Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

ORD - VVI

Find cheap flights from Chicago to Santa Cruz de la Sierra from $325

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Santa Cruz de la Sierra departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Santa Cruz de la Sierra

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santa Cruz de la Sierra, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santa Cruz de la Sierra, as well as popular online travel agencies
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Santa Cruz de la Sierra (ORD-VVI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Santa Cruz de la Sierra that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:15 pm - 2:00 amORD-VVI
27h 45m2 stops
3:05 am - 6:37 pmVVI-ORD
16h 32m2 stops
Wed, May 15 - Tue, May 21
9:15 pm - 2:00 amORD-VVI
27h 45m2 stops
3:05 am - 9:46 pmVVI-ORD
19h 41m3 stops
Wed, May 15 - Tue, May 21
5:00 am - 2:00 amORD-VVI
20h 00m2 stops
3:05 am - 6:37 pmVVI-ORD
16h 32m2 stops
Tue, May 14 - Tue, May 21
7:56 am - 9:46 pmORD-VVI
12h 50m1 stop
12:46 am - 1:18 pmVVI-ORD
13h 32m1 stop
$855Copa Airlines
Find Deal
Thu, May 30 - Thu, Jun 6
7:56 am - 9:46 pmORD-VVI
12h 50m1 stop
12:46 am - 1:18 pmVVI-ORD
13h 32m1 stop
$897Copa Airlines
Find Deal
Tue, May 14 - Tue, May 21
8:13 am - 9:18 pmORD-VVI
12h 05m1 stop
1:55 am - 10:49 pmVVI-ORD
21h 54m1 stop
$1,014United Airlines
Find Deal
Thu, May 2 - Sun, May 5
6:20 pm - 9:18 pmORD-VVI
25h 58m2 stops
1:55 am - 1:18 pmVVI-ORD
12h 23m1 stop
$1,019United Airlines
Find Deal
Thu, May 30 - Thu, Jun 6
9:35 am - 4:35 amORD-VVI
18h 00m2 stops
5:20 am - 11:52 pmVVI-ORD
19h 32m2 stops
$1,587LATAM Airlines
Find Deal
Thu, May 2 - Mon, May 6
2:00 pm - 4:35 amORD-VVI
37h 35m2 stops
11:15 am - 1:19 pmVVI-ORD
27h 04m2 stops
$1,660LATAM Airlines
Find Deal
Wed, Jul 10 - Sat, Jul 27
5:00 am - 11:50 amORD-VVI
29h 50m2 stops
1:00 pm - 12:16 pmVVI-ORD
24h 16m2 stops
$2,887GOL
Find Deal
Sat, Apr 27 - Wed, May 1

Flights from Chicago to Santa Cruz de la Sierra - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Santa Cruz de la Sierra to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Santa Cruz de la Sierra?

The average price of all flights from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Santa Cruz de la Sierra on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago to Santa Cruz de la Sierra. For your return ticket, we recommend flying on a Monday and avoiding Thursdays for the best deals.

Which airlines provide the cheapest flights from Chicago to Santa Cruz de la Sierra?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago to Santa Cruz de la Sierra were found on Copa Airlines ($855) and United Airlines ($1,014). United Airlines proposed the cheapest one-way flight at $488.

Good to know

Low season

September

High season

December

Cheapest flight

$325
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago to Santa Cruz de la Sierra

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

Are your dates flexible? Find out the best times to travel from Chicago to Santa Cruz de la Sierra based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Santa Cruz de la Sierra flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra was $325 for a one-way ticket and $612 for a round-trip.

  • Do I need a passport to fly between Chicago and Santa Cruz de la Sierra?

    Yes

  • Which airports will I be using when flying from Chicago to Santa Cruz de la Sierra?

    Chicago and Santa Cruz de la Sierra are both served by 1 main airport. You will leave Chicago from Chicago O'Hare Intl and will be arriving at Santa Cruz de la Sierra Viru Viru Intl.

  • Which aircraft models fly most regularly from Chicago to Santa Cruz de la Sierra?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Santa Cruz de la Sierra?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Santa Cruz de la Sierra, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Santa Cruz de la Sierra, Copa Airlines or GOL?

    The two airlines most popular with KAYAK users for flights from Chicago to Santa Cruz de la Sierra are Copa Airlines and GOL. With an average price for the route of $897 and an overall rating of 7.8, Copa Airlines is the most popular choice. GOL is also a great choice for the route, with an average price of $1,108 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Santa Cruz de la Sierra?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Santa Cruz de la Sierra.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Santa Cruz de la Sierra?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santa Cruz de la Sierra from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Santa Cruz de la Sierra?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Santa Cruz de la Sierra with an airline and back to Chicago with another airline. Booking your flights between Chicago and VVI can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Santa Cruz de la Sierra?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Santa Cruz de la Sierra from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to Santa Cruz de la Sierra

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Santa Cruz de la Sierra. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Santa Cruz de la Sierra? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
Copa AirlinesOverall score based on 2875 reviews
8.3crew
7.2entertainment
8.1boarding
7.4food
7.7comfort
Airline reviews

Copa performed as expected for the amount of money I was willing to spend for the flight; it wasn’t exceptional but it was not bad in any way either. The crew was good; friendly and straightforward. The food was airplane food, so no expectations there and the entertainment was lacking but that was my fault for owning an IPhone with a charging port that’s not compatible with the rest of the world. I’d fly Copa again.

