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Bolivia

$244+ Cheap flights from Chicago (CHI) to Bolivia

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — VVI
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap flight deals from Chicago to Bolivia

Keep the following information in mind while searching for Chicago to Bolivia flight deals. Data was last updated septiembre 17, 2025.

Round-trip from

$417
(Copa Airlines)

One-way from

$244
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$602
From Chicago (CHI) to Bolivia
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One-way flight from Chicago (CHI) to Bolivia
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Highest demand for flights based on searches. 7% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chicago to Bolivia

Cheapest flights from Chicago to Bolivia
Explore the most affordable flight options available from Chicago to Bolivia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 17, 2025.

This Copa Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/116:56 amORD - VVI
1 stop13h 50mCopa Airlines
mar. 11/2511:40 amVVI - ORD
1 stop14h 25mCopa Airlines
Deal found 9/17$417
This Travelocity deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/410:20 pmORD - VVI
1 stop26h 15mAvianca
vie. 11/213:40 amVVI - ORD
1 stop18h 40mAvianca
Deal found 9/17$454
This Avianca deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/107:35 amORD - VVI
2 stops17h 00mAvianca
vie. 11/213:40 amVVI - ORD
1 stop18h 40mAvianca
Deal found 9/17$509
This Avianca deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/178:50 amORD - VVI
2 stops15h 45mAvianca
dom. 11/233:40 amVVI - ORD
1 stop18h 40mAvianca
Deal found 9/17$519
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/305:05 amORD - LPB
2 stops20h 10mMultiple Airlines
mié. 11/53:20 amLPB - ORD
2 stops17h 03mMultiple Airlines
Deal found 9/15$536
This Avianca deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/148:50 amORD - VVI
2 stops15h 45mAvianca
mié. 1/143:40 amVVI - ORD
1 stop18h 40mAvianca
Deal found 9/15$556
This Avianca Connect deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca Connect is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/15:05 amORD - VVI
2 stops19h 45mMultiple Airlines
dom. 10/52:50 amVVI - ORD
2 stops21h 55mMultiple Airlines
Deal found 9/17$569
This Copa Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/193:07 pmORD - VVI
1 stop11h 29mCopa Airlines
sáb. 10/1811:59 amVVI - ORD
1 stop13h 22mCopa Airlines
Deal found 9/17$587
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/112:00 pmORD - VVI
2 stops30h 46mUnited Airlines
lun. 11/241:09 amVVI - ORD
2 stops25h 06mUnited Airlines
Deal found 9/17$603
This Avianca deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/48:50 amORD - VVI
2 stops15h 45mMultiple Airlines
vie. 11/213:40 amVVI - ORD
1 stop18h 40mMultiple Airlines
Deal found 9/17$607
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/249:10 pmORD - VVI
2 stops23h 36mUnited Airlines
sáb. 11/291:09 amVVI - ORD
2 stops48h 34mUnited Airlines
Deal found 9/14$611
This Mytrip deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/195:57 pmORD - VVI
2 stops30h 53mAvianca
vie. 10/172:50 amVVI - ORD
1 stop11h 25mAvianca
Deal found 9/17$615

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Bolivia 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, Cheapflights users made 2,558,603 searches. Data last updated septiembre 17, 2025.
Use the filters below to find and compare flights from Chicago to Bolivia that are best for you.

