HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caracas

$288+ Cheap flights from Chicago (CHI) to Caracas (CCS)

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CCS
Apr 26 — May 31
Sun 4/26
Sun 5/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Caracas with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Caracas

Cheapest flights from Chicago to Caracas
Explore the most affordable flight options available from Chicago to Caracas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.

This Avianca deal was found by Cheapflights users on 3/25. 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.
Fri 5/811:20 pm
ORD
-
CCS
1 stop10h 20m
Avianca
Sat 5/3012:10 pm
CCS
-
ORD
1 stop10h 10m
Avianca
Deal found 3/25$656
This Avianca deal was found by Cheapflights users on 3/23. 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.
Mon 4/1311:20 pm
ORD
-
CCS
1 stop26h 05m
Avianca
Thu 4/1612:10 pm
CCS
-
ORD
1 stop10h 10m
Avianca
Deal found 3/23$704
This Avianca deal was found by Cheapflights users on 3/26. 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.
Mon 4/1311:20 pm
ORD
-
CCS
1 stop26h 05m
Avianca
Sat 4/254:00 am
CCS
-
ORD
1 stop18h 20m
Avianca
Deal found 3/26$760
This Avianca deal was found by Cheapflights users on 3/23. 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.
Sat 4/1111:20 pm
ORD
-
CCS
1 stop10h 20m
Avianca
Sat 4/2512:10 pm
CCS
-
ORD
1 stop10h 10m
Avianca
Deal found 3/23$783
This Justfly.com deal was found by Cheapflights users on 3/25. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:20 pm
ORD
-
CCS
1 stop26h 05m
Avianca
Wed 4/294:00 am
CCS
-
ORD
1 stop18h 20m
Avianca
Deal found 3/25$788
This Justfly.com deal was found by Cheapflights users on 3/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1211:20 pm
ORD
-
CCS
1 stop26h 05m
Avianca
Fri 4/244:00 am
CCS
-
ORD
1 stop18h 20m
Avianca
Deal found 3/26$789
This FlightHub deal was found by Cheapflights users on 3/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:20 pm
ORD
-
CCS
1 stop10h 20m
Avianca
Sun 5/3112:10 pm
CCS
-
ORD
1 stop10h 10m
Avianca
Deal found 3/25$807
This Avianca deal was found by Cheapflights users on 3/26. 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.
Sun 4/1211:20 pm
ORD
-
CCS
1 stop26h 05m
Avianca
Wed 4/224:00 am
CCS
-
ORD
1 stop18h 20m
Avianca
Deal found 3/26$814
This Justfly.com deal was found by Cheapflights users on 3/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:20 pm
ORD
-
CCS
1 stop26h 05m
Avianca
Fri 4/244:00 am
CCS
-
ORD
1 stop18h 20m
Avianca
Deal found 3/26$820
This Avianca deal was found by Cheapflights users on 3/26. 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.
Thu 4/911:20 pm
ORD
-
CCS
1 stop10h 20m
Avianca
Wed 4/224:00 am
CCS
-
ORD
1 stop18h 20m
Avianca
Deal found 3/26$832
This Avianca deal was found by Cheapflights users on 3/26. 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.
Fri 4/1711:20 pm
ORD
-
CCS
1 stop10h 20m
Avianca
Mon 4/2012:10 pm
CCS
-
ORD
1 stop10h 10m
Avianca
Deal found 3/26$839

Find flight deals from Chicago to Caracas

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Caracas (CCS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$656
(Avianca)

One-way from

$288
(Avianca)
Provider with most accurate pricing for Chicago (CHI)-Caracas Simon Bolivar flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Caracas Simon Bolivar flights.
Search Deals
From Chicago (CHI) to Caracas Simon Bolivar
Search Deals
One-way flight from Chicago (CHI) to Caracas Simon Bolivar
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Caracas 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 March 27, 2026.
Use the filters below to find and compare flights from Chicago to Caracas that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 4/13

11:20 pm-10:40 am

1 stop10h 20m

Caracas Simon Bolivar

Thu 4/16

12:10 pm-9:20 pm

1 stop10h 10m

$704

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sat 5/9

11:20 pm-10:40 am

1 stop10h 20m

Caracas Simon Bolivar

Sun 5/31

12:10 pm-9:20 pm

1 stop10h 10m

$807

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sun 4/12

11:20 pm-10:40 am

1 stop10h 20m

Caracas Simon Bolivar

Sun 4/19

4:00 am-9:20 pm

1 stop18h 20m

$852

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Fri 6/19

11:20 pm-10:40 am

1 stop10h 20m

Caracas Simon Bolivar

Sun 7/5

12:10 pm-9:20 pm

1 stop10h 10m

$910

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Wed 4/22

11:20 pm-2:25 am

1 stop26h 05m

Caracas Simon Bolivar

Wed 4/29

12:10 pm-7:00 pm

2 stops31h 50m

$961
Cheapest one-way
Quickest one-way

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 5/11

11:20 pm-10:40 am

1 stop10h 20m

$288

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Wed 4/8

7:17 am-11:00 am

2 stops26h 43m

$297

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Thu 4/30

11:20 pm-10:40 am

1 stop10h 20m

$343

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Wed 4/22

5:15 am-1:40 pm

2 stops31h 25m

$371

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 5/11

6:55 am-1:40 pm

3 stops53h 45m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Compare providers for flights from Chicago to Caracas

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Caracas in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Caracas flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Caracas flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Caracas flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Caracas flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Caracas flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Caracas

Have a flexible travel schedule? Discover the best time to fly to Caracas 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 Caracas
No data available for this route at this time. Please check back soon.

Related info for your journey

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

  • What airport do you fly into for flights to Caracas from Chicago?

    Caracas Simon Bolivar (CCS) is the airport you will fly into if you book a flight from Chicago to Caracas. You should not have trouble finding flights to Simon Bolivar from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Caracas airport from Chicago. It is only a 10.3 mi journey from Simon Bolivar (CCS) to Caracas’s city center.

  • How long is the flight from Chicago to Caracas?

    Departing from Chicago to Caracas will take you 10h 20m. The distance from Chicago to Caracas is about 2508 mi.

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

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

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

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

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

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

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Caracas

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Caracas flights
O'Hare Intl to Maracaibo flights
St. Louis to Maracaibo flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.