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Cheap flights from Chicago Midway Airport to Oranjestad from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Oranjestad departing on 4/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Oranjestad

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:21 pm - 12:40 pm
MDW
-
AUA
18h 19m
2 stops
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
$513Delta
Mon, Apr 13 - Tue, Apr 21
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
$521Delta
Mon, Apr 13 - Wed, Apr 22
Delta Logo
1:24 pm - 11:10 am
MDW
-
AUA
20h 46m
2 stops
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
$526Delta
Tue, Apr 14 - Tue, Apr 21
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
$541Delta
Tue, Apr 28 - Tue, May 5
Southwest Logo
6:05 pm - 1:45 pm
MDW
-
AUA
18h 40m
2 stops
Southwest Logo
2:35 pm - 7:35 am
AUA
-
MDW
18h 00m
2 stops
$546Southwest
Tue, Apr 28 - Tue, May 5
Delta Logo
6:00 am - 2:20 pm
MDW
-
AUA
7h 20m
1 stop
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
$551Delta
Fri, Apr 10 - Tue, Apr 21
Delta Logo
6:34 pm - 11:10 am
MDW
-
AUA
15h 36m
2 stops
Delta Logo
3:45 pm - 8:46 am
AUA
-
MDW
18h 01m
1 stop
$556Delta
Mon, Apr 6 - Sun, Apr 12
Delta Logo
6:07 pm - 11:55 am
MDW
-
AUA
16h 48m
1 stop
Delta Logo
3:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
$557Delta
Mon, Mar 23 - Tue, Mar 31
Southwest Logo
7:35 am - 3:35 pm
MDW
-
AUA
7h 00m
1 stop
Southwest Logo
2:45 pm - 9:25 pm
AUA
-
MDW
7h 40m
1 stop
$561Southwest
Sun, Apr 5 - Tue, Apr 14
Southwest Logo
7:35 am - 3:35 pm
MDW
-
AUA
7h 00m
1 stop
Southwest Logo
2:45 pm - 7:35 am
AUA
-
MDW
17h 50m
2 stops
$566Southwest
Sun, Apr 5 - Tue, Apr 14

Delta flights from Chicago Midway Airport to Oranjestad

Our best Delta deals on Chicago Midway Airport to Oranjestad flight tickets
Delta
Apr 13
MDW5:21 pmChicago Midway
18h 19m
2 stops
AUA12:40 pmOranjestad Reina Beatrix
Apr 21
AUA3:25 pmOranjestad Reina Beatrix
8h 03m
1 stop
MDW10:28 pmChicago Midway
$513
Delta
Apr 13
MDW6:00 amChicago Midway
7h 10m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
Apr 22
AUA3:25 pmOranjestad Reina Beatrix
8h 03m
1 stop
MDW10:28 pmChicago Midway
$521
Delta
Apr 14
MDW1:24 pmChicago Midway
20h 46m
2 stops
AUA11:10 amOranjestad Reina Beatrix
Apr 21
AUA3:25 pmOranjestad Reina Beatrix
8h 03m
1 stop
MDW10:28 pmChicago Midway
$526

Southwest flights from Chicago Midway Airport to Oranjestad

Our best Southwest deals on Chicago Midway Airport to Oranjestad flight tickets
Southwest
Apr 28
MDW6:05 pmChicago Midway
18h 40m
2 stops
AUA1:45 pmOranjestad Reina Beatrix
May 5
AUA2:35 pmOranjestad Reina Beatrix
18h 00m
2 stops
MDW7:35 amChicago Midway
$546
Southwest
Apr 5
MDW7:35 amChicago Midway
7h 00m
1 stop
AUA3:35 pmOranjestad Reina Beatrix
Apr 14
AUA2:45 pmOranjestad Reina Beatrix
7h 40m
1 stop
MDW9:25 pmChicago Midway
$561
Southwest
Apr 5
MDW7:35 amChicago Midway
7h 00m
1 stop
AUA3:35 pmOranjestad Reina Beatrix
Apr 14
AUA2:45 pmOranjestad Reina Beatrix
17h 50m
2 stops
MDW7:35 amChicago Midway
$566

