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 $370. Other airlines that can offer you cheap pricing are Southwest, from $512, and Delta, from $635. Frontier is currently priced 51% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Chicago Midway Airport to Oranjestad one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $207. Delta flights start at $303 while deals on Southwest start at $348 one-way.

What is the cheapest day to fly from Chicago Midway Airport to Oranjestad?

Travelers seeking maximum savings on their Chicago Midway Airport to Oranjestad flight should consider departing on Monday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Oranjestad ranges from 0.4 - 3.5 inches per month. November is typically the wettest month, when rainfall can reach 3.5 in. March is typically the driest time to visit Oranjestad when rainfall is around 0.4 in.

If weather is an important factor for your trip to Oranjestad, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 80.6 F).

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

Leaving on a Thursday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 60% on the overall cost on flights from Chicago Midway Airport to Oranjestad.

How far in advance should I book a flight from Chicago Midway Airport to Oranjestad?

To save up to 222% on this flight, we recommend booking at least 23 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Oranjestad from $605 1-2 weeks out and tickets from $1,076 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway Airport to Oranjestad?

Our data shows that September tends to be the cheapest month to fly to Oranjestad from Chicago Midway Airport. Users have commonly found prices around $720 for the month, but tickets can be as low as $370. Due to multiple factors, prepare for potentially higher prices in December.

What is the cheapest time of day to fly from MDW to AUA?

When flying from Chicago Midway Airport to Oranjestad, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

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.

$207+ Flights from Chicago Midway Airport to Oranjestad

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Cheap flight deals from Midway to Oranjestad

Round-trip from	$370 (Priceline)
One-way from	$207 (Orbitz)
Popular in	October
Cheapest in	July
Average price	$555

From Chicago Midway to Oranjestad Reina Beatrix

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One-way flight from Chicago Midway to Oranjestad Reina Beatrix

Search Deals

Highest demand for flights based on searches. 10% potential increase in price ($94 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).

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Average for round-trip flights in July 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 July 3, 2025.

Sat 8/166:20 amMDW - AUA

1 stop7h 09mFrontier

Sat 8/233:35 pmAUA - MDW

1 stop8h 33mFrontier

Deal found 7/2

$370

Tue 8/196:15 amMDW - AUA

1 stop7h 20mSouthwest

Tue 8/263:35 pmAUA - MDW

1 stop7h 05mSouthwest

Deal found 7/1

$512

Sat 12/66:00 amMDW - AUA

1 stop7h 15mDelta

Sat 12/134:30 pmAUA - MDW

1 stop7h 14mDelta

Deal found 7/3

$635

Fri 10/1712:06 pmMDW - AUA

3 stops27h 28mMultiple Airlines

Fri 10/2411:45 amAUA - MDW

2 stops21h 34mMultiple Airlines

Deal found 7/3

$661

Best flights from Midway to Oranjestad
Discover carefully curated flight deals from Midway to Oranjestad that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Sat 8/166:20 amMDW - AUA

1 stop7h 09mFrontier

Sat 8/233:35 pmAUA - MDW

1 stop8h 33mFrontier

Deal found 7/2

$370

Tue 8/196:15 amMDW - AUA

1 stop7h 20mSouthwest

Tue 8/263:35 pmAUA - MDW

1 stop7h 05mSouthwest

Deal found 7/1

$512

Sat 12/66:00 amMDW - AUA

1 stop7h 15mDelta

Sat 12/134:30 pmAUA - MDW

1 stop7h 14mDelta

Deal found 7/3

$635

Fri 10/1712:06 pmMDW - AUA

3 stops27h 28mMultiple Airlines

Fri 10/2411:45 amAUA - MDW

2 stops21h 34mMultiple Airlines

Deal found 7/3

$661

Last-minute flights from Midway to Oranjestad
Discover last-minute flight deals from Midway to Oranjestad. Data last updated July 3, 2025 and is based on user searches.

