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Oranjestad

$257+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$492
(Delta)

One-way from

$257
(Kiwi.com)

Popular in

September

Cheapest in

July

Average price

$1,080
From Chicago Midway to Oranjestad Reina Beatrix
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One-way flight from Chicago Midway to Oranjestad Reina Beatrix
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Highest demand for flights based on searches. 11% potential increase in price ($98 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 11/116:00 amMDW - AUA
1 stop7h 20mDelta
Sat 11/154:35 pmAUA - MDW
1 stop8h 57mDelta
Deal found 9/15$492
This Delta deal was found by Cheapflights users on 9/16. 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 12/712:50 pmMDW - AUA
2 stops23h 05mDelta
Sat 12/133:10 pmAUA - MDW
2 stops20h 44mDelta
Deal found 9/16$497
This Delta deal was found by Cheapflights users on 9/16. 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 11/156:00 amMDW - AUA
1 stop7h 20mDelta
Sat 11/224:35 pmAUA - MDW
1 stop8h 57mDelta
Deal found 9/16$517
This Delta deal was found by Cheapflights users on 9/16. 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 12/55:32 pmMDW - AUA
2 stops18h 23mDelta
Sat 12/133:10 pmAUA - MDW
2 stops20h 44mDelta
Deal found 9/16$522
This Delta deal was found by Cheapflights users on 9/16. 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 12/75:32 pmMDW - AUA
2 stops18h 23mDelta
Fri 12/124:35 pmAUA - MDW
2 stops21h 59mDelta
Deal found 9/16$523
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/186:15 amMDW - AUA
1 stop8h 25mMultiple Airlines
Fri 10/243:55 pmAUA - MDW
2 stops26h 18mMultiple Airlines
Deal found 9/15$538
This Delta deal was found by Cheapflights users on 9/16. 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 12/56:40 pmMDW - AUA
2 stops16h 35mDelta
Fri 12/124:35 pmAUA - MDW
2 stops21h 59mDelta
Deal found 9/16$548
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/186:15 amMDW - AUA
1 stop8h 25mMultiple Airlines
Thu 10/233:55 pmAUA - MDW
2 stops30h 05mMultiple Airlines
Deal found 9/15$549
This Delta deal was found by Cheapflights users on 9/15. 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 11/116:00 amMDW - AUA
1 stop7h 20mDelta
Tue 11/184:35 pmAUA - MDW
1 stop8h 57mDelta
Deal found 9/15$551
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/186:15 amMDW - AUA
1 stop8h 25mMultiple Airlines
Sat 10/253:45 pmAUA - MDW
2 stops16h 40mMultiple Airlines
Deal found 9/15$558
This Delta deal was found by Cheapflights users on 9/15. 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 11/156:00 amMDW - AUA
1 stop7h 20mDelta
Wed 11/194:35 pmAUA - MDW
1 stop8h 57mDelta
Deal found 9/15$576
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amMDW - AUA
1 stop7h 39mFrontier
Sat 12/274:40 pmAUA - MDW
1 stop8h 25mFrontier
Deal found 9/16$580

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 September 17, 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

Sun 12/7

1:14 pm-1:55 pm

2 stops22h 41m

Oranjestad Reina Beatrix

Sat 12/13

4:35 pm-11:32 pm

1 stop8h 57m

$497

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 11/15

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sat 11/22

4:35 pm-11:32 pm

1 stop8h 57m

$517

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 12/6

1:14 pm-1:55 pm

2 stops22h 41m

Oranjestad Reina Beatrix

Sat 12/13

4:35 pm-12:34 pm

2 stops21h 59m

$522

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 12/5

5:32 pm-1:15 pm

1 stop17h 43m

Oranjestad Reina Beatrix

Sat 12/13

4:35 pm-12:34 pm

2 stops21h 59m

$522

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 12/7

5:32 pm-1:55 pm

2 stops18h 23m

Oranjestad Reina Beatrix

Fri 12/12

4:35 pm-12:34 pm

2 stops21h 59m

$523

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 12/6

1:14 pm-1:55 pm

2 stops22h 41m

Oranjestad Reina Beatrix

Fri 12/12

4:35 pm-12:34 pm

2 stops21h 59m

$548

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 11/15

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Wed 11/19

4:35 pm-11:32 pm

1 stop8h 57m

$576

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 11/11

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sun 11/16

4:35 pm-11:32 pm

1 stop8h 57m

$611

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 10/21

6:00 am-2:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Wed 10/22

3:25 pm-10:14 pm

1 stop7h 49m

$662

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 10/11

6:15 am-3:40 pm

1 stop8h 25m

Oranjestad Reina Beatrix

Sat 10/18

4:55 pm-8:21 pm

1 stop28h 26m

$669

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 16 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Oranjestad

What is the cheapest month to book a flight from Chicago Midway Airport to Oranjestad?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Oranjestad (average of $456). Flying from Chicago Midway Airport to Oranjestad in July is currently the most expensive (average of $595). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 September 17, 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
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Crew

8.6

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 22h 41m. 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 $558. Another airline that can offer you cheap pricing is Delta. Southwest is currently priced 27% 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Oranjestad?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Oranjestad (average of $456). Flying from Chicago Midway Airport to Oranjestad in July is currently the most expensive (average of $595). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$558Average$784FlexibilityNo cancel feeOn-time63%
DeltaCheapest$562Average$759FlexibilityNo cancel feeOn-timeN/A

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