MDW - AUA

$243 Find Cheap Flights from Chicago Midway Airport to Oranjestad

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Oranjestad departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Oranjestad

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oranjestad, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oranjestad, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$521
Multiple Airlines
Mon 6/8Fri 6/12
MDW - AUA • 1 stop
Cheapest one-way
$243
Multiple Airlines
Tue 5/26
MDW - AUA • 3 stops
Top airlines
Southwest
Cheapest • from $594 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Midway and Oranjestad. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Baltimore (BWI)
Cheapest • Avg $570 (round-trip)
Charlotte (CLT)
Shortest trip • 7h 05m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oranjestad!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Oranjestad (MDW-AUA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Oranjestad that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Oranjestad

Mon, Jun 8 - Fri, Jun 12
Multiple Airlines Logo
3:20 pm - 2:15 pm
MDW
-
AUA
21h 55m
1 stop
Multiple Airlines Logo
3:05 pm - 9:40 am
AUA
-
MDW
19h 35m
1 stop
$521Multiple Airlines
Mon, Jun 8 - Fri, Jun 12
Multiple Airlines Logo
3:20 pm - 10:45 am
MDW
-
AUA
18h 25m
2 stops
Multiple Airlines Logo
3:05 pm - 9:40 am
AUA
-
MDW
19h 35m
1 stop
$579Multiple Airlines
Wed, Jul 1 - Sun, Jul 5
Southwest Logo
5:30 pm - 12:45 pm
MDW
-
AUA
18h 15m
2 stops
Southwest Logo
2:45 pm - 11:45 pm
AUA
-
MDW
10h 00m
1 stop
$594Southwest
Thu, May 21 - Tue, May 26
Multiple Airlines Logo
3:20 pm - 2:15 pm
MDW
-
AUA
21h 55m
1 stop
Multiple Airlines Logo
3:05 pm - 9:40 am
AUA
-
MDW
19h 35m
1 stop
$602Multiple Airlines
Thu, May 21 - Tue, May 26
Multiple Airlines Logo
3:20 pm - 2:15 pm
MDW
-
AUA
21h 55m
1 stop
Multiple Airlines Logo
11:50 am - 2:35 pm
AUA
-
MDW
27h 45m
2 stops
$604Multiple Airlines
Tue, May 26 - Thu, May 28
Southwest Logo
8:55 pm - 1:35 pm
MDW
-
AUA
15h 40m
2 stops
Southwest Logo
2:35 pm - 11:30 pm
AUA
-
MDW
9h 55m
2 stops
$606Southwest
Sat, Jul 25 - Tue, Jul 28
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
Delta Logo
3:25 pm - 9:45 pm
AUA
-
MDW
7h 20m
1 stop
$609Delta
Sun, Jun 14 - Sun, Jun 21
Southwest Logo
5:05 am - 1:45 pm
MDW
-
AUA
7h 40m
1 stop
Southwest Logo
3:50 pm - 11:40 pm
AUA
-
MDW
8h 50m
1 stop
$614Southwest
Wed, Jul 1 - Sun, Jul 5
Southwest Logo
5:10 am - 12:45 pm
MDW
-
AUA
6h 35m
1 stop
Southwest Logo
2:45 pm - 11:45 pm
AUA
-
MDW
10h 00m
1 stop
$619Southwest
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
6:00 am - 1:35 pm
MDW
-
AUA
6h 35m
1 stop
Southwest Logo
1:45 pm - 10:00 pm
AUA
-
MDW
9h 15m
1 stop
$620Southwest
Booking Insights

KAYAK's insights & trends for Midway to Oranjestad flights

Get data-powered insights and trends into flights from Midway to Oranjestad to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Oranjestad?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Oranjestad were found on Southwest ($594) and Delta ($609).

Find deals

Good to know

Low seasonAugust
Cheapest flight$243
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 32% lower on average.
Flight from Chicago Midway Airport to Oranjestad

When to book flights from Midway to Oranjestad

Are your dates flexible? Find out the best times to travel from Midway to Oranjestad based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Oranjestad flights

  • What is the cheapest flight from Chicago Midway Airport to Oranjestad?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Oranjestad was $243 for a one-way ticket and $521 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Oranjestad?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago Midway Airport and on arrival in Oranjestad.

  • Which airports will I be using when flying from Chicago Midway Airport to Oranjestad?

    Chicago Midway Airport and Oranjestad are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Oranjestad Reina Beatrix.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Oranjestad?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Oranjestad?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Oranjestad.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Oranjestad?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oranjestad from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Oranjestad?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oranjestad with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and AUA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Oranjestad?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oranjestad from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Midway to Oranjestad

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oranjestad. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Oranjestad? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4320 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Everything you need to know for your flight from Midway to Oranjestad

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Oranjestad (AUA)