MDW - AUA

$257 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 11/7. 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

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
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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

mar., nov. 11 - sam., nov. 15
Delta Logo
6:00 am - 3:20 pmMDW-AUA
7h 20m1 stop
Delta Logo
4:35 pm - 11:32 pmAUA-MDW
8h 57m1 stop
$492Delta
Find Deal
sam., oct. 18 - ven., oct. 24
Multiple Airlines Logo
6:15 am - 3:40 pmMDW-AUA
8h 25m1 stop
Multiple Airlines Logo
3:55 pm - 5:13 pmAUA-MDW
26h 18m2 stops
$538Multiple Airlines
Find Deal
sam., oct. 18 - jeu., oct. 23
Multiple Airlines Logo
6:15 am - 3:40 pmMDW-AUA
8h 25m1 stop
Multiple Airlines Logo
3:55 pm - 9:00 pmAUA-MDW
30h 05m2 stops
$549Multiple Airlines
Find Deal
mar., nov. 11 - mar., nov. 18
Delta Logo
6:00 am - 3:20 pmMDW-AUA
7h 20m1 stop
Delta Logo
4:35 pm - 11:32 pmAUA-MDW
8h 57m1 stop
$551Delta
Find Deal
sam., oct. 11 - sam., oct. 18
Frontier Logo
6:15 am - 3:40 pmMDW-AUA
8h 25m1 stop
Frontier Logo
4:55 pm - 8:21 pmAUA-MDW
28h 26m1 stop
$669Frontier
Find Deal
sam., nov. 15 - sam., nov. 22
Southwest Logo
5:05 am - 2:55 pmMDW-AUA
7h 50m1 stop
Southwest Logo
2:40 pm - 10:00 pmAUA-MDW
9h 20m1 stop
$696Southwest
Find Deal
mer., nov. 5 - jeu., nov. 13
Southwest Logo
8:20 pm - 3:00 pmMDW-AUA
16h 40m2 stops
Southwest Logo
4:00 pm - 9:35 amAUA-MDW
19h 35m2 stops
$699Southwest
Find Deal
sam., nov. 15 - jeu., nov. 20
WestJet Logo
1:47 pm - 3:40 pmMDW-AUA
23h 53m2 stops
WestJet Logo
4:30 pm - 1:07 pmAUA-MDW
22h 37m2 stops
$732WestJet
Find Deal
ven., oct. 17 - sam., oct. 25
Frontier Logo
9:44 am - 3:40 pmMDW-AUA
28h 56m1 stop
Frontier Logo
4:55 pm - 8:21 pmAUA-MDW
28h 26m1 stop
$760Frontier
Find Deal
mer., nov. 5 - mar., nov. 11
WestJet Logo
1:48 pm - 3:40 pmMDW-AUA
23h 52m2 stops
WestJet Logo
4:30 pm - 1:07 pmAUA-MDW
22h 37m2 stops
$809WestJet
Find Deal

Everything you should know

Top airlines
Delta
Cheapest • from $492 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
July
Cheapest • 28% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$492
Overall average: $833
Delta
mar. 11/11sam. 11/15
MDW - AUA • 1 stop
Cheapest one-way
$257
Multiple Airlines
ven. 11/7
MDW - AUA • 3 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oranjestad!
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.

What is the cheapest month to fly from Chicago Midway Airport to Oranjestad?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Oranjestad, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Oranjestad is July, where tickets cost $555 (return) on average. On the other hand, the most expensive months are September and June, where the average cost of round-trip tickets is $1,080 and $995 respectively.

Good to know

Low seasonDecember
Cheapest flight$257
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 2% increase in price.
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 $257 for a one-way ticket and $492 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.

  • Which airline alliances offer flights from Chicago Midway Airport to Oranjestad?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Oranjestad.

  • Which is the best airline for flights from Chicago to Oranjestad, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Oranjestad are Southwest and Delta. With an average price for the route of $784 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $759 and an overall rating of 7.9.

  • 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 airlines 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 4242 reviews
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

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

Information on your arrival and departure airports

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