Oranjestad

$155+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Aug 25 — Sep 11
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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 August 20, 2025.

Round-trip from

$544
(FlightHub)

One-way from

$155
(Cheapflightsfares)

Popular in

October

Cheapest in

July

Average price

$582
From Chicago Midway to Oranjestad Reina Beatrix
One-way flight from Chicago Midway to Oranjestad Reina Beatrix
Highest demand for flights based on searches. 14% potential increase in price ($129 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in August 2025

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 August 20, 2025.

This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:10 amMDW - AUA
1 stop7h 19mFrontier
Sat 8/303:35 pmAUA - MDW
1 stop19h 33mFrontier
Deal found 8/18$396
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:00 amMDW - AUA
1 stop7h 29mFrontier
Sat 12/204:40 pmAUA - MDW
1 stop8h 25mFrontier
Deal found 8/18$544
This Cheapflightsfares deal was found by Cheapflights users on 8/20. 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 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
Thu 12/254:40 pmAUA - MDW
1 stop8h 25mFrontier
Deal found 8/20$545
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:15 amMDW - AUA
1 stop8h 23mFrontier
Sat 10/254:53 pmAUA - MDW
1 stop7h 32mFrontier
Deal found 8/19$553
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:00 amMDW - AUA
1 stop29h 39mFrontier
Thu 12/254:40 pmAUA - MDW
1 stop8h 25mFrontier
Deal found 8/20$568
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier 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 8/19$599
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 11/2211:00 amMDW - AUA
1 stop26h 40mMultiple Airlines
Fri 11/284:30 pmAUA - MDW
1 stop19h 35mMultiple Airlines
Deal found 8/17$609
This Southwest deal was found by Cheapflights users on 8/20. 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.
Wed 11/55:15 pmMDW - AUA
2 stops19h 45mSouthwest
Tue 11/113:55 pmAUA - MDW
2 stops19h 20mSouthwest
Deal found 8/20$625
This Delta deal was found by Cheapflights users on 8/18. 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 11/196:00 amMDW - AUA
1 stop7h 15mDelta
Wed 11/263:15 pmAUA - MDW
2 stops26h 15mDelta
Deal found 8/18$631
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Sat 11/111:00 amMDW - AUA
1 stop27h 40mMultiple Airlines
Thu 11/66:00 pmAUA - MDW
2 stops23h 20mMultiple Airlines
Deal found 8/20$646

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 August 20, 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

Sat 12/13

6:00 am-3:29 pm

1 stop7h 29m

Oranjestad Reina Beatrix

Sat 12/20

4:40 pm-11:05 pm

1 stop8h 25m

$544

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 1/25

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Wed 2/4

4:25 pm-9:46 pm

1 stop7h 21m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 1/25

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Fri 2/6

4:30 pm-8:54 am

1 stop18h 24m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 12/18

6:00 am-3:39 pm

1 stop7h 39m

Oranjestad Reina Beatrix

Thu 12/25

4:40 pm-11:05 pm

1 stop8h 25m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 1/27

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Wed 2/4

4:25 pm-9:46 pm

1 stop7h 21m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 1/27

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Fri 2/6

4:30 pm-8:54 am

1 stop18h 24m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 1/27

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Thu 2/5

4:25 pm-9:46 pm

1 stop7h 21m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 1/28

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Thu 2/5

4:25 pm-9:46 pm

1 stop7h 21m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 1/28

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Fri 2/6

2:10 pm-9:46 pm

1 stop9h 36m

$545

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 1/25

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Thu 2/5

4:25 pm-9:46 pm

1 stop7h 21m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 19 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 August 20, 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.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
8.0
Very good

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 Frontier and Delta fly from Chicago Midway Airport to Oranjestad in about 7h 29m. The time it takes to get you to your destination can typically vary by up to 10h 01m. Airlines will cover a distance of 2286 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $562. Another airline that can offer you cheap pricing is Southwest. Delta is currently priced 24% 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?

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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.

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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$562Average$761FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$570Average$795FlexibilityNo cancel feeOn-time63%

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