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Cheap flights from Chicago to Santa Cruz de la Sierra from $351

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 8/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

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.
Avianca Logo
11:20 pm - 2:30 am
ORD
-
VVI
26h 10m
1 stop
Avianca Logo
3:40 am - 9:20 pm
VVI
-
ORD
18h 40m
1 stop
$664Avianca
Tue, Oct 6 - Fri, Oct 30
Avianca Logo
11:20 pm - 2:30 am
ORD
-
VVI
26h 10m
1 stop
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$674Avianca
Sat, Sep 26 - Sat, Oct 10
Avianca Logo
11:20 pm - 2:30 am
ORD
-
VVI
26h 10m
1 stop
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$682Avianca
Fri, May 29 - Fri, Jun 5
Avianca Logo
11:20 pm - 2:35 am
ORD
-
VVI
26h 15m
1 stop
Avianca Logo
3:40 am - 9:20 pm
VVI
-
ORD
18h 40m
1 stop
$700Avianca
Wed, Oct 28 - Fri, Oct 30
Avianca Logo
11:20 pm - 2:30 am
ORD
-
VVI
26h 10m
1 stop
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$716Avianca
Thu, Aug 20 - Mon, Aug 24
Avianca Logo
11:20 pm - 2:30 am
ORD
-
VVI
26h 10m
1 stop
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$722Avianca
Thu, Aug 20 - Mon, Aug 24
Avianca Logo
11:20 pm - 2:30 am
ORD
-
VVI
26h 10m
1 stop
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$726Avianca
Wed, Jun 10 - Tue, Jun 16
Avianca Logo
7:15 am - 2:30 am
ORD
-
VVI
18h 15m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$732Avianca
Sat, Sep 26 - Sat, Oct 10
Multiple Airlines Logo
10:30 am - 2:30 am
ORD
-
VVI
15h 00m
2 stops
Multiple Airlines Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$736Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
Avianca Logo
8:40 am - 2:30 am
ORD
-
VVI
16h 50m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$742Avianca
Fri, May 29 - Fri, Jun 5

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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
Oct 6
ORD11:20 pmChicago O'Hare Intl
26h 10m
1 stop
VVI2:30 amSanta Cruz de la Sierra Viru Viru Intl
Oct 30
VVI3:40 amSanta Cruz de la Sierra Viru Viru Intl
18h 40m
1 stop
ORD9:20 pmChicago O'Hare Intl
$664
Avianca
Sep 26
ORD11:20 pmChicago O'Hare Intl
26h 10m
1 stop
VVI2:30 amSanta Cruz de la Sierra Viru Viru Intl
Oct 10
VVI3:35 amSanta Cruz de la Sierra Viru Viru Intl
18h 45m
1 stop
ORD9:20 pmChicago O'Hare Intl
$674
Avianca
May 29
ORD11:20 pmChicago O'Hare Intl
26h 10m
1 stop
VVI2:30 amSanta Cruz de la Sierra Viru Viru Intl
Jun 5
VVI3:35 amSanta Cruz de la Sierra Viru Viru Intl
18h 45m
1 stop
ORD9:20 pmChicago O'Hare Intl
$682

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
Sep 14
ORD3:20 pmChicago O'Hare Intl
11h 18m
1 stop
VVI3:38 amSanta Cruz de la Sierra Viru Viru Intl
Sep 17
VVI11:47 amSanta Cruz de la Sierra Viru Viru Intl
14h 15m
1 stop
ORD1:02 amChicago O'Hare Intl
$750
Copa Airlines
Jun 29
ORD3:21 pmChicago O'Hare Intl
11h 10m
1 stop
VVI3:31 amSanta Cruz de la Sierra Viru Viru Intl
Jul 27
VVI1:12 amSanta Cruz de la Sierra Viru Viru Intl
13h 45m
1 stop
ORD1:57 pmChicago O'Hare Intl
$920
Copa Airlines
May 7
ORD8:02 amChicago O'Hare Intl
13h 36m
1 stop
VVI10:38 pmSanta Cruz de la Sierra Viru Viru Intl
May 8
VVI1:12 amSanta Cruz de la Sierra Viru Viru Intl
13h 54m
1 stop
ORD2:06 pmChicago O'Hare Intl
$1,019

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 May 5, 2026.
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

Cheapest round-trip

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Tue 10/6

11:20 pm-2:30 am

1 stop26h 10m

Santa Cruz de la Sierra Viru Viru Intl

Fri 10/30

3:40 am-9:20 pm

1 stop18h 40m

$664

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 9/26

11:20 pm-2:30 am

1 stop26h 10m

Santa Cruz de la Sierra Viru Viru Intl

Sat 10/10

3:35 am-9:20 pm

1 stop18h 45m

$674

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 5/29

11:20 pm-2:30 am

1 stop26h 10m

Santa Cruz de la Sierra Viru Viru Intl

Fri 6/5

3:35 am-9:20 pm

1 stop18h 45m

$682

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Wed 10/28

11:20 pm-2:35 am

1 stop26h 15m

Santa Cruz de la Sierra Viru Viru Intl

Fri 10/30

3:40 am-9:20 pm

1 stop18h 40m

$700

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 8/20

11:20 pm-2:30 am

1 stop26h 10m

Santa Cruz de la Sierra Viru Viru Intl

Mon 8/24

3:35 am-9:20 pm

1 stop18h 45m

$716

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 8/20

11:20 pm-2:30 am

1 stop26h 10m

Santa Cruz de la Sierra Viru Viru Intl

Mon 8/24

3:35 am-9:20 pm

1 stop18h 45m

$722

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Wed 6/10

11:20 pm-2:30 am

1 stop26h 10m

Santa Cruz de la Sierra Viru Viru Intl

Tue 6/16

3:35 am-9:20 pm

1 stop18h 45m

$726

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 9/26

7:15 am-2:30 am

2 stops18h 15m

Santa Cruz de la Sierra Viru Viru Intl

Sat 10/10

3:35 am-9:20 pm

1 stop18h 45m

$732
Quickest round-trip

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Thu 8/20

10:30 am-2:30 am

2 stops15h 00m

Santa Cruz de la Sierra Viru Viru Intl

Mon 8/24

3:35 am-9:20 pm

1 stop18h 45m

$736

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Fri 5/29

8:40 am-2:30 am

2 stops16h 50m

Santa Cruz de la Sierra Viru Viru Intl

Fri 6/5

3:35 am-9:20 pm

1 stop18h 45m

$742

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 month to fly to Santa Cruz de la Sierra?

The cheapest month to fly to Santa Cruz de la Sierra from Chicago is in November. Flight prices, which tend to average around $232, are often lower during this time because this is during the off-season. If you don’t want to visit Santa Cruz de la Sierra in November, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of $278.

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

You could potentially save up to 49% 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 31m

Direct flights

None
The fastest flight from Chicago to Santa Cruz de la Sierra takes 11h 31m
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

Frequently asked questions about flying from Chicago to Santa Cruz de la Sierra

  • 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 31m 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
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,683 reviews
Search United Airlines flights
Copa AirlinesPriceFrom $458Free CancellationRating
7.5
1,580 reviews
Search Copa 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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