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated March 2, 2026.
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

Mon 4/13

5:21 pm-12:40 pm

2 stops18h 19m

Oranjestad Reina Beatrix

Tue 4/21

3:25 pm-10:28 pm

1 stop8h 03m

$513

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 4/13

6:00 am-2:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Wed 4/22

3:25 pm-10:28 pm

1 stop8h 03m

$521

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 4/14

1:24 pm-11:10 am

2 stops20h 46m

Oranjestad Reina Beatrix

Tue 4/21

3:25 pm-10:28 pm

1 stop8h 03m

$526

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 4/28

6:00 am-2:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Tue 5/5

3:25 pm-10:28 pm

1 stop8h 03m

$541

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 4/28

6:05 pm-1:45 pm

2 stops18h 40m

Oranjestad Reina Beatrix

Tue 5/5

2:35 pm-7:35 am

2 stops18h 00m

$546

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 4/10

6:00 am-2:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Tue 4/21

3:25 pm-10:28 pm

1 stop8h 03m

$551

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 4/6

6:34 pm-11:10 am

2 stops15h 36m

Oranjestad Reina Beatrix

Sun 4/12

3:45 pm-8:46 am

1 stop18h 01m

$556

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 3/23

6:07 pm-11:55 am

1 stop16h 48m

Oranjestad Reina Beatrix

Tue 3/31

3:35 pm-10:31 pm

1 stop7h 56m

$557

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 4/5

7:35 am-3:35 pm

1 stop7h 00m

Oranjestad Reina Beatrix

Tue 4/14

2:45 pm-9:25 pm

1 stop7h 40m

$561

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 4/5

7:35 am-3:35 pm

1 stop7h 00m

Oranjestad Reina Beatrix

Tue 4/14

2:45 pm-7:35 am

2 stops17h 50m

$566

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to Oranjestad

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Oranjestad?

The cheapest day to depart from Chicago Midway Airport to Oranjestad is on a Wednesday. Travelers who choose to depart for Oranjestad on a Wednesday will often find tickets for as low as $542. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Oranjestad for around $759.

When to book flights from Chicago Midway Airport to Oranjestad

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Oranjestad according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Oranjestad (MDW to AUA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Oranjestad

Fastest flight time

6h 25m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oranjestad takes 6h 25m
There are no direct flights from Chicago Midway Airport to Oranjestad. There are no popular flight routes from Chicago Midway Airport to Oranjestad.
Search flight deals

  • How far is Chicago Midway to Oranjestad Reina Beatrix by plane?

    There are 2284.7 mi between Chicago Midway and Oranjestad Reina Beatrix. In terms of flight time, this usually takes a little over 6h 25m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Oranjestad Reina Beatrix Airport?

    Prices for flights from Chicago Midway Airport to Oranjestad Reina Beatrix Airport were last updated today.

  • How many operators does momondo search for flights from Chicago Midway Airport to Oranjestad Reina Beatrix Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Oranjestad Reina Beatrix Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Oranjestad Reina Beatrix Airport.

  • What documentation or ID do you need to fly to Oranjestad Reina Beatrix Airport?

    The travel and health documents required for your trip to Oranjestad Reina Beatrix Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oranjestad Reina Beatrix Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago Midway Airport to Oranjestad?

Best airlines flying from Chicago Midway Airport to Oranjestad

Compare and see reviews for airlines that fly from Chicago Midway Airport to Oranjestad with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $570Free CancellationRating
8.0
4,306 reviews
Search Southwest flights

Traveling to a place near Oranjestad?

Book flights to Oranjestad if you plan to visit one of these locations
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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Oranjestad?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Oranjestad. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Oranjestad with flexible booking policies on momondo?

Flights from Chicago to Oranjestad with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Oranjestad?

Once you have performed a search for Chicago to Oranjestad flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Oranjestad right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Oranjestad from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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