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Cheap flights from Chicago to Santa Cruz de la Sierra from $261

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 10/16. 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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Find the cheapest flights from Chicago to Santa Cruz de la Sierra

Cheap round-trip flights

Avianca Logo
8:50 am - 2:35 amORD-VVI
15h 45m2 stops
Avianca Logo
3:40 am - 8:20 pmVVI-ORD
18h 40m1 stop
$556Avianca
Find Deal
Fri, Nov 14 - Wed, Jan 14
United Airlines Logo
9:10 pm - 10:46 pmORD-VVI
23h 36m2 stops
United Airlines Logo
1:09 am - 11:43 pmVVI-ORD
48h 34m2 stops
$611United Airlines
Find Deal
Mon, Nov 24 - Sat, Nov 29
United Airlines Logo
9:07 pm - 10:46 pmORD-VVI
47h 39m2 stops
United Airlines Logo
1:15 am - 12:28 amVVI-ORD
25h 13m2 stops
$657United Airlines
Find Deal
Fri, Nov 14 - Wed, Jan 14
Avianca Logo
10:20 pm - 2:35 amORD-VVI
26h 15m1 stop
Avianca Logo
3:40 am - 8:20 pmVVI-ORD
18h 40m1 stop
$714Avianca
Find Deal
Wed, Dec 17 - Wed, Dec 24
Multiple Airlines Logo
10:27 am - 4:50 amORD-VVI
17h 23m1 stop
Multiple Airlines Logo
2:50 am - 11:45 pmVVI-ORD
21h 55m2 stops
$746Multiple Airlines
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Mon, Oct 13 - Sun, Oct 19
Multiple Airlines Logo
3:50 pm - 1:50 amORD-VVI
33h 00m2 stops
Multiple Airlines Logo
1:09 am - 11:41 amVVI-ORD
35h 32m2 stops
$752Multiple Airlines
Find Deal
Mon, Oct 13 - Sun, Oct 19
Multiple Airlines Logo
10:27 am - 4:50 amORD-VVI
17h 23m1 stop
Multiple Airlines Logo
2:50 am - 1:15 pmVVI-ORD
11h 25m1 stop
$770Multiple Airlines
Find Deal
Mon, Oct 13 - Sun, Oct 19
Multiple Airlines Logo
10:20 pm - 2:35 amORD-VVI
26h 15m1 stop
Multiple Airlines Logo
10:25 pm - 8:20 pmVVI-ORD
23h 55m2 stops
$823Multiple Airlines
Find Deal
Fri, Nov 14 - Thu, Jan 15
Copa Airlines Logo
6:56 am - 3:36 amORD-VVI
18h 40m1 stop
Copa Airlines Logo
11:44 am - 12:24 amVVI-ORD
14h 40m1 stop
$1,105Copa Airlines
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Fri, Nov 14 - Thu, Jan 15
LATAM Airlines Logo
9:46 am - 4:35 amORD-VVI
16h 49m2 stops
LATAM Airlines Logo
10:43 am - 10:19 amVVI-ORD
25h 36m2 stops
$1,219LATAM Airlines
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Fri, Nov 21 - Sun, Nov 30

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
Nov 24
ORD9:10 pmChicago O'Hare Intl
23h 36m
2 stops
VVI10:46 pmSanta Cruz de la Sierra Viru Viru Intl
Nov 29
VVI1:09 amSanta Cruz de la Sierra Viru Viru Intl
48h 34m
2 stops
ORD11:43 pmChicago O'Hare Intl
$611
Find similar
United Airlines
Nov 14
ORD9:07 pmChicago O'Hare Intl
47h 39m
2 stops
VVI10:46 pmSanta Cruz de la Sierra Viru Viru Intl
Jan 14
VVI1:15 amSanta Cruz de la Sierra Viru Viru Intl
25h 13m
2 stops
ORD12:28 amChicago O'Hare Intl
$657
Find similar
United Airlines
Nov 22
ORD9:10 pmChicago O'Hare Intl
23h 36m
2 stops
VVI10:46 pmSanta Cruz de la Sierra Viru Viru Intl
Nov 29
VVI1:09 amSanta Cruz de la Sierra Viru Viru Intl
32h 32m
2 stops
ORD7:41 amChicago O'Hare Intl
$825
Find similar