Tue 7/85:00 amMDW - AUA

1 stop6h 35mSouthwest

Wed 7/91:30 pmAUA - MDW

1 stop11h 15mSouthwest

Deal found 7/1

$795

Sat 7/126:20 amMDW - AUA

1 stop7h 09mFrontier

Sat 7/193:35 pmAUA - MDW

1 stop8h 00mFrontier

Deal found 7/3

$440

Sun 7/136:00 amMDW - AUA

1 stop7h 10mDelta

Sun 7/203:25 pmAUA - MDW

1 stop7h 17mDelta

Deal found 7/3

$1,180

Sat 8/166:20 amMDW - AUA

1 stop7h 09mFrontier

Sat 8/233:35 pmAUA - MDW

1 stop8h 33mFrontier

Deal found 7/2

$370

Sat 8/166:04 amMDW - AUA

1 stop7h 06mDelta

Thu 8/213:25 pmAUA - MDW

1 stop7h 19mDelta

Deal found 7/3

$650

Tue 8/196:15 amMDW - AUA

1 stop7h 20mSouthwest

Tue 8/263:35 pmAUA - MDW

1 stop7h 05mSouthwest

Deal found 7/1

$512

Sun 8/245:20 pmMDW - AUA

1 stop19h 35mMultiple Airlines

Sun 8/313:58 pmAUA - MDW

2 stops26h 18mMultiple Airlines

Deal found 7/2

$620

One-way flights from Midway to Oranjestad
Search for one-way flight options from Midway to Oranjestad. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Fri 7/116:40 pmMDW - AUA

2 stops18h 49mFrontier

Deal found 7/1

$207

Sat 8/3010:51 amMDW - AUA

2 stops24h 19mMultiple Airlines

Deal found 7/2

$234

Mon 11/176:00 amMDW - AUA

1 stop7h 15mDelta

Deal found 7/3

$303

Thu 7/175:00 amMDW - AUA

1 stop6h 35mSouthwest

Deal found 7/3

$348

Mon 11/172:00 pmMDW - AUA

2 stops23h 38mWestJet

Deal found 7/1

$1,292

Fri 12/2610:08 amMDW - AUA

2 stops25h 12mLATAM Airlines

Deal found 6/30

$1,684

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Oranjestad that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 8/16

6:20 am-2:29 pm

1 stop7h 09m

Oranjestad Reina Beatrix

Sat 8/23

3:35 pm-11:08 pm

1 stop8h 33m

$370

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 8/19

6:15 am-2:35 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Tue 8/26

3:35 pm-9:40 pm

1 stop7h 05m

$512

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 12/6

6:00 am-3:15 pm

1 stop7h 15m

Oranjestad Reina Beatrix

Sat 12/13

4:30 pm-9:44 pm

1 stop7h 14m

$635

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 10/17

12:06 pm-4:34 pm

3 stops27h 28m

Oranjestad Reina Beatrix

Fri 10/24

11:45 am-8:19 am

2 stops21h 34m

$661

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 7/11

6:40 pm-2:29 pm

2 stops18h 49m

$207

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 8/30

10:51 am-12:10 pm

2 stops24h 19m

$234

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 11/17

6:00 am-3:15 pm

1 stop7h 15m

$303

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 7/17

5:00 am-12:35 pm

1 stop6h 35m

$348

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 11/17

2:00 pm-3:38 pm

2 stops23h 38m

$1,292

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 12/26

10:08 am-1:20 pm

2 stops25h 12m

$1,684

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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

Read through reviews of airlines operating flights from Chicago Midway Airport to Oranjestad, such as Southwest, Delta, and LATAM Airlines. 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

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,266 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,982 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

LATAM Airlines

7.5

Good

1,805 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

WestJet

7.2

Good

2,917 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Frontier

5.9

Fair

3,286 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

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.
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 $370. Other airlines that can offer you cheap pricing are Southwest, from $512, and Delta, from $635. Frontier is currently priced 51% below the average price you’ll pay for this route.
What are the cheapest airlines to fly from Chicago Midway Airport to Oranjestad one-way?
To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $207. Delta flights start at $303 while deals on Southwest start at $348 one-way.
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

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Top 2 airlines flying from Midway to Oranjestad

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$562	Average$794	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$570	Average$810	FlexibilityNo cancel fee	On-time63%

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$207+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Oranjestad with Cheapflights

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Cheap flight deals from Midway to Oranjestad

Round-trip from

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Popular in

Cheapest in

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Find flight deals from Midway to Oranjestad

Cheapest flights from Midway to OranjestadExplore 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 July 3, 2025.

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 July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Oranjestad that are best for you.

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.

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?

Reviews of airlines servicing Oranjestad

Read through reviews of airlines operating flights from Chicago Midway Airport to Oranjestad, such as Southwest, Delta, and LATAM Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

What are the cheapest airlines flying from Chicago Midway Airport to Oranjestad round-trip?

What are the cheapest airlines to fly from Chicago Midway Airport to Oranjestad one-way?

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

How can I find direct flights from Midway to Oranjestad?

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

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

Traveling to a place near Chicago Midway Airport?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

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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 July 3, 2025.