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Cheap flights from Chicago to Santa Cruz de la Sierra from $356

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
1 adult, Economy, 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
7:00 am - 2:30 am
ORD
-
VVI
18h 30m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$725Avianca
Tue, Jun 30 - Mon, Jul 6
Copa Airlines Logo
3:20 pm - 10:44 pm
ORD
-
VVI
30h 24m
1 stop
Copa Airlines Logo
1:12 am - 12:57 am
VVI
-
ORD
24h 45m
1 stop
$760Copa Airlines
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 - 7:25 am
VVI
-
ORD
28h 50m
2 stops
$768Avianca
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 - 7:25 am
VVI
-
ORD
28h 50m
2 stops
$772Avianca
Sat, Sep 26 - Sat, Oct 10
Avianca Logo
8:43 am - 2:30 am
ORD
-
VVI
40h 47m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$777Avianca
Sat, Aug 1 - Fri, Aug 14
Avianca Logo
8:43 am - 2:30 am
ORD
-
VVI
40h 47m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$780Avianca
Sat, Aug 1 - Fri, Aug 14
Avianca Logo
7:00 am - 2:30 am
ORD
-
VVI
18h 30m
2 stops
Avianca Logo
3:35 am - 6:53 pm
VVI
-
ORD
16h 18m
2 stops
$787Avianca
Tue, Jun 30 - Mon, Jul 6
Multiple Airlines Logo
7:00 am - 2:30 am
ORD
-
VVI
42h 30m
2 stops
Multiple Airlines Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$794Multiple Airlines
Sat, Jul 25 - Fri, Aug 7
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
$803Avianca
Sat, Sep 26 - Sat, Oct 10
Avianca Logo
7:00 am - 2:30 am
ORD
-
VVI
18h 30m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$821Avianca
Tue, Jun 30 - Mon, Jul 6

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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
Jun 30
ORD7:00 amChicago O'Hare Intl
18h 30m
2 stops
VVI2:30 amSanta Cruz de la Sierra Viru Viru Intl
Jul 6
VVI3:35 amSanta Cruz de la Sierra Viru Viru Intl
18h 45m
1 stop
ORD9:20 pmChicago O'Hare Intl
$725
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
28h 50m
2 stops
ORD7:25 amChicago O'Hare Intl
$768
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
28h 50m
2 stops
ORD7:25 amChicago O'Hare Intl
$772

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 26
ORD3:20 pmChicago O'Hare Intl
30h 24m
1 stop
VVI10:44 pmSanta Cruz de la Sierra Viru Viru Intl
Oct 10
VVI1:12 amSanta Cruz de la Sierra Viru Viru Intl
24h 45m
1 stop
ORD12:57 amChicago O'Hare Intl
$760
Copa Airlines
Jun 30
ORD8:02 amChicago O'Hare Intl
13h 36m
1 stop
VVI10:38 pmSanta Cruz de la Sierra Viru Viru Intl
Jul 6
VVI1:12 amSanta Cruz de la Sierra Viru Viru Intl
13h 45m
1 stop
ORD1:57 pmChicago O'Hare Intl
$840
Copa Airlines
Aug 1
ORD8:02 amChicago O'Hare Intl
13h 38m
1 stop
VVI10:40 pmSanta Cruz de la Sierra Viru Viru Intl
Aug 15
VVI11:47 amSanta Cruz de la Sierra Viru Viru Intl
14h 15m
1 stop
ORD1:02 amChicago O'Hare Intl
$869

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 June 19, 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 6/30

7:00 am-2:30 am

2 stops18h 30m

Santa Cruz de la Sierra Viru Viru Intl

Mon 7/6

3:35 am-9:20 pm

1 stop18h 45m

$725

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 9/26

3:20 pm-10:44 pm

1 stop30h 24m

Santa Cruz de la Sierra Viru Viru Intl

Sat 10/10

1:12 am-12:57 am

1 stop24h 45m

$760

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-7:25 am

2 stops28h 50m

$768

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-7:25 am

2 stops28h 50m

$772

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 8/1

8:43 am-2:30 am

2 stops40h 47m

Santa Cruz de la Sierra Viru Viru Intl

Fri 8/14

3:35 am-9:20 pm

1 stop18h 45m

$777

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 8/1

8:43 am-2:30 am

2 stops40h 47m

Santa Cruz de la Sierra Viru Viru Intl

Fri 8/14

3:35 am-9:20 pm

1 stop18h 45m

$780
Quickest round-trip

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Tue 6/30

7:00 am-2:30 am

2 stops18h 30m

Santa Cruz de la Sierra Viru Viru Intl

Mon 7/6

3:35 am-6:53 pm

2 stops16h 18m

$787

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Sat 7/25

7:00 am-2:30 am

2 stops42h 30m

Santa Cruz de la Sierra Viru Viru Intl

Fri 8/7

3:35 am-9:20 pm

1 stop18h 45m

$794

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

$803

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

Tue 6/30

7:00 am-2:30 am

2 stops18h 30m

Santa Cruz de la Sierra Viru Viru Intl

Mon 7/6

3:35 am-9:20 pm

1 stop18h 45m

$821

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 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 August to fly from Chicago, when ticket prices are also cheap, with an average price of $287.

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

You could potentially save up to 39% 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

13h 36m

Direct flights

None
The fastest flight from Chicago to Santa Cruz de la Sierra takes 13h 36m
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. 13h 36m 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
1,567 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $581Free CancellationRating
7.4
9,862 reviews
Search United Airlines flights
AviancaPriceFrom $694Free CancellationRating
6.5
2,530 reviews
Search Avianca 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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