Fly from

Chicago

Fly to

Bolivia

Route

Depart

Return

Price

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

lun. 11/17

6:56 am-3:36 am

1 stop18h 40m

Santa Cruz de la Sierra Viru Viru Intl

lun. 11/24

11:40 am-12:05 am

1 stop14h 25m

$417

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

mar. 11/11

6:56 am-10:46 pm

1 stop13h 50m

Santa Cruz de la Sierra Viru Viru Intl

lun. 11/24

1:09 am-12:46 pm

1 stop13h 37m

$417

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

vie. 1/2

7:05 am-2:35 am

2 stops17h 30m

Santa Cruz de la Sierra Viru Viru Intl

sáb. 1/24

3:40 am-8:20 pm

1 stop18h 40m

$509

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

lun. 11/10

7:35 am-2:35 am

2 stops17h 00m

Santa Cruz de la Sierra Viru Viru Intl

vie. 11/21

3:40 am-8:20 pm

1 stop18h 40m

$509

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

lun. 11/17

8:50 am-2:35 am

2 stops15h 45m

Santa Cruz de la Sierra Viru Viru Intl

dom. 11/23

3:40 am-8:20 pm

1 stop18h 40m

$519

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

mar. 11/11

2:00 pm-10:46 pm

2 stops30h 46m

Santa Cruz de la Sierra Viru Viru Intl

lun. 11/24

1:09 am-12:15 am

2 stops25h 06m

$603

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

lun. 11/17

6:20 pm-10:46 pm

2 stops26h 26m

Santa Cruz de la Sierra Viru Viru Intl

dom. 11/23

1:09 am-11:44 am

2 stops36h 35m

$603

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

mié. 11/26

9:06 pm-10:46 pm

2 stops47h 40m

Santa Cruz de la Sierra Viru Viru Intl

lun. 12/1

1:09 am-11:51 am

2 stops36h 42m

$603

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

mar. 11/11

7:10 am-10:46 pm

2 stops37h 36m

Santa Cruz de la Sierra Viru Viru Intl

dom. 11/30

1:09 am-8:57 am

2 stops33h 48m

$603

ChicagoSanta Cruz de la Sierra

ORD - VVI

ORDVVI

Chicago O'Hare Intl

lun. 11/10

7:30 am-10:46 pm

2 stops37h 16m

Santa Cruz de la Sierra Viru Viru Intl

vie. 11/21

1:09 am-12:15 am

2 stops25h 06m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 33 results
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Best time to book a flight from Chicago to Bolivia

Have a flexible travel schedule? Discover the best time to fly to Bolivia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Bolivia

What is the cheapest month to book a flight from Chicago to Bolivia?

Currently, October is the cheapest month in which you can book a flight from Chicago to Bolivia (average of $597). Flying from Chicago to Bolivia in December is currently the most expensive (average of $822). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to BO?

Find hourly flight availability from Chicago to Bolivia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 17, 2025.

When flying from Chicago to Bolivia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Bolivia

Get insights into the airlines that provide service to Bolivia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Bolivia. Reviews last updated septiembre 17, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and Avianca from Chicago to Bolivia have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,533 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,926 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.7
Okay
2,436 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from Chicago to Bolivia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Bolivia?

    Airlines like Copa Airlines and Avianca fly from Chicago to Bolivia in about 17h 30m. The time it takes to get you to your destination can typically vary by up to 1h 10m. Airlines will cover a distance of 4410 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago to Bolivia?

    The most popular flight routes from Chicago to Bolivia are Chicago O'Hare Intl - Santa Cruz de la Sierra Viru Viru Intl, Chicago O'Hare Intl - La Paz El Alto Intl and Chicago O'Hare Intl - Cochabamba J Wilsterman.

  • Can I find deals for flights from Chicago to Bolivia that include hotel bookings?

    Yes. In addition to deals on Chicago to Bolivia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Bolivia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Bolivia.

  • Can I find deals for business class flights from Chicago to Bolivia?

    Yes. Cheapflights offers flight deals from Chicago to Bolivia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Bolivia?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Bolivia (average of $597). Flying from Chicago to Bolivia in December is currently the most expensive (average of $822). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Bolivia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Bolivia

Discover the top 3 airlines that operate flights from Chicago to Bolivia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$566Average$776FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$581Average$649FlexibilityNo cancel feeOn-time69%
AviancaCheapest$612Average$802FlexibilityNo cancel feeOn-time71%

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