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Cheap flights from Chicago Midway Airport to Oranjestad from $243

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 11/1. 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.
Southwest Logo
8:25 pm - 3:00 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
16h 35m2 stops Baltimore/Washington Orlando
Southwest Logo
4:00 pm - 10:55 pmAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
8h 55m1 stop Orlando
$595Southwest
Sun, Nov 1 - Thu, Nov 5
Southwest Logo
6:05 pm - 3:00 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
18h 55m2 stops Phoenix Sky Harbor Intl Orlando
Southwest Logo
4:00 pm - 1:05 amAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
11h 05m2 stops Orlando Dallas Love Field
$595Southwest
Sun, Nov 1 - Thu, Nov 5
Southwest Logo
3:35 pm - 3:00 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
21h 25m2 stops Las Vegas Harry Reid Intl Orlando
Southwest Logo
3:15 pm - 9:05 amAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
19h 50m2 stops Baltimore/Washington Orlando
$610Southwest
Sun, Dec 13 - Fri, Dec 18
Southwest Logo
8:25 pm - 3:00 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
16h 35m2 stops Baltimore/Washington Orlando
Southwest Logo
4:00 pm - 10:55 pmAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
8h 55m1 stop Orlando
$610Southwest
Sun, Nov 1 - Fri, Nov 6
Southwest Logo
6:05 pm - 3:00 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
18h 55m2 stops Phoenix Sky Harbor Intl Orlando
Southwest Logo
4:00 pm - 1:05 amAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
11h 05m2 stops Orlando Dallas Love Field
$610Southwest
Sun, Nov 1 - Fri, Nov 6
Southwest Logo
5:10 am - 3:00 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
7h 50m1 stop Orlando
Southwest Logo
3:15 pm - 9:05 amAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
19h 50m2 stops Baltimore/Washington Orlando
$661Southwest
Sun, Dec 13 - Fri, Dec 18
Delta Logo
9:30 am - 4:45 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
29h 15m2 stops Detroit Metropolitan Wayne County Boston Logan Intl
Delta Logo
6:00 pm - 12:33 pmAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
20h 33m2 stops Boston Logan Intl Detroit Metropolitan Wayne County
$666Delta
Tue, Dec 29 - Tue, Jan 5
Delta Logo
6:04 am - 3:20 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
7h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:35 pm - 10:56 pmAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
8h 21m1 stop Atlanta Hartsfield-Jackson
$671Delta
Mon, Nov 2 - Fri, Nov 13
Delta Logo
6:00 am - 3:20 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
7h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:35 pm - 10:10 pmAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
7h 35m1 stop Atlanta Hartsfield-Jackson
$671Delta
Tue, Jan 5 - Wed, Jan 13
Delta Logo
6:04 am - 2:20 pmMDW  Chicago Midway-AUA Oranjestad Reina Beatrix
7h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:35 pm - 10:33 pmAUA  Oranjestad Reina Beatrix-MDW Chicago Midway
7h 58m1 stop Atlanta Hartsfield-Jackson
$671Delta
Sat, Oct 31 - Wed, Nov 4

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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
Nov 1
MDW6:05 pmChicago Midway
18h 55m
2 stops
AUA3:00 pmOranjestad Reina Beatrix
Nov 5
AUA4:00 pmOranjestad Reina Beatrix
11h 05m
2 stops
MDW1:05 amChicago Midway
$595
Southwest
Nov 1
MDW8:25 pmChicago Midway
16h 35m
2 stops
AUA3:00 pmOranjestad Reina Beatrix
Nov 6
AUA4:00 pmOranjestad Reina Beatrix
8h 55m
1 stop
MDW10:55 pmChicago Midway
$610
Southwest
Dec 13
MDW5:10 amChicago Midway
7h 50m
1 stop
AUA3:00 pmOranjestad Reina Beatrix
Dec 18
AUA3:15 pmOranjestad Reina Beatrix
19h 50m
2 stops
MDW9:05 amChicago Midway
$661

Delta flights from Chicago Midway Airport to Oranjestad

Our best Delta deals on Chicago Midway Airport to Oranjestad flight tickets
Delta
Dec 29
MDW9:30 amChicago Midway
29h 15m
2 stops
AUA4:45 pmOranjestad Reina Beatrix
Jan 5
AUA6:00 pmOranjestad Reina Beatrix
20h 33m
2 stops
MDW12:33 pmChicago Midway
$666
Delta
Oct 31
MDW6:04 amChicago Midway
7h 16m
1 stop
AUA2:20 pmOranjestad Reina Beatrix
Nov 12
AUA4:35 pmOranjestad Reina Beatrix
8h 21m
1 stop
MDW10:56 pmChicago Midway
$671
Delta
Nov 2
MDW6:04 amChicago Midway
7h 16m
1 stop
AUA3:20 pmOranjestad Reina Beatrix
Nov 12
AUA3:10 pmOranjestad Reina Beatrix
21h 23m
2 stops
MDW10:33 amChicago Midway
$676

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 August 11, 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 Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sun 11/1

8:25 pm-3:00 pm

2 stops16h 35m

Oranjestad Reina Beatrix

Thu 11/5

4:00 pm-10:55 pm

1 stop8h 55m

$595

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sun 11/1

6:05 pm-3:00 pm

2 stops18h 55m

Oranjestad Reina Beatrix

Thu 11/5

4:00 pm-1:05 am

2 stops11h 05m

$595

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sun 12/13

3:35 pm-3:00 pm

2 stops21h 25m

Oranjestad Reina Beatrix

Fri 12/18

3:15 pm-9:05 am

2 stops19h 50m

$610

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sun 11/1

8:25 pm-3:00 pm

2 stops16h 35m

Oranjestad Reina Beatrix

Fri 11/6

4:00 pm-10:55 pm

1 stop8h 55m

$610

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sun 11/1

6:05 pm-3:00 pm

2 stops18h 55m

Oranjestad Reina Beatrix

Fri 11/6

4:00 pm-1:05 am

2 stops11h 05m

$610

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sun 12/13

5:10 am-3:00 pm

1 stop7h 50m

Oranjestad Reina Beatrix

Fri 12/18

3:15 pm-9:05 am

2 stops19h 50m

$661

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Tue 12/29

9:30 am-4:45 pm

2 stops29h 15m

Oranjestad Reina Beatrix

Tue 1/5

6:00 pm-12:33 pm

2 stops20h 33m

$666

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Mon 11/2

6:04 am-3:20 pm

1 stop7h 16m

Oranjestad Reina Beatrix

Fri 11/13

4:35 pm-10:56 pm

1 stop8h 21m

$671
Quickest round-trip

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Tue 1/5

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Wed 1/13

4:35 pm-10:10 pm

1 stop7h 35m

$671

ChicagoOranjestad

MDW Chicago Midway - AUA Oranjestad Reina Beatrix

MDWAUA

Chicago Midway

Sat 10/31

6:04 am-2:20 pm

1 stop7h 16m

Oranjestad Reina Beatrix

Wed 11/4

4:35 pm-10:33 pm

1 stop7h 58m

$671

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 $599. 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 $750.

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 59m

Direct flights

None
The fastest flight from Chicago Midway Airport to Oranjestad takes 6h 59m
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 59m.

  • 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
8.0
4,221 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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