ORD - VVI

$270 Find Cheap Flights from Chicago to Santa Cruz de la Sierra

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 8/25. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Everything you should know

Cheapest round-trip
$590
Typical prices: $586-$694
Multiple Airlines
Tue 9/1Mon 9/7
ORD - VVI • 2 stops
Cheapest one-way
$270
United Airlines
Tue 8/25
ORD - VVI • 2 stops
Top airlines
Cheapest • from $593 (round-trip)
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Santa Cruz de la Sierra. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $924 (round-trip)
Shortest trip • 13h 02m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Santa Cruz de la Sierra!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Santa Cruz de la Sierra

Tue, Sep 1 - Mon, Sep 7
Multiple Airlines Logo
9:02 am - 2:30 am
ORD
-
VVI
16h 28m
2 stops
Multiple Airlines Logo
3:35 am - 11:27 pm
VVI
-
ORD
20h 52m
2 stops
$590Multiple Airlines
Thu, Aug 13 - Mon, Aug 24
Multiple Airlines Logo
7:30 am - 2:30 am
ORD
-
VVI
18h 00m
2 stops
Multiple Airlines Logo
11:47 am - 9:45 am
VVI
-
ORD
22h 58m
2 stops
$591Multiple Airlines
Mon, Aug 31 - Mon, Sep 7
United Airlines Logo
7:10 am - 10:44 pm
ORD
-
VVI
38h 34m
2 stops
United Airlines Logo
11:47 am - 12:59 am
VVI
-
ORD
38h 12m
2 stops
$593United Airlines
Wed, Jul 8 - Tue, Aug 4
United Airlines Logo
12:16 pm - 10:40 pm
ORD
-
VVI
33h 24m
2 stops
United Airlines Logo
11:47 am - 11:48 am
VVI
-
ORD
25h 01m
2 stops
$636United Airlines
Sat, Aug 1 - Sat, Aug 15
United Airlines Logo
9:40 pm - 3:35 am
ORD
-
VVI
28h 55m
2 stops
United Airlines Logo
11:47 am - 9:38 am
VVI
-
ORD
22h 51m
2 stops
$669United Airlines
Thu, Aug 13 - Sun, Aug 23
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
$673Avianca
Mon, Aug 31 - Wed, Sep 16
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, Aug 1 - Sat, Aug 15
United Airlines Logo
6:29 am - 10:40 pm
ORD
-
VVI
15h 11m
2 stops
United Airlines Logo
11:47 am - 7:55 am
VVI
-
ORD
45h 08m
2 stops
$679United Airlines
Wed, Aug 19 - Fri, Aug 21
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
$700Avianca
Thu, Aug 13 - Sun, Aug 23
Avianca Logo
7:30 am - 2:30 am
ORD
-
VVI
18h 00m
2 stops
Avianca Logo
3:35 am - 9:20 pm
VVI
-
ORD
18h 45m
1 stop
$717Avianca
Booking Insights

KAYAK's insights & trends for Chicago to Santa Cruz de la Sierra flights

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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra departing in September.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra is October, where tickets cost $581 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $976 and $868 respectively.

Good to know

Low seasonOctober
Cheapest flight$270
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra was $270 for a one-way ticket and $590 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 is the only airline alliance operating flights between Chicago and Santa Cruz de la Sierra.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Santa Cruz de la Sierra are Copa Airlines and United Airlines. With an average price for the route of $841 and an overall rating of 7.6, Copa Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $603 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.

Reviews of the top 3 airlines serving 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.
7.6
Copa AirlinesOverall score based on 1569 reviews
7.4Comfort
6.8Entertainment
7.8Boarding
6.9Food
8.1Crew
Airline reviews

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

2.0 MediocreAnonymous, Dec 2025
LAS - PTY
Read more Copa Airlines reviews

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

Very happy with my flight. I would definitely recommend it.

Did upgrade, travel in business it was great (more room I could sleep)

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

The worst experience I've ever had because the "people" @ Avianca wouldn't let me fly because they said I needed a round trip ticket

Seating was tight. Seats don't recline. Initial flight was cancelled. Lost two days of vacation.

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral

I actually upgraded to the medium level of seats from basic and even doing that it may have been physically the most uncomfortable flight I have ever had. They packed everyone like is a train to death camp. It was a red eye so I hoped to get some sleep but it was physically impossible to find a comfortable way to rest. I met other folks on the same flight and they said the same thing. It was an utterly miserable flight and if I have any other options I will never fly with them again

Deplaning was a mess, I sat in business (seats are horrible) and the front door had a problem so we had to deplane from the rear exit. The stairs were not tall enough to reach so there was a large step down from the plane to the top of the stairs.

Staff are the rudest in the industry … awful customer service … will never fly Avianca again

Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.

Here we have another airline flying to Guatemala but doesn't have a plus or a less, just in the middle. Why? Well, first we don't have even free water Movie selection is poor Seats don't recline in some places Food selection is carb based Forgot to mention, customer service on the web is the worst. Good things; Very reliable on schedule Kind crew

This low cost airline looks and fells more like a local bus. In a 6 hour flight not being able to recline a seat is torture. The only thing available with no charge is a glass of water provided by, mostly, rude staff. Our luggage didn’t arrive

We did not know about the bag fees until check in. They are way too high. It’s insane. We also had a huge delay and everything costed extra which was very annoying.

Everything you need to know for your flight from Chicago to Santa Cruz de la Sierra

Information on your arrival and departure airports