$103 Cheap Flights from Chicago (MDW) to Oranjestad (AUA)

View $103 flight on Sat, Mar 7, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Queen Beatrix Intl. Airport (AUA)

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Cheap Flights from Chicago to Oranjestad (MDW-AUA)

Prices were available within the past 7 days and start at $103 for one-way flights and $295 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Dec 12 - Sat, Dec 13
MDW
Chicago
AUA
Oranjestad
$295 Roundtrip, found 5 days ago
$295
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Chicago to Oranjestad, returning Sat, Dec 13, priced at $295 found 5 days ago
Frontier Airlines
Fri, Jan 2 - Sat, Jan 10
MDW
Chicago
AUA
Oranjestad
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jan 2 from Chicago to Oranjestad, returning Sat, Jan 10, priced at $303 found 1 day ago
Frontier Airlines
Sat, Jan 3 - Sat, Jan 10
MDW
Chicago
AUA
Oranjestad
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 3 from Chicago to Oranjestad, returning Sat, Jan 10, priced at $310 found 1 day ago
Frontier Airlines
Fri, Dec 26 - Sun, Dec 28
MDW
Chicago
AUA
Oranjestad
$311 Roundtrip, found 5 days ago
$311
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Dec 26 from Chicago to Oranjestad, returning Sun, Dec 28, priced at $311 found 5 days ago
Frontier Airlines
Fri, Dec 5 - Sat, Dec 13
MDW
Chicago
AUA
Oranjestad
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Dec 5 from Chicago to Oranjestad, returning Sat, Dec 13, priced at $321 found 5 days ago
Frontier Airlines
Fri, Dec 12 - Sat, Dec 20
MDW
Chicago
AUA
Oranjestad
$322 Roundtrip, found 1 day ago
$322
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Chicago to Oranjestad, returning Sat, Dec 20, priced at $322 found 1 day ago
Frontier Airlines
Fri, Feb 6 - Sat, Feb 14
MDW
Chicago
AUA
Oranjestad
$331 Roundtrip, found 1 day ago
$331
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Feb 6 from Chicago to Oranjestad, returning Sat, Feb 14, priced at $331 found 1 day ago
Frontier Airlines
Fri, Jan 30 - Sat, Feb 7
MDW
Chicago
AUA
Oranjestad
$337 Roundtrip, found 2 days ago
$337
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Jan 30 from Chicago to Oranjestad, returning Sat, Feb 7, priced at $337 found 2 days ago
Delta
Tue, Dec 16 - Sat, Dec 20
MDW
Chicago
AUA
Oranjestad
$372 Roundtrip, found 17 hours ago
$372
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Dec 16 from Chicago to Oranjestad, returning Sat, Dec 20, priced at $372 found 17 hours ago
Southwest Airlines
Wed, Jan 7 - Sat, Jan 10
MDW
Chicago
AUA
Oranjestad
$375 Roundtrip, found 9 hours ago
$375
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Wed, Jan 7 from Chicago to Oranjestad, returning Sat, Jan 10, priced at $375 found 9 hours ago

Find the cheapest month to fly from Chicago (MDW) to Oranjestad (AUA)

January is typically the cheapest month to fly

From $345 - $1,208 per traveler.

Alternative airports near Oranjestad

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

Select flight to Queen Beatrix Intl. AUA. Cheapest and Closest option available. Average driving time to city center is 5 minutes. Flights from $402
AUA
Queen Beatrix Intl.
CheapestClosest
Average driving time to city center5 min
Flights from $402
Flights from Chicago (MDW) to Oranjestad (AUA)
Origin airport
Midway Intl.
Destination airport
Queen Beatrix Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$295
Distance
2287 mi

Chicago to Oranjestad Flights

The cheapest times to fly from Chicago to Oranjestad

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

 

The best time to book a flight from Chicago to Oranjestad

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

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 Oranjestad in 2026. You can also book with separate airlines for your outbound and return journeys, from $103 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 Oranjestad 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 Oranjestad 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 Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA) cost?
Lock in a cheap one-way flight from $103 or cheap return flight from $295 from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA) 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 Queen Beatrix Intl. Airport (AUA)?
The cheapest month to fly from MDW to AUA is December, when demand is low. Off-peak months are typically when you'll find lower airfares between these airports.
Which airlines fly direct from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA)?
You can't fly direct from Chicago, IL (MDW-Midway Intl.) to Queen Beatrix Intl. Airport (AUA). However, you can seamlessly travel to Oranjestad without any layovers by leaving from O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll fly you from MDW to AUA. Then, sort your results by "Price (lowest to highest)" to pick up a good deal.
How many flights per day from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA)?
You'll have to take a flight with a layover when traveling from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MDW to AUA?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on a number of factors, including the time of year and airline.*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 Queen Beatrix Intl. Airport (AUA)?
Opt for a flight from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA) that leaves before 3 PM to reduce the risk of cancellations and delays. Later departures are on average 22% more likely to be 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 Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA) last-minute?
Booking your ticket from MDW to AUA shortly before your getaway is typically more expensive. However, if you're flexible with your travel dates and times, you could land a cheap last-minute fare.
Is it cheaper to book a MDW to AUA flight and hotel package?
You can save money by securing a MDW to AUA flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. After choosing your preferred accommodations and flights, consider adding extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Queen Beatrix Intl. Airport (AUA)?
If you reserved your MDW to AUA flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

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*Available to One Key members.