$277 Find Cheap Flights from Chicago Midway Airport to Aruba - Compare and Save

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 9/13. 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

Mon, Nov 30 - Mon, Dec 7
Southwest Logo
5:30 am - 2:15 pm
MDW
-
AUA
6h 45m
1 stop
Southwest Logo
3:55 pm - 12:05 pm
AUA
-
MDW
22h 10m
2 stops
$556Southwest
Fri, Oct 30 - Wed, Nov 18
Southwest Logo
6:25 pm - 1:55 pm
MDW
-
AUA
18h 30m
2 stops
Southwest Logo
3:55 pm - 9:10 pm
AUA
-
MDW
7h 15m
1 stop
$594Southwest
Mon, Nov 30 - Mon, Dec 7
Southwest Logo
5:30 am - 2:15 pm
MDW
-
AUA
6h 45m
1 stop
Southwest Logo
3:55 pm - 9:15 pm
AUA
-
MDW
7h 20m
1 stop
$605Southwest
Mon, Nov 16 - Sun, Nov 22
Southwest Logo
5:20 am - 3:00 pm
MDW
-
AUA
7h 40m
1 stop
Southwest Logo
4:00 pm - 8:40 am
AUA
-
MDW
18h 40m
2 stops
$610Southwest
Mon, Nov 30 - Mon, Dec 7
Southwest Logo
3:15 pm - 3:00 pm
MDW
-
AUA
21h 45m
2 stops
Southwest Logo
3:55 pm - 12:05 pm
AUA
-
MDW
22h 10m
2 stops
$631Southwest
Fri, Oct 30 - Wed, Nov 18
Southwest Logo
6:25 pm - 1:55 pm
MDW
-
AUA
18h 30m
2 stops
Southwest Logo
3:55 pm - 12:05 pm
AUA
-
MDW
22h 10m
2 stops
$632Southwest
Fri, Oct 30 - Fri, Nov 6
Southwest Logo
9:20 pm - 1:55 pm
MDW
-
AUA
15h 35m
2 stops
Southwest Logo
4:00 pm - 1:05 am
AUA
-
MDW
11h 05m
2 stops
$644Southwest
Fri, Oct 30 - Fri, Nov 6
Southwest Logo
6:25 pm - 1:55 pm
MDW
-
AUA
18h 30m
2 stops
Southwest Logo
4:00 pm - 10:55 pm
AUA
-
MDW
8h 55m
1 stop
$644Southwest
Sun, Jan 17 - Wed, Jan 27
Delta Logo
5:25 pm - 12:55 pm
MDW
-
AUA
17h 30m
1 stop
Delta Logo
4:35 pm - 10:10 pm
AUA
-
MDW
7h 35m
1 stop
$661Delta
Tue, Jan 19 - Wed, Jan 27
Delta Logo
5:25 pm - 12:55 pm
MDW
-
AUA
17h 30m
1 stop
Delta Logo
4:35 pm - 10:10 pm
AUA
-
MDW
7h 35m
1 stop
$661Delta
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.

Which airlines provide the cheapest flights from Chicago Midway Airport to Aruba?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Chicago Midway Airport to Aruba were found on Southwest ($632) and Delta ($701).

Find deals

Good to know

Cheapest flight

$277
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.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)