$189 Cheap Flights from Willemstad (CUR) to Chicago (ORD)

View $189 flight on Sat, Nov 1, 2025Opens in a new window

Popular airlines from Curacao Intl. Airport (CUR) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Willemstad to Chicago (CUR-ORD)

Prices were available within the past 7 days and start at $189 for one-way flights and $319 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Oct 31 - Fri, Nov 7
CUR
Willemstad
ORD
Chicago
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Oct 31 from Willemstad to Chicago, returning Fri, Nov 7, priced at $319 found 1 day ago
Air Canada
Mon, Nov 3 - Fri, Nov 7
CUR
Willemstad
ORD
Chicago
$326 Roundtrip, found 5 days ago
$326
Roundtrip
found 5 days ago
Select Air Canada flight, departing Mon, Nov 3 from Willemstad to Chicago, returning Fri, Nov 7, priced at $326 found 5 days ago
Air Canada
Fri, Oct 31 - Fri, Nov 7
CUR
Willemstad
ORD
Chicago
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Oct 31 from Willemstad to Chicago, returning Fri, Nov 7, priced at $345 found 1 day ago
Air Canada
Mon, Nov 3 - Thu, Nov 6
CUR
Willemstad
ORD
Chicago
$358 Roundtrip, found 5 days ago
$358
Roundtrip
found 5 days ago
Select Air Canada flight, departing Mon, Nov 3 from Willemstad to Chicago, returning Thu, Nov 6, priced at $358 found 5 days ago
Air Canada
Fri, Nov 21 - Sun, Nov 30
CUR
Willemstad
ORD
Chicago
$368 Roundtrip, found 3 days ago
$368
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Nov 21 from Willemstad to Chicago, returning Sun, Nov 30, priced at $368 found 3 days ago
Air Canada
Fri, Nov 7 - Fri, Nov 14
CUR
Willemstad
ORD
Chicago
$374 Roundtrip, found 2 days ago
$374
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Nov 7 from Willemstad to Chicago, returning Fri, Nov 14, priced at $374 found 2 days ago
American Airlines
Thu, Dec 4 - Sun, Dec 14
CUR
Willemstad
ORD
Chicago
$400 Roundtrip, found 3 days ago
$400
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Dec 4 from Willemstad to Chicago, returning Sun, Dec 14, priced at $400 found 3 days ago
JetBlue Airways
Fri, Oct 31 - Fri, Nov 7
CUR
Willemstad
ORD
Chicago
$428 Roundtrip, found 1 day ago
$428
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Oct 31 from Willemstad to Chicago, returning Fri, Nov 7, priced at $428 found 1 day ago
Delta
Sun, Nov 23 - Fri, Dec 12
CUR
Willemstad
ORD
Chicago
$450 Roundtrip, found 3 days ago
$450
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Nov 23 from Willemstad to Chicago, returning Fri, Dec 12, priced at $450 found 3 days ago
Copa
Thu, Nov 20 - Sat, Dec 6
CUR
Willemstad
ORD
Chicago
$466 Roundtrip, found 3 days ago
$466
Roundtrip
found 3 days ago
Select Copa flight, departing Thu, Nov 20 from Willemstad to Chicago, returning Sat, Dec 6, priced at $466 found 3 days ago

Find the cheapest month to fly from Willemstad (CUR) to Chicago (ORD)

November is typically the cheapest month to fly

From $367 - $848 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $673
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $673
Flights from Willemstad (CUR) to Chicago (ORD)
Origin airport
Hato Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Copa, Delta, JetBlue Airways, United, avianca
Roundtrip price
$319
Distance
2353 mi

Willemstad to Chicago Flights

The cheapest times to fly from Willemstad 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 Willemstad to Chicago are during the month of October. You can find some of the cheapest flights from Willemstad to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Willemstad to Chicago

Sunday is one of the best days to book for cheap flights from Willemstad 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 Willemstad 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 Willemstad to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $189 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 Willemstad 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 Willemstad 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.

 

Frequently asked questions

How much does a flight from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $189 or cheap return flight from $319 from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD)?
October is the least expensive month to fly from CUR to ORD. Traveling outside of peak seasons is often the key to finding a great deal.
What is the cheapest airline that flies from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from CUR to ORD, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD)?
Direct flights from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from CUR to ORD?
Typically you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD) route, aim to travel before 3 PM. Later flights have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from CUR to ORD are typically more expensive. To lock in the best rates, start looking for flights early. That being said, if you're flexible with your travel plans, it's possible to find a cheap ticket right before your journey.
Is it cheaper to book a CUR to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a CUR to ORD flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one easy place will take the hassle out of travel planning. Just secure your flights and select from our extensive range of stays, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Hato Intl. Airport (CUR) to O'Hare Intl. Airport (ORD)?
If you reserved your CUR to ORD flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the ticket type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more information.

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*Available to One Key members.