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Oranjestad

$135+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 December 4, 2025.

This Mytrip deal was found by Cheapflights users on 12/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:12 amMDW - AUA
1 stop27h 08mFrontier
Sat 12/2712:40 pmAUA - MDW
1 stop11h 32mFrontier
Deal found 12/2$362
This Delta deal was found by Cheapflights users on 12/3. 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.
Tue 12/166:00 amMDW - AUA
1 stop7h 20mDelta
Wed 12/174:35 pmAUA - MDW
1 stop9h 12mDelta
Deal found 12/3$468
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/198:15 amMDW - AUA
1 stop25h 05mMultiple Airlines
Tue 12/304:40 pmAUA - MDW
2 stops31h 32mMultiple Airlines
Deal found 12/2$473
This Delta deal was found by Cheapflights users on 12/3. 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.
Fri 12/196:00 amMDW - AUA
1 stop7h 20mDelta
Wed 12/314:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 12/3$498
This Delta deal was found by Cheapflights users on 12/3. 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.
Sat 12/206:08 pmMDW - AUA
2 stops16h 22mDelta
Wed 12/314:35 pmAUA - MDW
2 stops26h 51mDelta
Deal found 12/3$542
This Delta deal was found by Cheapflights users on 12/3. 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.
Sun 12/215:05 pmMDW - AUA
1 stop17h 25mDelta
Wed 12/314:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 12/3$557
This Delta deal was found by Cheapflights users on 12/3. 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.
Sat 12/206:08 pmMDW - AUA
2 stops16h 22mDelta
Mon 12/294:35 pmAUA - MDW
2 stops18h 14mDelta
Deal found 12/3$572
This Delta deal was found by Cheapflights users on 12/3. 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.
Sun 12/76:00 amMDW - AUA
1 stop7h 20mDelta
Sat 12/134:35 pmAUA - MDW
1 stop9h 12mDelta
Deal found 12/3$587
This Delta deal was found by Cheapflights users on 12/3. 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.
Sun 12/215:05 pmMDW - AUA
1 stop17h 25mDelta
Sun 12/284:35 pmAUA - MDW
2 stops26h 51mDelta
Deal found 12/3$591

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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$362
(Mytrip)

One-way from

$135
(Kiwi.com)

Popular in

September

Cheapest in

July

Average price

$845
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.
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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. 17% potential increase in price ($177 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 4, 2025.
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

Mon 1/5

5:31 pm-12:55 pm

1 stop17h 24m

Oranjestad Reina Beatrix

Wed 1/14

2:10 pm-10:07 pm

1 stop9h 57m

$459

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 1/7

6:45 am-3:20 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Mon 1/12

2:10 pm-10:07 pm

1 stop9h 57m

$498

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 12/19

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Wed 12/31

4:35 pm-10:22 pm

1 stop7h 47m

$498

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 1/19

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Mon 1/26

4:35 pm-10:22 pm

1 stop7h 47m

$498

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 2/12

1:28 pm-12:55 pm

2 stops21h 27m

Oranjestad Reina Beatrix

Wed 2/18

2:10 pm-10:42 pm

1 stop10h 32m

$502

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/10

1:26 pm-12:55 pm

2 stops21h 29m

Oranjestad Reina Beatrix

Tue 2/17

4:35 pm-12:46 pm

2 stops22h 11m

$531

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 12/20

6:08 pm-12:30 pm

2 stops16h 22m

Oranjestad Reina Beatrix

Wed 12/31

4:35 pm-10:22 pm

1 stop7h 47m

$542

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 12/20

6:08 pm-12:30 pm

2 stops16h 22m

Oranjestad Reina Beatrix

Tue 12/30

1:45 pm-8:49 am

2 stops21h 04m

$542

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 2/12

6:40 pm-12:55 pm

1 stop16h 15m

Oranjestad Reina Beatrix

Thu 2/19

2:10 pm-10:42 pm

1 stop10h 32m

$552

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 12/22

5:05 pm-12:30 pm

1 stop17h 25m

Oranjestad Reina Beatrix

Wed 12/31

4:35 pm-8:49 am

2 stops18h 14m

$561

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 20 results
1
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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Oranjestad flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 December 4, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Oranjestad, such as Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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
Delta
7.9
Good
8,011 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

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 2 airlines have 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 17h 24m. 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 are the cheapest airlines flying from Chicago Midway Airport to Oranjestad round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Oranjestad round-trip from $458. Another airline that can offer you cheap pricing is Southwest. Delta is currently priced 44% 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

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Oranjestad flights

Top 2 airlines flying from Midway to Oranjestad

Discover the top 2 airlines 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$458Average$759FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$595Average$835FlexibilityNo cancel feeOn-time63%

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