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Cheap flights from Chicago to Caracas from $289

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Caracas departing on 2/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:43 pm - 1:22 pmORD-CCS
40h 39m2 stops
Multiple Airlines Logo
9:12 am - 8:20 pmCCS-ORD
13h 08m1 stop
$750Multiple Airlines
Find Deal
Sun, Oct 26 - Sun, Nov 2
Multiple Airlines Logo
5:10 am - 1:22 pmORD-CCS
30h 12m2 stops
Multiple Airlines Logo
8:42 am - 8:20 pmCCS-ORD
13h 38m1 stop
$760Multiple Airlines
Find Deal
Mon, Nov 3 - Thu, Nov 6
Multiple Airlines Logo
5:05 am - 7:46 pmORD-CCS
12h 41m2 stops
Multiple Airlines Logo
6:45 pm - 8:20 pmCCS-ORD
27h 35m1 stop
$983Multiple Airlines
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Tue, Dec 9 - Mon, Jan 12
Multiple Airlines Logo
7:43 pm - 11:30 pmORD-CCS
26h 47m2 stops
Multiple Airlines Logo
4:04 pm - 11:12 amCCS-ORD
21h 08m3 stops
$1,008Multiple Airlines
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Sun, Oct 26 - Sun, Nov 2
Multiple Airlines Logo
7:43 pm - 11:30 pmORD-CCS
26h 47m3 stops
Multiple Airlines Logo
4:04 pm - 11:12 amCCS-ORD
21h 08m3 stops
$1,015Multiple Airlines
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Sun, Oct 26 - Sun, Nov 2
Multiple Airlines Logo
7:43 pm - 11:30 pmORD-CCS
26h 47m2 stops
Multiple Airlines Logo
8:30 am - 12:27 amCCS-ORD
17h 57m2 stops
$1,078Multiple Airlines
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Sun, Oct 26 - Sun, Nov 2
Multiple Airlines Logo
10:20 pm - 1:00 pmORD-CCS
12h 40m1 stop
Multiple Airlines Logo
8:30 am - 8:20 pmCCS-ORD
13h 50m1 stop
$1,241Multiple Airlines
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Tue, Dec 9 - Mon, Jan 12
Multiple Airlines Logo
5:05 am - 1:00 pmORD-CCS
29h 55m2 stops
Multiple Airlines Logo
8:30 am - 9:23 amCCS-ORD
26h 53m2 stops
$1,388Multiple Airlines
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Tue, Dec 9 - Mon, Jan 12
Multiple Airlines Logo
6:05 am - 1:00 pmORD-CCS
28h 55m3 stops
Multiple Airlines Logo
8:30 am - 9:23 amCCS-ORD
26h 53m2 stops
$1,404Multiple Airlines
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Tue, Dec 9 - Mon, Jan 12
Turkish Airlines Logo
8:20 pm - 8:25 amORD-CCS
34h 05m1 stop
Turkish Airlines Logo
2:30 pm - 6:25 pmCCS-ORD
29h 55m1 stop
$4,023Turkish Airlines
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Mon, Nov 3 - Thu, Nov 6

momondo 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, momondo users made 832,500 searches. Data last updated October 3, 2025.
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

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sun 10/26

7:43 pm-1:22 pm

2 stops40h 39m

Caracas Simon Bolivar

Sun 11/2

9:12 am-8:20 pm

1 stop13h 08m

$750

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 11/3

5:10 am-1:22 pm

2 stops30h 12m

Caracas Simon Bolivar

Thu 11/6

8:42 am-8:20 pm

1 stop13h 38m

$760

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Tue 12/9

5:05 am-7:46 pm

2 stops12h 41m

Caracas Simon Bolivar

Mon 1/12

6:45 pm-8:20 pm

1 stop27h 35m

$983

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sun 10/26

7:43 pm-11:30 pm

2 stops26h 47m

Caracas Simon Bolivar

Sun 11/2

4:04 pm-11:12 am

3 stops21h 08m

$1,008

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sun 10/26

7:43 pm-11:30 pm

3 stops26h 47m

Caracas Simon Bolivar

Sun 11/2

4:04 pm-11:12 am

3 stops21h 08m

$1,015

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Sun 10/26

7:43 pm-11:30 pm

2 stops26h 47m

Caracas Simon Bolivar

Sun 11/2

8:30 am-12:27 am

2 stops17h 57m

$1,078

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Tue 12/9

10:20 pm-1:00 pm

1 stop12h 40m

Caracas Simon Bolivar

Mon 1/12

8:30 am-8:20 pm

1 stop13h 50m

$1,241

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Tue 12/9

5:05 am-1:00 pm

2 stops29h 55m

Caracas Simon Bolivar

Mon 1/12

8:30 am-9:23 am

2 stops26h 53m

$1,388

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Tue 12/9

6:05 am-1:00 pm

3 stops28h 55m

Caracas Simon Bolivar

Mon 1/12

8:30 am-9:23 am

2 stops26h 53m

$1,404

ChicagoCaracas

ORD - CCS

ORDCCS

Chicago O'Hare Intl

Mon 11/3

8:20 pm-8:25 am

1 stop34h 05m

Caracas Simon Bolivar

Thu 11/6

2:30 pm-6:25 pm

1 stop29h 55m

$4,023

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caracas from

How to get the cheapest flight ticket from Chicago to Caracas

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Caracas?

The cheapest day to depart from Chicago to Caracas is on a Monday when prices can be found for as low as $950. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Caracas for around $1,357.

What is the cheapest time of day to depart on your flight to Caracas?

Our most recent data shows that the best time of day to fly to Caracas is at noon. Flights from Chicago to Caracas during this time can be as low as $1,083. In the morning is when there is more demand to fly to Caracas, so prices are often more expensive at around $1,256 per ticket.

When to book flights from Chicago to Caracas

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Caracas according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Caracas (CHI to CCS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Caracas

Direct flights

None
There are no direct flights from Chicago to Caracas. There are no popular flight routes from Chicago to Caracas.
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  • How far is Chicago to Caracas Simon Bolivar by plane?

    The distance between Chicago and Caracas Simon Bolivar is about 2504.2 mi. Typically, this will take 12h 40m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Caracas Simon Bolivar Airport?

    Prices for flights from Chicago to Caracas Simon Bolivar Airport are updated daily.

  • How old do you have to be to fly from Chicago to Caracas Simon Bolivar Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Caracas Simon Bolivar Airport.

  • What documentation or ID do you need to fly to Caracas Simon Bolivar Airport?

    The necessary travel and health documents for your Caracas Simon Bolivar Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Caracas?

It is quick and easy to find Chicago to Caracas flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caracas that suits you.

Can I find flights from Chicago to Caracas with flexible booking policies on momondo?

All flight searches from Chicago to Caracas on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Caracas?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Caracas.

I’m not ready to book a flight from Chicago to Caracas right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caracas from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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