Avianca flights from Chicago to Santa Cruz de la Sierra

Our best Avianca deals on Chicago to Santa Cruz de la Sierra flight tickets
Avianca
Nov 14
ORD8:50 amChicago O'Hare Intl
15h 45m
2 stops
VVI2:35 amSanta Cruz de la Sierra Viru Viru Intl
Jan 14
VVI3:40 amSanta Cruz de la Sierra Viru Viru Intl
18h 40m
1 stop
ORD8:20 pmChicago O'Hare Intl
$556
Find similar
Avianca
Dec 17
ORD10:20 pmChicago O'Hare Intl
26h 15m
1 stop
VVI2:35 amSanta Cruz de la Sierra Viru Viru Intl
Dec 24
VVI3:40 amSanta Cruz de la Sierra Viru Viru Intl
18h 40m
1 stop
ORD8:20 pmChicago O'Hare Intl
$714
Find similar
Avianca
Dec 18
ORD6:10 amChicago O'Hare Intl
18h 25m
2 stops
VVI2:35 amSanta Cruz de la Sierra Viru Viru Intl
Dec 24
VVI3:40 amSanta Cruz de la Sierra Viru Viru Intl
18h 40m
1 stop
ORD8:20 pmChicago O'Hare Intl
$829
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 September 16, 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

Fri 11/14

8:50 am-2:35 am

2 stops15h 45m

Santa Cruz de la Sierra Viru Viru Intl

Wed 1/14

3:40 am-8:20 pm

1 stop18h 40m

$556

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Mon 11/24

9:10 pm-10:46 pm

2 stops23h 36m

Santa Cruz de la Sierra Viru Viru Intl

Sat 11/29

1:09 am-11:43 pm

2 stops48h 34m

$611

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 11/14

9:07 pm-10:46 pm

2 stops47h 39m

Santa Cruz de la Sierra Viru Viru Intl

Wed 1/14

1:15 am-12:28 am

2 stops25h 13m

$657

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Wed 12/17

10:20 pm-2:35 am

1 stop26h 15m

Santa Cruz de la Sierra Viru Viru Intl

Wed 12/24

3:40 am-8:20 pm

1 stop18h 40m

$714

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Mon 10/13

10:27 am-4:50 am

1 stop17h 23m

Santa Cruz de la Sierra Viru Viru Intl

Sun 10/19

2:50 am-11:45 pm

2 stops21h 55m

$746

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Mon 10/13

3:50 pm-1:50 am

2 stops33h 00m

Santa Cruz de la Sierra Viru Viru Intl

Sun 10/19

1:09 am-11:41 am

2 stops35h 32m

$752

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Mon 10/13

10:27 am-4:50 am

1 stop17h 23m

Santa Cruz de la Sierra Viru Viru Intl

Sun 10/19

2:50 am-1:15 pm

1 stop11h 25m

$770

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 11/14

10:20 pm-2:35 am

1 stop26h 15m

Santa Cruz de la Sierra Viru Viru Intl

Thu 1/15

10:25 pm-8:20 pm

2 stops23h 55m

$823

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 11/14

6:56 am-3:36 am

1 stop18h 40m

Santa Cruz de la Sierra Viru Viru Intl

Thu 1/15

11:44 am-12:24 am

1 stop14h 40m

$1,105

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 11/21

9:46 am-4:35 am

2 stops16h 49m

Santa Cruz de la Sierra Viru Viru Intl

Sun 11/30

10:43 am-10:19 am

2 stops25h 36m

$1,219

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 10% 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

Direct flights

None
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.
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  • 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. 15h 45m 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 $566Free CancellationRating
7.6
1,531 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $581Free CancellationRating
7.4
8,924 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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