$239 Cheap Flights from Chicago (MDW) to Willemstad (CUR)

View $239 flight on Mon, Feb 23, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Curacao Intl. Airport (CUR)

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Cheap Flights from Chicago to Willemstad (MDW-CUR)

Prices were available within the past 7 days and start at $239 for one-way flights and $400 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Nov 17 - Fri, Dec 5
MDW
Chicago
CUR
Willemstad
$400 Roundtrip, found 2 days ago
$400
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 17 from Chicago to Willemstad, returning Fri, Dec 5, priced at $400 found 2 days ago
Delta
Mon, Nov 17 - Sat, Dec 6
MDW
Chicago
CUR
Willemstad
$425 Roundtrip, found 2 days ago
$425
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 17 from Chicago to Willemstad, returning Sat, Dec 6, priced at $425 found 2 days ago
Delta
Sat, Nov 29 - Sat, Dec 6
MDW
Chicago
CUR
Willemstad
$450 Roundtrip, found 2 days ago
$450
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 29 from Chicago to Willemstad, returning Sat, Dec 6, priced at $450 found 2 days ago
Delta
Sun, Dec 7 - Fri, Dec 12
MDW
Chicago
CUR
Willemstad
$556 Roundtrip, found 2 days ago
$556
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Dec 7 from Chicago to Willemstad, returning Fri, Dec 12, priced at $556 found 2 days ago
Delta
Sat, Nov 29 - Sat, Dec 6
MDW
Chicago
CUR
Willemstad
$570 Roundtrip, found 2 days ago
$570
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 29 from Chicago to Willemstad, returning Sat, Dec 6, priced at $570 found 2 days ago
Delta
Sat, Dec 6 - Fri, Dec 12
MDW
Chicago
CUR
Willemstad
$586 Roundtrip, found 5 days ago
$586
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Dec 6 from Chicago to Willemstad, returning Fri, Dec 12, priced at $586 found 5 days ago
Delta
Tue, Feb 17 - Tue, Feb 24
MDW
Chicago
CUR
Willemstad
$598 Roundtrip, found 5 days ago
$598
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Feb 17 from Chicago to Willemstad, returning Tue, Feb 24, priced at $598 found 5 days ago
Delta
Tue, Dec 16 - Thu, Dec 25
MDW
Chicago
CUR
Willemstad
$604 Roundtrip, found 10 hours ago
$604
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Dec 16 from Chicago to Willemstad, returning Thu, Dec 25, priced at $604 found 10 hours ago
Delta
Sat, Nov 29 - Sat, Dec 6
MDW
Chicago
CUR
Willemstad
$606 Roundtrip, found 6 days ago
$606
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 29 from Chicago to Willemstad, returning Sat, Dec 6, priced at $606 found 6 days ago
Delta
Thu, Dec 11 - Sat, Dec 20
MDW
Chicago
CUR
Willemstad
$613 Roundtrip, found 6 days ago
$613
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Dec 11 from Chicago to Willemstad, returning Sat, Dec 20, priced at $613 found 6 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR) cost?
Grab a cheap one-way flight from $239 or cheap return flight from $400 from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR)?
Planning your trip for November is a great way to save, as it's the cheapest month for flights between MDW and CUR. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR)?
To find the cheapest airline that'll fly you from MDW to CUR, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR)?
You'll have to book a flight with a layover when traveling from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from MDW to CUR?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can vary based on the airline, time of year 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 Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR) route, travel before 3 PM. Flights after this time have a 22% higher chance of cancellation.**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 Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR) last-minute?
Waiting until just before your departure to book a ticket from MDW to CUR generally means paying more. While you may come across some last-minute discounts, they're not always guaranteed. Be flexible with your travel plans for a better chance of snagging a bargain.
Is it cheaper to book a MDW to CUR flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to CUR flight and hotel package with Expedia could lead to significant savings. Better yet, managing everything in one place will take the stress out of travel planning. Simply secure your flights and select from our wide range of hotels, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Hato Intl. Airport (CUR)?
In most cases, you can cancel or reschedule your MDW to CUR flight. However, additional fees may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you want further details, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Hato Intl.
Airlines serving
Delta
Roundtrip price
$400
Distance
2337 mi

Book with confidence

Book with confidence

Chicago to Willemstad Flights

The cheapest times to fly from Chicago to Willemstad

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

 

The best time to book a flight from Chicago to Willemstad

Sunday is one of the best days to book for cheap flights from Chicago to Willemstad: 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 Chicago to Willemstad

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 Chicago to Willemstad in 2025. You can also book with separate airlines for your outbound and return journeys, from $239 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 Chicago to Willemstad 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 Chicago to Willemstad 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.

 

Chicago to Willemstad Flights

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*Available to One Key members.