up to 9% on your flight if you consider stops on a Chicago to Santa Cruz de la Sierra flight.

When to book flights from Chicago to Santa Cruz de la Sierra

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Santa Cruz de la Sierra according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Santa Cruz de la Sierra (CHI to VVI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Santa Cruz de la Sierra

Fastest flight time

11h 19m

Direct flights

None
The fastest flight from Chicago to Santa Cruz de la Sierra takes 11h 19m
There are no direct flights from Chicago to Santa Cruz de la Sierra. There are no popular flight routes from Chicago to Santa Cruz de la Sierra.
Search flight deals

  • How far is Chicago to Santa Cruz de la Sierra Viru Viru Intl by plane?

    The straight-line distance from Chicago to Santa Cruz de la Sierra Viru Viru Intl is 4407.1 mi. 11h 19m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Santa Cruz de la Sierra Viru Viru Intl Airport?

    Prices for flights from Chicago to Santa Cruz de la Sierra Viru Viru Intl Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Santa Cruz de la Sierra Viru Viru Intl Airport?

  • How old do you have to be to fly from Chicago to Santa Cruz de la Sierra Viru Viru Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Santa Cruz de la Sierra Viru Viru Intl Airport.

  • What documentation or ID do you need to fly to Santa Cruz de la Sierra Viru Viru Intl Airport?

    The travel and health documents required for your trip to Santa Cruz de la Sierra Viru Viru Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Santa Cruz de la Sierra Viru Viru Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Santa Cruz de la Sierra?

Best airlines flying from Chicago to Santa Cruz de la Sierra

Compare and see reviews for airlines that fly from Chicago to Santa Cruz de la Sierra with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $458Free CancellationRating
7.6
1,556 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $581Free CancellationRating
7.4
9,093 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Santa Cruz de la Sierra?

It is quick and easy to find Chicago to Santa Cruz de la Sierra flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Santa Cruz de la Sierra that suits you.

Can I find flights from Chicago to Santa Cruz de la Sierra with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Santa Cruz de la Sierra from Chicago with this policy.

How can momondo help me find flights from Chicago to Santa Cruz de la Sierra?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Santa Cruz de la Sierra from Chicago.

I’m not ready to book a flight from Chicago to Santa Cruz de la Sierra right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Santa Cruz de la Sierra flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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