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Cheap flights from Caracas to Chicago from $441

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caracas to Chicago departing on 5/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Caracas to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Avianca Logo
4:00 am - 9:20 pm
CCS
-
ORD
18h 20m
1 stop
Avianca Logo
11:20 pm - 10:40 am
ORD
-
CCS
10h 20m
1 stop
$856Avianca
Sat, May 23 - Wed, May 27
Avianca Logo
12:10 pm - 9:20 pm
CCS
-
ORD
10h 10m
1 stop
Avianca Logo
11:20 pm - 10:40 am
ORD
-
CCS
10h 20m
1 stop
$867Avianca
Wed, Jun 10 - Wed, Aug 12
Avianca Logo
4:00 am - 9:20 pm
CCS
-
ORD
18h 20m
1 stop
Avianca Logo
11:20 pm - 2:25 am
ORD
-
CCS
26h 05m
1 stop
$894Avianca
Sat, May 16 - Fri, Sep 4
Avianca Logo
4:00 am - 9:20 pm
CCS
-
ORD
18h 20m
1 stop
Avianca Logo
11:20 pm - 2:25 am
ORD
-
CCS
26h 05m
1 stop
$919Avianca
Sat, May 16 - Thu, Sep 3
Avianca Logo
12:10 pm - 9:20 pm
CCS
-
ORD
10h 10m
1 stop
Avianca Logo
11:20 pm - 10:40 am
ORD
-
CCS
10h 20m
1 stop
$929Avianca
Fri, Jul 31 - Thu, Aug 13
Avianca Logo
12:10 pm - 9:20 pm
CCS
-
ORD
10h 10m
1 stop
Avianca Logo
11:20 pm - 10:40 am
ORD
-
CCS
10h 20m
1 stop
$939Avianca
Tue, May 19 - Wed, Sep 2
Avianca Logo
12:10 pm - 9:20 pm
CCS
-
ORD
10h 10m
1 stop
Avianca Logo
11:20 pm - 10:40 am
ORD
-
CCS
10h 20m
1 stop
$949Avianca
Mon, Aug 3 - Sat, Aug 8
Avianca Logo
4:00 am - 9:20 pm
CCS
-
ORD
18h 20m
1 stop
Avianca Logo
11:20 pm - 10:40 am
ORD
-
CCS
10h 20m
1 stop
$953Avianca
Mon, May 18 - Sat, Sep 5
Avianca Logo
4:00 am - 9:20 pm
CCS
-
ORD
18h 20m
1 stop
Avianca Logo
11:20 pm - 2:25 am
ORD
-
CCS
26h 05m
1 stop
$956Avianca
Sat, Aug 15 - Fri, Sep 4
Avianca Logo
4:00 am - 9:20 pm
CCS
-
ORD
18h 20m
1 stop
Avianca Logo
11:20 pm - 2:25 am
ORD
-
CCS
26h 05m
1 stop
$976Avianca
Mon, Aug 3 - Sat, Aug 8

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Avianca flights from Caracas to Chicago

Our best Avianca deals on Caracas to Chicago flight tickets
Avianca
May 23
CCS4:00 amCaracas Simon Bolivar
18h 20m
1 stop
ORD9:20 pmChicago O'Hare Intl
May 27
ORD11:20 pmChicago O'Hare Intl
10h 20m
1 stop
CCS10:40 amCaracas Simon Bolivar
$856
Avianca
Jun 10
CCS12:10 pmCaracas Simon Bolivar
10h 10m
1 stop
ORD9:20 pmChicago O'Hare Intl
Aug 12
ORD11:20 pmChicago O'Hare Intl
10h 20m
1 stop
CCS10:40 amCaracas Simon Bolivar
$867
Avianca
May 16
CCS4:00 amCaracas Simon Bolivar
18h 20m
1 stop
ORD9:20 pmChicago O'Hare Intl
Sep 4
ORD11:20 pmChicago O'Hare Intl
26h 05m
1 stop
CCS2:25 amCaracas Simon Bolivar
$894

momondo Fare Finder

 
Customize your flight search to find flights from Caracas to Chicago 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 May 4, 2026.
Use the filters below to find and compare flights from Caracas to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Sat 5/23

4:00 am-9:20 pm

1 stop18h 20m

Chicago O'Hare Intl

Wed 5/27

11:20 pm-10:40 am

1 stop10h 20m

$856
Quickest round-trip

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Wed 6/10

12:10 pm-9:20 pm

1 stop10h 10m

Chicago O'Hare Intl

Wed 8/12

11:20 pm-10:40 am

1 stop10h 20m

$867

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Sat 5/16

4:00 am-9:20 pm

1 stop18h 20m

Chicago O'Hare Intl

Fri 9/4

11:20 pm-2:25 am

1 stop26h 05m

$894

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Sat 5/16

4:00 am-9:20 pm

1 stop18h 20m

Chicago O'Hare Intl

Thu 9/3

11:20 pm-2:25 am

1 stop26h 05m

$919

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Fri 7/31

12:10 pm-9:20 pm

1 stop10h 10m

Chicago O'Hare Intl

Thu 8/13

11:20 pm-10:40 am

1 stop10h 20m

$929

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Tue 5/19

12:10 pm-9:20 pm

1 stop10h 10m

Chicago O'Hare Intl

Wed 9/2

11:20 pm-10:40 am

1 stop10h 20m

$939

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Mon 8/3

12:10 pm-9:20 pm

1 stop10h 10m

Chicago O'Hare Intl

Sat 8/8

11:20 pm-10:40 am

1 stop10h 20m

$949

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Mon 5/18

4:00 am-9:20 pm

1 stop18h 20m

Chicago O'Hare Intl

Sat 9/5

11:20 pm-10:40 am

1 stop10h 20m

$953

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Sat 8/15

4:00 am-9:20 pm

1 stop18h 20m

Chicago O'Hare Intl

Fri 9/4

11:20 pm-2:25 am

1 stop26h 05m

$956

CaracasChicago

CCS - ORD

CCSORD

Caracas Simon Bolivar

Mon 8/3

4:00 am-9:20 pm

1 stop18h 20m

Chicago O'Hare Intl

Sat 8/8

11:20 pm-2:25 am

1 stop26h 05m

$976

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 Chicago from

How to get the cheapest flight ticket from Caracas to Chicago

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 airline that flies from Caracas Simon Bolivar to Chicago?

Avianca is the most popular carrier operating from Caracas Simon Bolivar to Chicago

When to book flights from Caracas to Chicago

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

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

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

Fastest flight time

15h 33m

Direct flights

None
The fastest flight from Caracas to Chicago takes 15h 33m
There are no direct flights from Caracas to Chicago. There are no popular flight routes from Caracas to Chicago.
Search flight deals

Frequently asked questions about flying from Caracas to Chicago

  • How far is Caracas Simon Bolivar to Chicago by plane?

    The straight-line distance from Caracas Simon Bolivar to Chicago is 2504.2 mi. Typically, this will take 15h 33m by plane in normal conditions.

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

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

  • How many operators does momondo search for flights from Caracas Simon Bolivar Airport to Chicago?

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

    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 Caracas Simon Bolivar Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Caracas to Chicago

Compare and see reviews for airlines that fly from Caracas to Chicago with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $761Free CancellationRating
6.5
2,520 reviews
Search Avianca flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Caracas to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Chicago from Caracas with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Caracas.

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

If you are not ready to book a flight from Caracas to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport