ORD - VVI

$269 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 3/2. 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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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

Mon, Nov 10 - Mon, Nov 17
Copa Airlines Logo
6:56 am - 10:46 pmORD-VVI
13h 50m1 stop
Copa Airlines Logo
11:40 am - 12:05 amVVI-ORD
14h 25m1 stop
$417Copa Airlines
Find Deal
Thu, Nov 6 - Sat, Nov 15
Copa Airlines Logo
6:56 am - 10:46 pmORD-VVI
13h 50m1 stop
Copa Airlines Logo
1:09 am - 12:46 pmVVI-ORD
13h 37m1 stop
$571Copa Airlines
Find Deal
Mon, Nov 10 - Mon, Nov 17
Copa Airlines Logo
2:07 pm - 3:36 amORD-VVI
11h 29m1 stop
Copa Airlines Logo
11:40 am - 12:05 amVVI-ORD
14h 25m1 stop
$587Copa Airlines
Find Deal
Mon, Nov 10 - Mon, Nov 17
United Airlines Logo
10:52 am - 3:36 amORD-VVI
14h 44m2 stops
United Airlines Logo
11:40 am - 7:41 amVVI-ORD
22h 01m2 stops
$604United Airlines
Find Deal
Thu, Nov 6 - Sat, Nov 15
Copa Airlines Logo
6:56 am - 10:46 pmORD-VVI
13h 50m1 stop
Copa Airlines Logo
1:09 am - 12:46 pmVVI-ORD
13h 37m1 stop
$613Copa Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 25
United Airlines Logo
9:15 am - 3:36 amORD-VVI
40h 21m3 stops
United Airlines Logo
11:40 am - 12:15 amVVI-ORD
14h 35m2 stops
$620United Airlines
Find Deal
Tue, Nov 11 - Mon, Nov 24
Multiple Airlines Logo
12:45 pm - 3:36 amORD-VVI
36h 51m2 stops
Multiple Airlines Logo
3:40 am - 9:17 pmVVI-ORD
19h 37m2 stops
$627Multiple Airlines
Find Deal
Mon, Nov 10 - Sun, Nov 16
Avianca Logo
7:25 am - 2:35 amORD-VVI
17h 10m2 stops
Avianca Logo
3:40 am - 8:20 pmVVI-ORD
18h 40m1 stop
$671Avianca
Find Deal
Sun, Nov 2 - Fri, Nov 7
Avianca Logo
7:35 am - 2:35 amORD-VVI
17h 00m2 stops
Avianca Logo
3:40 am - 8:20 pmVVI-ORD
18h 40m1 stop
$683Avianca
Find Deal
Mon, Nov 3 - Tue, Nov 11
Multiple Airlines Logo
10:20 pm - 2:35 amORD-VVI
26h 15m1 stop
Multiple Airlines Logo
3:40 am - 12:27 amVVI-ORD
22h 47m2 stops
$698Multiple Airlines
Find Deal

Everything you should know

Top airlines
Copa Airlines
Cheapest • from $417 (round-trip)
Copa Airlines
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 22% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$417
Overall average: $603
Copa Airlines
Mon 11/10Mon 11/17
ORD - VVI • 1 stop
Cheapest one-way
$269
Typical prices: $264-$604
Multiple Airlines
Mon 3/2
ORD - VVI • 2 stops
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!
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.

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

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Santa Cruz de la Sierra clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Santa Cruz de la Sierra on a Wednesday and more expensive on a Sunday. On your return trip to Chicago, you should consider flying back on a Sunday, and avoid Wednesdays for better deals.

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 September, where tickets cost $548 (return) on average. On the other hand, the most expensive months are December and January, where the average cost of round-trip tickets is $907 and $899 respectively.

Good to know

Low seasonJanuary
Cheapest flight$269
Best time to beat the crowds but there is an average 28% increase in price.
Most popular time to fly with an average 29% 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 $269 for a one-way ticket and $417 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 $776 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 $619 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 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.
7.6
Copa AirlinesOverall score based on 1558 reviews
8.1Crew
7.8Boarding
6.8Entertainment
7.4Comfort
6.8Food
Airline reviews

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

4.0 OkayKaushik, Oct 2025YYZ - PTY
Read more Copa Airlines reviews

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

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.

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

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

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

It was ok. However, the food was quite poor since I don't eat pasta.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

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

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