Skyscanner home

Cheap Flights from Chicago Midway to Oranjestad

Compare Chicago Midway to Oranjestad flight deals

Find the cheapest month or even day of the year to fly to Oranjestad

Book the best Oranjestad fare with no extra fees

Flight deals from Chicago Midway to Oranjestad

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Oranjestad Airport? If you want to travel next month, return fares start from R 6,840. Find the lowest prices on one-way and return tickets right here.
Oranjestad.R 2,109 per passenger.Departing Sun, 3 May.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 3 May, arriving in Oranjestad.Price includes taxes and charges.From R 2,109, select.
Oranjestad.R 3,745 per passenger.Departing Tue, 28 Apr.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 28 Apr, arriving in Oranjestad.Price includes taxes and charges.From R 3,745, select.
Oranjestad.R 3,793 per passenger.Departing Tue, 25 Aug.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 25 Aug, arriving in Oranjestad.Price includes taxes and charges.From R 3,793, select.
Oranjestad.R 3,818 per passenger.Departing Fri, 19 Jun.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 19 Jun, arriving in Oranjestad.Price includes taxes and charges.From R 3,818, select.
Oranjestad.R 5,337 per passenger.Departing Fri, 11 Sep.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Fri, 11 Sep, arriving in Oranjestad.Price includes taxes and charges.From R 5,337, select.
Oranjestad.R 6,200 per passenger.Departing Sun, 19 Jul.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Sun, 19 Jul, arriving in Oranjestad.Price includes taxes and charges.From R 6,200, select.
Oranjestad.R 6,906 per passenger.Departing Sat, 7 Nov.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago Midway on Sat, 7 Nov, arriving in Oranjestad.Price includes taxes and charges.From R 6,906, select.
Oranjestad.R 7,403 per passenger.Departing Sun, 6 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 6 Dec, arriving in Oranjestad.Price includes taxes and charges.From R 7,403, select.

Find the cheapest month to fly from Chicago Midway to Oranjestad

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Oranjestad flights are currently cheapest in May.
Apr
from R 3,745
May
from R 2,109
Jun
from R 3,818
Jul
from R 6,200
Aug
from R 3,793
Sep
from R 5,337
Oct
Find prices
Nov
from R 6,906
Dec
from R 7,403
Jan
Find prices
Feb
Find prices
Mar
Find prices

Chicago Midway to Oranjestad: Alternative routes

Compare routes from Chicago Midway to Oranjestad below. You may find an airport to fly into that's cheaper, faster, or easier than Oranjestad.

Oranjestad

3km from central Oranjestad
ClosestCheapest
from R 2,109
Search flights

Chicago to Oranjestad: Flight information

The things to know before you go.
Cheapest flight foundR 2,109
Cheapest month to flyMay

Finding cheap flights from Chicago Midway to Oranjestad: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Oranjestad is R 6,840. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago Midway to Oranjestad. But we found flights with one or more stops from R 6,840.
As of April 2026, there are no flights flying from Chicago Midway to Oranjestad.
The cheapest month to fly from Chicago Midway to Oranjestad is usually May.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Oranjestad Airport on Friday, 8 May 2026.
No airlines currently offer direct flights between Chicago Midway Airport and Oranjestad Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Oranjestad but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Oranjestad is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Oranjestad.

Travelling from Chicago Midway International Airport (MDW) to Reina Beatrix International Airport (AUA): what you need to know

  • To ensure you catch your MDW to AUA flight, leave enough time to check in and find your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the standard rule.

  • Delays at check-in and security are likely if you're jetting off during high season, so allow even more breathing space. A good rule of thumb for peak times? Arrive up to four hours ahead for international flights and two hours for domestic departures.

  • If you'd like to split up your journey, just deselect 'Direct flights only' when searching for your ticket from Chicago Midway International Airport to Reina Beatrix International Airport. Here are the top stopovers between MDW and AUA:

    • Hartsfield-Jackson Atlanta International Airport

    • Miami International Airport

    • Fort Lauderdale-Hollywood International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Reina Beatrix International Airport (AUA)

  • The cheapest price we've seen for a one-way Chicago Midway International Airport to Reina Beatrix International Airport flight is R 2,109. A round-trip fare is currently R 6,840. Depending on the availability when you book, these fares can change.

  • It's often best to book early if you want to get cheap tickets from MDW to AUA. That's because airlines adjust prices based on demand, which tends to rise closer to the date of departure.

  • Getting cheap flights from Chicago Midway International Airport to Reina Beatrix International Airport is more likely if you can be flexible with your travel dates. Use the 'Whole month' search tool to see the best prices across each month and land a great deal.

  • Save time searching for cheap flights from MDW to AUA by setting up a Price Alert. We'll send you an email or notification through the app when a lower fare pops up.

  • Find the ideal flight for you by using the filters. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Chicago Midway International Airport to Reina Beatrix International Airport, use the 'Sort by' function. You can also filter results by airline, departure and arrival times, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

  • The address for MDW is 5700 South Cicero.

  • Of all flights leaving Chicago Midway International Airport, 77.88% arrive as scheduled at their destination.

  • To reach Chicago Midway International Airport from central Chicago, it'll take about 20 minutes by car. Of course, this depends on traffic conditions. It's approximately 19 kilometres from the airport to the city centre.

  • You can expect a journey time of around 45 minutes on public transport.

  • Get your travels off to a hassle-free start by staying near MDW. Whether you've booked an early flight from Chicago Midway International Airport to Reina Beatrix International Airport or want to avoid feeling rushed, these stays have you covered:

Arriving at Reina Beatrix International Airport (AUA)

Getting from Reina Beatrix International Airport (AUA) to central Oranjestad

  • Reina Beatrix International Airport is roughly 6 kilometres from central Oranjestad. The drive time takes about 10 minutes.

When to fly to Reina Beatrix International Airport (AUA)

  • The quietest month for a flight from Chicago Midway International Airport to Reina Beatrix International Airport is May, while July is the most popular. Pick the best time to visit Oranjestad based on whether you prefer a faster pace or a more relaxed vibe.

  • Before locking in your flight from Chicago Midway International Airport to Reina Beatrix International Airport, think about the type of weather you enjoy. September is the warmest month in Oranjestad, with temperatures ranging from 27ºC (81ºF) to 29ºC (84ºF).

  • If you'd rather travel in cooler conditions, search for a cheap ticket from MDW to AUA in February. Average temperatures are between 24ºC (75ºF) and 26ºC (79ºF) then.

Plan the rest of your trip from Chicago to Oranjestad

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.