MDW - AUA

$151 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 7/12. 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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Flights 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

Sat, Jul 12 - Sat, Jul 19
Frontier Logo
6:20 am - 2:29 pmMDW-AUA
7h 09m1 stop
Frontier Logo
3:35 pm - 10:35 pmAUA-MDW
8h 00m1 stop
$360Frontier
Find Deal
Sat, Jul 12 - Sat, Jul 19
Frontier Logo
6:20 am - 2:29 pmMDW-AUA
7h 09m1 stop
Frontier Logo
3:35 pm - 10:35 pmAUA-MDW
8h 00m1 stop
$366Frontier
Find Deal
Wed, Sep 10 - Wed, Sep 17
Southwest Logo
6:15 am - 2:15 pmMDW-AUA
7h 00m1 stop
Southwest Logo
3:15 pm - 9:40 pmAUA-MDW
7h 25m1 stop
$519Southwest
Find Deal
Wed, Sep 10 - Wed, Sep 17
Southwest Logo
6:15 am - 2:15 pmMDW-AUA
7h 00m1 stop
Southwest Logo
3:15 pm - 7:10 amAUA-MDW
16h 55m2 stops
$524Southwest
Find Deal
Fri, Oct 31 - Wed, Nov 5
Delta Logo
6:00 am - 2:25 pmMDW-AUA
7h 25m1 stop
Delta Logo
4:30 pm - 9:44 pmAUA-MDW
7h 14m1 stop
$580Delta
Find Deal
Mon, Aug 11 - Thu, Aug 21
Delta Logo
6:04 am - 2:10 pmMDW-AUA
7h 06m1 stop
Delta Logo
3:25 pm - 9:49 pmAUA-MDW
7h 24m1 stop
$585Delta
Find Deal
Fri, Aug 8 - Thu, Aug 14
 Logo
1:11 pm - 2:40 pmMDW-AUA
24h 29m3 stops
 Logo
11:00 am - 8:45 amAUA-MDW
22h 45m3 stops
Wed, Jul 2 - Sun, Jul 6
 Logo
9:03 am - 2:45 pmMDW-AUA
28h 42m3 stops
 Logo
3:45 pm - 2:04 pmAUA-MDW
23h 19m2 stops
Wed, Aug 13 - Thu, Aug 21
LATAM Airlines Logo
12:43 pm - 5:45 pmMDW-AUA
28h 02m2 stops
LATAM Airlines Logo
6:50 pm - 11:48 amAUA-MDW
17h 58m2 stops
$2,160LATAM Airlines
Find Deal
Wed, Aug 13 - Wed, Aug 20
LATAM Airlines Logo
12:43 pm - 5:45 pmMDW-AUA
28h 02m2 stops
LATAM Airlines Logo
6:50 pm - 11:48 amAUA-MDW
17h 58m2 stops
$3,067LATAM Airlines
Find Deal
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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 December, where tickets cost $597 (return) on average. On the other hand, the most expensive months are October and March, where the average cost of round-trip tickets is $938 and $933 respectively.

Good to know

Low seasonJuly
High seasonJanuary
Cheapest flight$151
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 0% 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 $151 for a one-way ticket and $360 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, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to Oranjestad are Delta and Southwest. With an average price for the route of $794 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $825 and an overall rating of 8.0.

  • 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 4278 reviews
8.2Boarding
7.1Food
8.0Comfort
7.6Entertainment
8.6Crew
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Overall, aside from the baggage issue, it was as good as one expects.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Flight was delayed long enough that I was misding my connecting flight. The agents could not get me on a comparable flight, nor could they get me s Main Cabin seat I had paid for, nor could they get me on a comparable connecting flight. The gate agent would not issue meal vouchers, even though I was delayed over six hours! I had to spend over an hour and 15 minutes with customer service on the phone to See if they could get me on a better flight and get a meal voucher. Customer service was not helpful enough in trying to find alternate flights and it Ended up taking me 24 hours for a 12 hour trip!! Delta does not provide upgrades NOR will they even give you a pass for a few hours to their lounge. They claim that they do not issue daily passes to their lounge anymore. I call BS since this would be no extra cost to them to provide excellent customer service and give you a few hours to relax in comfort when you’re sitting in a crowded airport and your flight has been screwed up for that many hours.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

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

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