$127 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 3/24. 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

Fri, Feb 13 - Mon, Feb 16
Multiple Airlines Logo
6:48 pm - 10:55 am
MDW
-
AUA
14h 07m
1 stop
Multiple Airlines Logo
4:40 pm - 7:07 pm
AUA
-
MDW
28h 27m
2 stops
$343Multiple Airlines
Fri, Feb 13 - Mon, Feb 16
Multiple Airlines Logo
6:48 pm - 10:55 am
MDW
-
AUA
14h 07m
1 stop
Multiple Airlines Logo
4:40 pm - 7:07 pm
AUA
-
MDW
28h 27m
2 stops
$344Multiple Airlines
Fri, Feb 13 - Mon, Feb 16
Multiple Airlines Logo
6:48 pm - 10:55 am
MDW
-
AUA
14h 07m
1 stop
Multiple Airlines Logo
4:40 pm - 7:07 pm
AUA
-
MDW
28h 27m
2 stops
$353Multiple Airlines
Fri, Feb 13 - Sun, Feb 22
Multiple Airlines Logo
6:00 am - 10:55 am
MDW
-
AUA
26h 55m
1 stop
Multiple Airlines Logo
4:50 pm - 1:08 pm
AUA
-
MDW
22h 18m
2 stops
$403Multiple Airlines
Fri, Mar 13 - Mon, Mar 23
Multiple Airlines Logo
2:41 pm - 9:56 am
MDW
-
AUA
18h 15m
1 stop
Multiple Airlines Logo
3:41 pm - 1:02 pm
AUA
-
MDW
22h 21m
2 stops
$424Multiple Airlines
Fri, Feb 20 - Mon, Feb 23
Multiple Airlines Logo
6:48 pm - 10:55 am
MDW
-
AUA
14h 07m
1 stop
Multiple Airlines Logo
4:40 pm - 7:07 pm
AUA
-
MDW
28h 27m
2 stops
$433Multiple Airlines
Fri, Mar 6 - Sat, Mar 14
Frontier Logo
2:41 pm - 10:56 am
MDW
-
AUA
18h 15m
1 stop
Frontier Logo
11:11 am - 10:09 pm
AUA
-
MDW
11h 58m
1 stop
$443Frontier
Fri, Mar 13 - Sat, Mar 21
Frontier Logo
2:41 pm - 9:56 am
MDW
-
AUA
18h 15m
1 stop
Frontier Logo
11:11 am - 10:09 pm
AUA
-
MDW
11h 58m
1 stop
$474Frontier
Tue, Feb 17 - Fri, Feb 20
Delta Logo
6:00 am - 3:20 pm
MDW
-
AUA
7h 20m
1 stop
Delta Logo
4:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
$485Delta
Fri, Feb 13 - Sat, Feb 21
Multiple Airlines Logo
6:00 am - 10:55 am
MDW
-
AUA
26h 55m
1 stop
Multiple Airlines Logo
4:40 pm - 1:08 pm
AUA
-
MDW
46h 28m
2 stops
$487Multiple Airlines
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 35m.

Find deals

Good to know

Low seasonJuly
Cheapest flight$127
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly and prices are also 2% 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 4273 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

10.0 ExcellentAnonymous, Feb 2026
MSY - PHX
Read more Southwest reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)