MDW - AUA

$133 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 8/23. 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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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

Fri, Oct 10 - Sat, Oct 25
Frontier Logo
7:23 pm - 2:20 pmMDW-AUA
17h 57m1 stop
Frontier Logo
3:35 pm - 11:09 pmAUA-MDW
8h 34m1 stop
$370Frontier
Find Deal
Sat, Dec 13 - Thu, Dec 18
Frontier Logo
6:00 am - 3:29 pmMDW-AUA
7h 29m1 stop
Frontier Logo
4:40 pm - 11:05 pmAUA-MDW
8h 25m1 stop
$387Frontier
Find Deal
Fri, Oct 10 - Sat, Oct 25
Frontier Logo
7:23 pm - 2:20 pmMDW-AUA
17h 57m1 stop
Frontier Logo
3:35 pm - 11:09 pmAUA-MDW
8h 34m1 stop
$390Frontier
Find Deal
Sat, Aug 23 - Sat, Aug 30
Frontier Logo
6:10 am - 2:29 pmMDW-AUA
7h 19m1 stop
Frontier Logo
3:35 pm - 11:08 pmAUA-MDW
8h 33m1 stop
$392Frontier
Find Deal
Mon, Dec 1 - Thu, Dec 4
Delta Logo
6:00 am - 3:15 pmMDW-AUA
7h 15m1 stop
Delta Logo
4:30 pm - 9:44 pmAUA-MDW
7h 14m1 stop
$545Delta
Find Deal
Tue, Dec 2 - Fri, Dec 5
Delta Logo
6:00 am - 2:00 pmMDW-AUA
30h 00m2 stops
Delta Logo
3:15 pm - 3:30 pmAUA-MDW
26h 15m2 stops
$550Delta
Find Deal
Wed, Sep 17 - Wed, Sep 24
Southwest Logo
6:15 am - 2:15 pmMDW-AUA
7h 00m1 stop
Southwest Logo
3:15 pm - 7:10 amAUA-MDW
16h 55m2 stops
$585Southwest
Find Deal
Sun, Sep 21 - Wed, Sep 24
Southwest Logo
9:15 pm - 2:15 pmMDW-AUA
16h 00m2 stops
Southwest Logo
3:15 pm - 7:10 amAUA-MDW
16h 55m2 stops
$595Southwest
Find Deal
Sat, Nov 22 - Sat, Nov 29
 Logo
11:00 am - 4:30 pmMDW-AUA
27h 30m2 stops
 Logo
12:05 pm - 10:05 amAUA-MDW
24h 00m2 stops
Thu, Sep 18 - Tue, Sep 23
 Logo
6:00 am - 8:26 pmMDW-AUA
13h 26m2 stops
 Logo
2:50 pm - 4:24 pmAUA-MDW
26h 34m1 stop
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 October and March, where the average cost of round-trip tickets is $938 and $933 respectively.

Good to know

Low seasonDecember
Cheapest flight$133
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 3% 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 $133 for a one-way ticket and $370 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 $810 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 4241 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

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

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