$1,583 Cheap Flights from Caracas (CCS) to Chicago (ORD)

View $1,583 flight on Tue, Nov 4, 2025Opens in a new window

Popular airlines from Caracas (CCS-Simon Bolivar Intl. of Maiquetia) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Caracas to Chicago (CCS-ORD)

Prices were available within the past 7 days and start at $1,583 for one-way flights and $1,434 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Copa
Sat, Nov 8 - Mon, Dec 1
CCS
Caracas
ORD
Chicago
$1,434 Roundtrip, found 4 days ago
$1,434
Roundtrip
found 4 days ago
Select Copa flight, departing Sat, Nov 8 from Caracas to Chicago, returning Mon, Dec 1, priced at $1,434 found 4 days ago
Copa
Sat, Nov 8 - Sun, Nov 30
CCS
Caracas
ORD
Chicago
$1,461 Roundtrip, found 4 days ago
$1,461
Roundtrip
found 4 days ago
Select Copa flight, departing Sat, Nov 8 from Caracas to Chicago, returning Sun, Nov 30, priced at $1,461 found 4 days ago
Copa
Sat, Nov 8 - Tue, Dec 2
CCS
Caracas
ORD
Chicago
$1,586 Roundtrip, found 4 days ago
$1,586
Roundtrip
found 4 days ago
Select Copa flight, departing Sat, Nov 8 from Caracas to Chicago, returning Tue, Dec 2, priced at $1,586 found 4 days ago

Frequently asked questions

How much is a flight from CCS to O'Hare Airport?
Based on fares listed within the last 7 days on Expedia for flights departing within the next year, round-trip journeys between CCS and O'Hare Airport start from $1,434. Book ASAP to secure the best price for your journey. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from CCS to O'Hare Intl. Airport (ORD)?
We understand that circumstances change unexpectedly, so we've made it as hassle-free as possible for you to cancel your flight online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from CCS to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for CCS to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from CCS to O'Hare Intl. Airport (ORD)?
With a flight distance of 2486 mi between Maiquetia and Chicago, this is a long-haul trip. Make sure you stay hydrated and get up to stretch your legs every now and then.
Which airlines fly direct from CCS to O'Hare Intl. Airport (ORD)?
Unfortunately, there aren't any airlines that fly directly between CCS and O'Hare Intl. Airport (ORD). You'll have to book a flight with one or more stops.
Are CCS to ORD flight tickets cheaper when they're purchased at the last minute?
It is possible to score an awesome last-minute deal from CCS to O'Hare Intl. Airport (ORD), but there's no guarantee. As many airlines release prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you spot a bargain. Expedia compares carrier prices and updates flight deals all the time, so you can be certain you're always seeing the latest offers.

Travel information

Origin airport
Simon Bolivar Intl. of Maiquetia
Destination airport
O'Hare Intl.
Roundtrip price
$1,434
Distance
2509 mi

Book with confidence

Caracas to Chicago Flights

The cheapest times to fly from Caracas to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Caracas to Chicago are during the month of November. You can find some of the cheapest flights from Caracas to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Caracas to Chicago

Sunday is one of the best days to book for cheap flights from Caracas to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Caracas to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Caracas to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $1,583 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Caracas to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Caracas to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Caracas to Chicago Flights
*Available to One Key members.