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Cheap flights from Chicago Midway Airport to Oranjestad from $311

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 7/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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
6:05 am - 12:40 pm
MDW
-
AUA
29h 35m
2 stops
Delta Logo
1:55 pm - 3:25 pm
AUA
-
MDW
26h 30m
2 stops
$646Delta
Sun, Sep 27 - Fri, Oct 2
Southwest Logo
5:10 am - 2:45 pm
MDW
-
AUA
8h 35m
1 stop
Southwest Logo
1:45 pm - 9:25 pm
AUA
-
MDW
8h 40m
1 stop
$648Southwest
Mon, Jul 13 - Mon, Jul 20
Southwest Logo
4:15 pm - 12:45 pm
MDW
-
AUA
19h 30m
2 stops
Southwest Logo
1:45 pm - 1:05 am
AUA
-
MDW
12h 20m
2 stops
$653Southwest
Mon, Jul 13 - Mon, Jul 20
Southwest Logo
8:15 pm - 2:45 pm
MDW
-
AUA
17h 30m
2 stops
Southwest Logo
2:55 pm - 8:55 pm
AUA
-
MDW
7h 00m
1 stop
$658Southwest
Mon, Aug 24 - Sat, Aug 29
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
$661Delta
Tue, Aug 25 - Wed, Sep 2
Delta Logo
1:19 pm - 12:00 pm
MDW
-
AUA
21h 41m
2 stops
Delta Logo
3:25 pm - 9:07 am
AUA
-
MDW
18h 42m
2 stops
$666Delta
Fri, Sep 25 - Thu, Oct 1
Southwest Logo
2:30 pm - 12:45 pm
MDW
-
AUA
21h 15m
2 stops
Southwest Logo
1:45 pm - 12:10 am
AUA
-
MDW
11h 25m
2 stops
$670Southwest
Mon, Jul 20 - Fri, Jul 24
Southwest Logo
8:55 pm - 4:30 pm
MDW
-
AUA
18h 35m
2 stops
Southwest Logo
1:45 pm - 11:25 pm
AUA
-
MDW
10h 40m
2 stops
$673Southwest
Fri, Jul 17 - Wed, Jul 22
Southwest Logo
5:10 am - 2:45 pm
MDW
-
AUA
8h 35m
1 stop
Southwest Logo
1:45 pm - 10:05 pm
AUA
-
MDW
9h 20m
1 stop
$688Southwest
Fri, Jul 17 - Wed, Jul 22
Southwest Logo
5:10 am - 2:45 pm
MDW
-
AUA
8h 35m
1 stop
Southwest Logo
3:45 pm - 10:40 pm
AUA
-
MDW
7h 55m
1 stop
$695Southwest
Fri, Jul 31 - Thu, Aug 20

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Southwest flights from Chicago Midway Airport to Oranjestad

Our best Southwest deals on Chicago Midway Airport to Oranjestad flight tickets
Southwest
Jul 13
MDW5:10 amChicago Midway
8h 35m
1 stop
AUA2:45 pmOranjestad Reina Beatrix
Jul 20
AUA1:45 pmOranjestad Reina Beatrix
8h 40m
1 stop
MDW9:25 pmChicago Midway
$648
Southwest
Jul 13
MDW4:15 pmChicago Midway
19h 30m
2 stops
AUA12:45 pmOranjestad Reina Beatrix
Jul 20
AUA1:45 pmOranjestad Reina Beatrix
12h 20m
2 stops
MDW1:05 amChicago Midway
$653
Southwest
Aug 24
MDW8:15 pmChicago Midway
17h 30m
2 stops
AUA2:45 pmOranjestad Reina Beatrix
Aug 29
AUA2:55 pmOranjestad Reina Beatrix
7h 00m
1 stop
MDW8:55 pmChicago Midway
$658

Delta flights from Chicago Midway Airport to Oranjestad

Our best Delta deals on Chicago Midway Airport to Oranjestad flight tickets
Delta
Sep 27
MDW6:05 amChicago Midway
29h 35m
2 stops
AUA12:40 pmOranjestad Reina Beatrix
Oct 2
AUA1:55 pmOranjestad Reina Beatrix
26h 30m
2 stops
MDW3:25 pmChicago Midway
$646
Delta
Aug 25
MDW6:05 amChicago Midway
7h 05m
1 stop
AUA2:10 pmOranjestad Reina Beatrix
Sep 2
AUA3:25 pmOranjestad Reina Beatrix
8h 11m
1 stop
MDW10:36 pmChicago Midway
$661
Delta
Sep 25
MDW1:19 pmChicago Midway
21h 41m
2 stops
AUA12:00 pmOranjestad Reina Beatrix
Oct 1
AUA3:25 pmOranjestad Reina Beatrix
18h 42m
2 stops
MDW9:07 amChicago Midway
$666

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 June 30, 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

Sun 9/27

6:05 am-12:40 pm

2 stops29h 35m

Oranjestad Reina Beatrix

Fri 10/2

1:55 pm-3:25 pm

2 stops26h 30m

$646

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 7/13

5:10 am-2:45 pm

1 stop8h 35m

Oranjestad Reina Beatrix

Mon 7/20

1:45 pm-9:25 pm

1 stop8h 40m

$648

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 7/13

4:15 pm-12:45 pm

2 stops19h 30m

Oranjestad Reina Beatrix

Mon 7/20

1:45 pm-1:05 am

2 stops12h 20m

$653

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 8/24

8:15 pm-2:45 pm

2 stops17h 30m

Oranjestad Reina Beatrix

Sat 8/29

2:55 pm-8:55 pm

1 stop7h 00m

$658
Quickest round-trip

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 8/25

6:05 am-2:10 pm

1 stop7h 05m

Oranjestad Reina Beatrix

Wed 9/2

3:25 pm-10:36 pm

1 stop8h 11m

$661

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 9/25

1:19 pm-12:00 pm

2 stops21h 41m

Oranjestad Reina Beatrix

Thu 10/1

3:25 pm-9:07 am

2 stops18h 42m

$666

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 7/20

2:30 pm-12:45 pm

2 stops21h 15m

Oranjestad Reina Beatrix

Fri 7/24

1:45 pm-12:10 am

2 stops11h 25m

$670

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 7/17

8:55 pm-4:30 pm

2 stops18h 35m

Oranjestad Reina Beatrix

Wed 7/22

1:45 pm-11:25 pm

2 stops10h 40m

$673

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 7/17

5:10 am-2:45 pm

1 stop8h 35m

Oranjestad Reina Beatrix

Wed 7/22

1:45 pm-10:05 pm

1 stop9h 20m

$688

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 7/31

5:10 am-2:45 pm

1 stop8h 35m

Oranjestad Reina Beatrix

Thu 8/20

3:45 pm-10:40 pm

1 stop7h 55m

$695

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 $590. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Oranjestad for around $743.

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 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oranjestad takes 6h 45m
There are no direct flights from Chicago Midway Airport to Oranjestad. There are no popular flight routes from Chicago Midway Airport to Oranjestad.
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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 45m.

  • 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 $635Free CancellationRating
7.9
4,247 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