$206 Find Cheap Flights from Chicago Midway Airport to Aruba

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 Aruba departing on 4/13. 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

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Flight Deals

Book Cheap Midway to Aruba Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Aruba 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 Aruba

Tue, Jun 30 - Fri, Jul 3
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
$559Delta
Mon, Jun 29 - Fri, Jul 3
Delta Logo
5:59 pm - 12:20 pm
MDW
-
AUA
17h 21m
2 stops
Delta Logo
3:25 pm - 12:30 pm
AUA
-
MDW
22h 05m
2 stops
$564Delta
Tue, Jun 30 - Wed, Jul 8
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
$579Delta
Mon, Jun 29 - Wed, Jul 8
Delta Logo
5:59 pm - 12:20 pm
MDW
-
AUA
17h 21m
2 stops
Delta Logo
3:25 pm - 9:45 pm
AUA
-
MDW
7h 20m
1 stop
$584Delta
Tue, Jun 30 - Sat, Jul 4
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
$599Delta
Mon, Jun 29 - Sat, Jul 4
Delta Logo
5:59 pm - 12:20 pm
MDW
-
AUA
17h 21m
2 stops
Delta Logo
3:25 pm - 6:31 pm
AUA
-
MDW
28h 06m
2 stops
$604Delta
Tue, Jul 28 - Wed, Aug 5
Delta Logo
1:00 pm - 12:40 pm
MDW
-
AUA
22h 40m
2 stops
Delta Logo
3:25 pm - 9:45 pm
AUA
-
MDW
7h 20m
1 stop
$605Delta
Mon, Jun 8 - Wed, Jun 10
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
$608Multiple Airlines
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
$610Multiple Airlines
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
$619Delta
Booking Insights

KAYAK's insights & trends for Midway to Aruba flights

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

How long does a flight from Chicago Midway Airport to Aruba take?

The duration of a flight to Aruba depends on your arrival airport. The shortest route to Aruba from Chicago Midway Airport is to Oranjestad, which takes 6h 25m.

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Good to know

Low seasonAugust
Cheapest flight$206
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

FAQs - booking Aruba flights

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

    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 Aruba.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Aruba 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 Aruba?

    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 from Chicago Midway Airport to Aruba with an airline and back with another airline.

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

    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 from Chicago Midway Airport to Aruba 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 Aruba

 
Need help choosing which airline to fly with from Midway to Aruba? 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 4324 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

10.0 ExcellentMartie, Mar 2026
LGB - BNA
Read more Southwest reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

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!

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)