8.0 ExcellentAntonio, Mar 2024LAX - PTY
Read more about Copa Airlines reviews

Copa performed as expected for the amount of money I was willing to spend for the flight; it wasn’t exceptional but it was not bad in any way either. The crew was good; friendly and straightforward. The food was airplane food, so no expectations there and the entertainment was lacking but that was my fault for owning an IPhone with a charging port that’s not compatible with the rest of the world. I’d fly Copa again.

Left my bags in origin city on a business class ticket , spent about 2-3 days in the same clothes plus the flight .

the planes are not modern there are no phone chargers

As usual, the flight with normal legroom was not very comfortable, but the second flight was much better because we had paid for extra legroom. It was very nice to check our bags without an extra fee.

LOCKED MY BAG WITHOUT CONSENT. Had to have my zippers cut upon arrival in Costa Rica.

Pros: "The seats in economy were confortable. The best thing was Copa gave us seats in the second line and my family traveled together."
Cons: "Coffe service could better the experience"
Pros: "The crew was very interested on help and attentive with the passengers. But the seat wasn't comfortable. The design of the cushion is not the best to be seating"
Pros: "You were on time, that is the most important thing in a fly"
Cons: "You could improve your entertainment, you are not a cheap company"
Pros: "That there was seltzer"
Cons: "The management of preparing the flight and plane so that it was ready for the trip!!"
Pros: "Copa was convenient and easy. Very easy boarding process and I appreciated the day flight."
Cons: "This is a business class that is equivalent to a US carrier domestic first class. Good seats, not lay flat but wide on my 737-800. The food and service emulated say American Airlines Domestic 1C as well. Everything was just good enough, and much cheaper that international business on the majors."

Very bad. Boarding was a caos and pick up luggage took more than an hour. There was no entertainment on board.

La aeronave estaba averiada, 4 horas adentro con diferentes problemas técnicos pero igual querían volar.

They are a mess. It appears they hired a third party to staff their check in desk and simply did not train them. I will avoid flying with them in the future. It took 50 minutes for them to check in 3 parties on front of us. On the way back. It took just under one hour for our luggage to show up...

The plane was fine and the crew was very nice. Even though we bought our tickets eight months in advance and had seats reserved, they changed our seats. Instead of being in seats 7E and 7F, we were separated and put in two middle seats away from each other. When checking in, the attendant put us in an exit row together, but 10 rows back from where we had reserved. But you have to be younger than 60 to be in an exit row. So when everyone else boarded we were moved to last row 33, right next to bathrooms.

Fiquei de pé um tempão para embarcar. Apesar de ser grupo 1 e ter prioridade e cadeira premium.Ficamos retidoa e os outros grupos entraram antes... Vai entender este método uruguaio de embarque. Voo sem internet e tv. Voo em aviões mais velhos da gol que tem esta facilodade. Economia??? Pior foi o desembarque. De ônibus e vários fingers libres, vai entender

Alimentação mto escassa. Pelo menos deveria dar a opção de comprar e o Wi-Fi pago.

Os passageiros ainda não estão habituados a respeitar o embarque por grupos, que é a melhor maneira de embarque, na minha opinião. Então faltou pulso para impor a regra de embarque e desembarque às pessoas.

Kiwi service was terrible they actually didnt make the reservation and their system showed that the reservation eas complete so I had to buy a ticket in the front desk at the moment at and exorbitant price.

A Gol melhorou muito desde a última viagem que fiz, muito bom, aeronaves bem conservadas, tripulação cordial. Gostei.

Online checkin - a mess, unable to do… At airport - terrible, only one agent for priority checkin.long wait for the line of folks..

Book cheap flights from Chicago to Santa Cruz de la Sierra

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Santa Cruz de la Sierra found on KAYAK in the last 72 hours.
5/1Wed
2 stops
23h 47mORD-VVI
$325
5/1Wed
3 stops
37h 43mORD-VVI
$343
5/1Wed
1 stop
31h 51mORD-VVI
$477
5/8Wed
1 stopUnited Airlines
29h 08mORD-VVI
$488
5/8Wed
2 stopsUnited Airlines
24h 43mORD-VVI
$493
7/9Tue
1 stopUnited Airlines
29h 08mORD-VVI
$672
7/9Tue
2 stopsUnited Airlines
33h 36mORD-VVI
$677
5/8Wed
1 stopCopa Airlines
12h 50mORD-VVI
$965
5/8Wed
3 stopsLATAM Airlines
63h 29mORD-VVI
$1,156
7/9Tue
3 stopsLATAM Airlines
48h 09mORD-VVI
$1,158

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Santa Cruz de la Sierra

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Santa Cruz de la Sierra that are departing in the next 10 days.
4/27Sat
multi-stopCopa Airlines
13h 00mORD-VVI
4/30Tue
multi-stopCopa Airlines
24h 37mVVI-ORD
$1,453
4/27Sat
multi-stopGOL
29h 50mORD-VVI
5/1Wed
multi-stopGOL
24h 16mVVI-ORD
$2,887

Search by stops

Search by airline

Search by price

Chicago - Santa Cruz de la Sierra Flights

Departure:

Chicago (ORD)United States

Destination:

Santa Cruz de la Sierra (VVI)Bolivia

Return flight deals:

Santa Cruz de la Sierra - Chicago

Cabin classes: