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Oranjestad

$214+ Cheap flights from Midway (MDW) to Oranjestad (AUA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Midway to Oranjestad

Cheapest flights from Midway to Oranjestad
Explore the most affordable flight options available from Midway to Oranjestad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Trip.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:48 pm
MDW
-
AUA
1 stop14h 07m
Frontier
Sat 2/2112:10 pm
AUA
-
MDW
1 stop11h 23m
Frontier
Deal found 1/20$346
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:53 pm
MDW
-
AUA
1 stop13h 02m
Multiple Airlines
Fri 3/65:50 pm
AUA
-
MDW
2 stops21h 51m
Multiple Airlines
Deal found 1/21$394
This Kiwi.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:48 pm
MDW
-
AUA
1 stop14h 07m
Multiple Airlines
Mon 2/164:40 pm
AUA
-
MDW
2 stops28h 27m
Multiple Airlines
Deal found 1/19$413
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:41 pm
MDW
-
AUA
1 stop18h 15m
Multiple Airlines
Fri 3/135:50 pm
AUA
-
MDW
2 stops20h 51m
Multiple Airlines
Deal found 1/20$415
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:14 pm
MDW
-
AUA
2 stops17h 41m
Delta
Tue 2/174:35 pm
AUA
-
MDW
1 stop7h 58m
Delta
Deal found 1/20$482
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:30 am
MDW
-
AUA
1 stop6h 55m
Southwest
Thu 2/263:25 pm
AUA
-
MDW
1 stop9h 20m
Southwest
Deal found 1/20$519
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:30 am
MDW
-
AUA
1 stop6h 48m
Delta
Tue 4/283:25 pm
AUA
-
MDW
1 stop8h 04m
Delta
Deal found 1/20$529
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:00 am
MDW
-
AUA
1 stop7h 20m
Delta
Thu 3/263:35 pm
AUA
-
MDW
2 stops21h 54m
Delta
Deal found 1/21$534
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:20 pm
MDW
-
AUA
1 stop18h 05m
Delta
Sat 2/284:35 pm
AUA
-
MDW
1 stop7h 56m
Delta
Deal found 1/20$549

Find flight deals from Midway to Oranjestad

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Oranjestad (AUA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$346
(Trip.com)

One-way from

$214
(Southwest)

Popular in

September

Cheapest in

July

Average price

$810
Provider with most accurate pricing for Chicago Midway-Oranjestad Reina Beatrix flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Oranjestad Reina Beatrix flights.
Search Deals
From Chicago Midway to Oranjestad Reina Beatrix
Search Deals
One-way flight from Chicago Midway to Oranjestad Reina Beatrix
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($144 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Oranjestad 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, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Oranjestad that are best for you.

Fly from

Midway

Fly to

Oranjestad

Route

Depart

Return

Price

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 2/13

6:48 pm-10:55 am

1 stop14h 07m

Oranjestad Reina Beatrix

Mon 2/16

4:40 pm-7:07 pm

2 stops28h 27m

$413

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/17

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Tue 2/24

2:10 pm-10:33 pm

1 stop10h 23m

$489

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 2/9

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Tue 2/17

4:35 pm-10:33 pm

1 stop7h 58m

$489

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 2/23

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sat 2/28

4:35 pm-10:31 pm

1 stop7h 56m

$519

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 2/25

6:40 pm-12:55 pm

1 stop16h 15m

Oranjestad Reina Beatrix

Sat 2/28

4:35 pm-10:31 pm

1 stop7h 56m

$519

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/24

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sat 2/28

4:35 pm-10:31 pm

1 stop7h 56m

$519

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/17

8:50 pm-2:25 pm

2 stops15h 35m

Oranjestad Reina Beatrix

Tue 2/24

3:20 pm-9:00 pm

1 stop7h 40m

$563

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 2/2

6:14 pm-1:55 pm

2 stops17h 41m

Oranjestad Reina Beatrix

Wed 2/11

3:10 pm-9:54 am

2 stops20h 44m

$563

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 2/2

7:50 pm-2:25 pm

2 stops16h 35m

Oranjestad Reina Beatrix

Wed 2/11

3:20 pm-9:00 pm

1 stop7h 40m

$564

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/10

5:00 am-2:25 pm

1 stop7h 25m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 17 results
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2

Compare providers for flights from Midway to Oranjestad

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Oranjestad in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*2 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Oranjestad flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Oranjestad flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Oranjestad flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Oranjestad flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Oranjestad flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Oranjestad

Have a flexible travel schedule? Discover the best time to fly to Oranjestad from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Oranjestad

Get insights into the airlines that provide service to Oranjestad. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oranjestad. Reviews last updated January 21, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Oranjestad, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Midway to Oranjestad. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oranjestad from Chicago Midway?

    Oranjestad Reina Beatrix (AUA) is the airport you will fly into if you book a flight from Chicago Midway to Oranjestad. You should not have trouble finding flights to Reina Beatrix from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Oranjestad airport from Chicago Midway. It is only a 1.6 mi journey from Reina Beatrix (AUA) to Oranjestad’s city center.

  • How long is the flight from Chicago Midway Airport to Oranjestad?

    Airlines like Delta fly from Chicago Midway Airport to Oranjestad in about 7h 20m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 2286 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Oranjestad round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Oranjestad round-trip from $570. Southwest is currently priced 33% below the average price you’ll pay for this route.

  • Can I find deals for flights from Midway to Oranjestad that include hotel bookings?

    Yes. In addition to deals on Midway to Oranjestad flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oranjestad?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oranjestad.

  • Can I find deals for business class flights from Midway to Oranjestad?

    Yes. Cheapflights offers flight deals from Midway to Oranjestad by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Midway to Oranjestad

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O'Hare Intl to Oranjestad flights

Top airline flying from Midway to Oranjestad

Discover the top airline that operate flights from Midway to Oranjestad. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$570Average$835FlexibilityNo cancel feeOn-time63%

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