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Oranjestad

$297+ 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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/5. 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 11/296:00 amMDW - AUA
1 stop7h 20mDelta
Mon 12/294:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 11/5$354
This Delta deal was found by Cheapflights users on 11/4. 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 12/171:14 pmMDW - AUA
2 stops24h 06mDelta
Wed 12/244:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 11/4$358
This Delta deal was found by Cheapflights users on 11/4. 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 12/186:00 amMDW - AUA
1 stop7h 20mDelta
Mon 12/294:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 11/4$438
This Delta deal was found by Cheapflights users on 11/4. 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 12/219:29 amMDW - AUA
2 stops25h 01mDelta
Mon 12/294:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 11/4$442
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/196:12 amMDW - AUA
1 stop27h 08mMultiple Airlines
Wed 12/317:35 pmAUA - MDW
2 stops17h 31mMultiple Airlines
Deal found 11/5$473
This Delta deal was found by Cheapflights users on 11/4. 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 12/229:29 amMDW - AUA
2 stops25h 01mDelta
Mon 12/291:45 pmAUA - MDW
2 stops21h 04mDelta
Deal found 11/4$474
This Delta deal was found by Cheapflights users on 11/6. 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 12/156:00 amMDW - AUA
1 stop7h 20mDelta
Fri 12/192:30 pmAUA - MDW
1 stop11h 17mDelta
Deal found 11/6$495
This Delta deal was found by Cheapflights users on 11/4. 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 12/229:29 amMDW - AUA
2 stops25h 01mDelta
Wed 12/244:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 11/4$499
This Delta deal was found by Cheapflights users on 11/4. 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 12/186:00 amMDW - AUA
1 stop7h 20mDelta
Wed 12/314:35 pmAUA - MDW
2 stops26h 51mDelta
Deal found 11/4$526
This Delta deal was found by Cheapflights users on 11/5. 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 12/225:05 pmMDW - AUA
1 stop17h 25mDelta
Fri 1/94:35 pmAUA - MDW
1 stop7h 34mDelta
Deal found 11/5$554
This Delta deal was found by Cheapflights users on 11/4. 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 12/175:29 pmMDW - AUA
1 stop17h 46mDelta
Wed 12/314:35 pmAUA - MDW
1 stop7h 47mDelta
Deal found 11/4$555
This Delta deal was found by Cheapflights users on 11/5. 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 12/225:05 pmMDW - AUA
1 stop17h 25mDelta
Thu 1/84:35 pmAUA - MDW
2 stops18h 19mDelta
Deal found 11/5$558

Cheap 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$354
(Delta)

One-way from

$297
(Trip.com)

Popular in

September

Cheapest in

July

Average price

$683
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. 19% potential increase in price ($190 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 6, 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

Wed 1/7

6:45 am-3:20 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Sat 1/17

1:45 pm-10:09 pm

1 stop10h 24m

$358

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 1/19

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sat 1/24

4:35 pm-10:26 pm

1 stop7h 51m

$358

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 2/2

12:48 pm-1:55 pm

2 stops23h 07m

Oranjestad Reina Beatrix

Sat 2/7

1:15 pm-8:54 am

2 stops21h 39m

$362

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 2/5

1:28 pm-12:55 pm

2 stops21h 27m

Oranjestad Reina Beatrix

Sat 2/7

1:15 pm-8:54 am

2 stops21h 39m

$362

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 1/31

4:30 pm-1:55 pm

2 stops19h 25m

Oranjestad Reina Beatrix

Mon 2/2

4:35 pm-12:48 pm

2 stops22h 13m

$362

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 2/4

1:28 pm-12:55 pm

2 stops21h 27m

Oranjestad Reina Beatrix

Sat 2/7

4:35 pm-10:26 pm

1 stop7h 51m

$362

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 12/18

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Mon 12/29

1:45 pm-8:49 am

2 stops21h 04m

$442

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 12/21

9:29 am-12:30 pm

2 stops25h 01m

Oranjestad Reina Beatrix

Wed 12/31

4:35 pm-10:22 pm

1 stop7h 47m

$442

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 12/21

9:29 am-12:30 pm

2 stops25h 01m

Oranjestad Reina Beatrix

Thu 12/25

4:35 pm-10:22 pm

1 stop7h 47m

$442

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 12/21

9:29 am-12:30 pm

2 stops25h 01m

Oranjestad Reina Beatrix

Mon 12/29

1:45 pm-8:49 am

2 stops21h 04m

$442

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 19 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 November.
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

*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 November 6, 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
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 6h 35m. 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 43% 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

Traveling to a place near Oranjestad?

Book flights to Oranjestad if you plan to visit one of these locations
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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$458Average$794FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$595Average$886FlexibilityNo cancel feeOn-time63%

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