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$328+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CCS
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap 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 August 21, 2025.

Round-trip from

$722
(Kiwi.com)

One-way from

$328
(Kiwi.com)
From Chicago (CHI) to Caracas Simon Bolivar
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One-way flight from Chicago (CHI) to Caracas Simon Bolivar
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Find 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 August 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/172:35 pmORD - CCS
1 stop16h 03mMultiple Airlines
Wed 9/249:34 amCCS - ORD
2 stops26h 18mMultiple Airlines
Deal found 8/20$722
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:35 pmORD - CCS
1 stop18h 40mMultiple Airlines
Tue 10/288:51 pmCCS - ORD
2 stops22h 45mMultiple Airlines
Deal found 8/21$807
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:35 pmORD - CCS
1 stop18h 40mMultiple Airlines
Mon 10/279:12 amCCS - ORD
2 stops34h 24mMultiple Airlines
Deal found 8/21$875
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/195:05 amORD - CCS
2 stops27h 50mMultiple Airlines
Sun 9/218:43 amCCS - ORD
1 stop29h 32mMultiple Airlines
Deal found 8/21$986
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/282:35 pmORD - CCS
1 stop23h 31mMultiple Airlines
Thu 9/48:43 amCCS - ORD
2 stops25h 35mMultiple Airlines
Deal found 8/21$1,234
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/232:35 pmORD - CCS
1 stop16h 03mMultiple Airlines
Mon 8/258:30 amCCS - ORD
2 stops49h 52mMultiple Airlines
Deal found 8/19$1,290
This Mytrip deal was found by Cheapflights users on 8/21. 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.
Mon 8/2510:27 amORD - CCS
2 stops35h 03mMultiple Airlines
Wed 8/278:30 amCCS - ORD
3 stops27h 40mMultiple Airlines
Deal found 8/21$1,420

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 August 21, 2025.
Use the filters below to find and compare flights from Chicago to Caracas that are best for you.

Fly from

Chicago

Fly to

Caracas

Route

Depart

Return

Price

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Wed 9/17

2:35 pm-7:38 am

1 stop16h 03m

Caracas Simon Bolivar

Wed 9/24

9:34 am-10:52 am

2 stops26h 18m

$722

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Fri 10/17

2:35 pm-10:15 am

1 stop18h 40m

Caracas Simon Bolivar

Tue 10/28

8:51 pm-6:36 pm

2 stops22h 45m

$807

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Fri 10/17

2:35 pm-10:15 am

1 stop18h 40m

Caracas Simon Bolivar

Mon 10/27

9:12 am-6:36 pm

2 stops34h 24m

$875

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Fri 9/19

5:05 am-9:55 am

2 stops27h 50m

Caracas Simon Bolivar

Sun 9/21

8:43 am-1:15 pm

1 stop29h 32m

$986

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Thu 8/28

2:35 pm-3:06 pm

1 stop23h 31m

Caracas Simon Bolivar

Thu 9/4

8:43 am-9:18 am

2 stops25h 35m

$1,234

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 8/25

10:27 am-10:30 pm

2 stops35h 03m

Caracas Simon Bolivar

Wed 8/27

8:30 am-11:10 am

3 stops27h 40m

$1,420

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 9/22

6:44 pm-7:38 am

3 stops59h 54m

$328

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sun 8/31

10:27 am-2:45 pm

3 stops51h 18m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

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.

  • 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

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