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Cheap flights from Chicago Midway Airport to Oranjestad from $288

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 7/20. 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.
Southwest Logo
8:20 pm - 12:45 pm
MDW
-
AUA
15h 25m
2 stops
Southwest Logo
1:40 pm - 10:20 pm
AUA
-
MDW
9h 40m
2 stops
$614Southwest
Wed, Aug 19 - Wed, Aug 26
Southwest Logo
5:10 am - 12:45 pm
MDW
-
AUA
6h 35m
1 stop
Southwest Logo
5:25 pm - 7:10 am
AUA
-
MDW
14h 45m
2 stops
$630Southwest
Wed, Jul 1 - Sat, Jul 11
Delta Logo
6:05 am - 2:10 pm
MDW
-
AUA
7h 05m
1 stop
Delta Logo
3:25 pm - 10:36 pm
AUA
-
MDW
8h 11m
1 stop
$641Delta
Wed, Aug 19 - Wed, Aug 26
Southwest Logo
5:35 am - 1:35 pm
MDW
-
AUA
7h 00m
1 stop
Southwest Logo
2:35 pm - 9:25 pm
AUA
-
MDW
7h 50m
1 stop
$655Southwest
Thu, May 28 - Wed, Jun 3
Southwest Logo
5:00 am - 12:45 pm
MDW
-
AUA
6h 45m
1 stop
Southwest Logo
1:40 pm - 10:20 pm
AUA
-
MDW
9h 40m
2 stops
$660Southwest
Mon, Aug 24 - Tue, Sep 1
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
Delta Logo
3:25 pm - 10:15 pm
AUA
-
MDW
7h 50m
1 stop
$661Delta
Wed, Jul 8 - Wed, Jul 15
Southwest Logo
5:10 am - 12:45 pm
MDW
-
AUA
6h 35m
1 stop
Southwest Logo
5:25 pm - 11:40 pm
AUA
-
MDW
7h 15m
1 stop
$671Southwest
Wed, Jul 1 - Sat, Jul 11
Multiple Airlines Logo
10:15 am - 2:15 pm
MDW
-
AUA
27h 00m
1 stop
Multiple Airlines Logo
3:05 pm - 9:40 am
AUA
-
MDW
19h 35m
1 stop
$674Multiple Airlines
Tue, Jun 16 - Fri, Jun 26
Southwest Logo
8:20 pm - 12:45 pm
MDW
-
AUA
15h 25m
2 stops
Southwest Logo
1:40 pm - 9:50 pm
AUA
-
MDW
9h 10m
2 stops
$676Southwest
Tue, Aug 11 - Tue, Aug 18
Southwest Logo
5:00 am - 12:45 pm
MDW
-
AUA
6h 45m
1 stop
Southwest Logo
1:40 pm - 9:00 pm
AUA
-
MDW
8h 20m
1 stop
$685Southwest
Mon, Aug 24 - Tue, Sep 1

Delta flights from Chicago Midway Airport to Oranjestad

Our best Delta deals on Chicago Midway Airport to Oranjestad flight tickets
Delta
Aug 19
MDW6:05 amChicago Midway
7h 05m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
Aug 26
AUA3:25 pmOranjestad Reina Beatrix
8h 11m
1 stop
MDW10:36 pmChicago Midway
$641
Delta
Jul 8
MDW6:00 amChicago Midway
7h 10m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
Jul 15
AUA3:25 pmOranjestad Reina Beatrix
7h 50m
1 stop
MDW10:15 pmChicago Midway
$661
Delta
Jun 30
MDW6:00 amChicago Midway
7h 10m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
Jul 6
AUA3:25 pmOranjestad Reina Beatrix
7h 52m
1 stop
MDW10:17 pmChicago Midway
$686

Southwest flights from Chicago Midway Airport to Oranjestad

Our best Southwest deals on Chicago Midway Airport to Oranjestad flight tickets
Southwest
Aug 19
MDW8:20 pmChicago Midway
15h 25m
2 stops
AUA12:45 pmOranjestad Reina Beatrix
Aug 26
AUA1:40 pmOranjestad Reina Beatrix
9h 40m
2 stops
MDW10:20 pmChicago Midway
$614
Southwest
Jul 1
MDW5:10 amChicago Midway
6h 35m
1 stop
AUA12:45 pmOranjestad Reina Beatrix
Jul 11
AUA5:25 pmOranjestad Reina Beatrix
14h 45m
2 stops
MDW7:10 amChicago Midway
$630
Southwest
May 28
MDW5:35 amChicago Midway
7h 00m
1 stop
AUA1:35 pmOranjestad Reina Beatrix
Jun 3
AUA2:35 pmOranjestad Reina Beatrix
7h 50m
1 stop
MDW9:25 pmChicago Midway
$655

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 May 15, 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

Cheapest round-trip

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 8/19

8:20 pm-12:45 pm

2 stops15h 25m

Oranjestad Reina Beatrix

Wed 8/26

1:40 pm-10:20 pm

2 stops9h 40m

$614

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 7/1

5:10 am-12:45 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Sat 7/11

5:25 pm-7:10 am

2 stops14h 45m

$630

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 8/19

6:05 am-2:10 pm

1 stop7h 05m

Oranjestad Reina Beatrix

Wed 8/26

3:25 pm-10:36 pm

1 stop8h 11m

$641

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 5/28

5:35 am-1:35 pm

1 stop7h 00m

Oranjestad Reina Beatrix

Wed 6/3

2:35 pm-9:25 pm

1 stop7h 50m

$655

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 8/24

5:00 am-12:45 pm

1 stop6h 45m

Oranjestad Reina Beatrix

Tue 9/1

1:40 pm-10:20 pm

2 stops9h 40m

$660

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 7/8

6:00 am-2:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Wed 7/15

3:25 pm-10:15 pm

1 stop7h 50m

$661
Quickest round-trip

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 7/1

5:10 am-12:45 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Sat 7/11

5:25 pm-11:40 pm

1 stop7h 15m

$671

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 6/16

10:15 am-2:15 pm

1 stop27h 00m

Oranjestad Reina Beatrix

Fri 6/26

3:05 pm-9:40 am

1 stop19h 35m

$674

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 8/11

8:20 pm-12:45 pm

2 stops15h 25m

Oranjestad Reina Beatrix

Tue 8/18

1:40 pm-9:50 pm

2 stops9h 10m

$676

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 8/24

5:00 am-12:45 pm

1 stop6h 45m

Oranjestad Reina Beatrix

Tue 9/1

1:40 pm-9:00 pm

1 stop8h 20m

$685

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Oranjestad from

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 $572. 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 $739.

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 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oranjestad takes 6h 35m
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

Frequently asked questions about flying from Chicago Midway Airport to Oranjestad

  • 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 35m.

  • 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
4,299 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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Southwest