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Cheap flights from Chicago Midway Airport to Aruba from $127

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Aruba departing on 3/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Aruba

Cheap round-trip flights

Enter your travel dates to find the best prices.
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
$349Multiple Airlines
Fri, Feb 13 - Mon, Feb 16
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, Feb 13 - Sun, Feb 22
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, Feb 20 - Mon, Feb 23
Delta Logo
6:40 pm - 12:55 pm
MDW
-
AUA
16h 15m
1 stop
Delta Logo
4:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
$485Delta
Sun, Feb 22 - Wed, Feb 25
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
$515Delta
Sat, Feb 21 - Wed, Feb 25
Delta Logo
6:30 am - 2:18 pm
MDW
-
AUA
6h 48m
1 stop
Delta Logo
1:25 pm - 9:09 pm
AUA
-
MDW
8h 44m
1 stop
$521Delta
Sun, May 10 - Mon, May 18
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
$527Delta
Wed, Apr 22 - Tue, Apr 28
Southwest Logo
4:10 pm - 2:25 pm
MDW
-
AUA
20h 15m
2 stops
Southwest Logo
2:25 pm - 10:40 pm
AUA
-
MDW
9h 15m
1 stop
$532Southwest
Tue, Mar 3 - Tue, Mar 10

Southwest flights from Chicago Midway Airport to Aruba

Our best Southwest deals on Chicago Midway Airport to Aruba flight tickets
Southwest
Feb 8
MDW5:00 amChicago Midway
7h 25m
1 stop
AUA2:25 pmOranjestad Reina Beatrix
Feb 12
AUA3:25 pmOranjestad Reina Beatrix
9h 20m
1 stop
MDW10:45 pmChicago Midway
$525
Southwest
Feb 8
MDW5:35 pmChicago Midway
18h 50m
2 stops
AUA2:25 pmOranjestad Reina Beatrix
Feb 12
AUA3:25 pmOranjestad Reina Beatrix
9h 20m
1 stop
MDW10:45 pmChicago Midway
$530
Southwest
Mar 3
MDW4:10 pmChicago Midway
20h 15m
2 stops
AUA2:25 pmOranjestad Reina Beatrix
Mar 10
AUA2:25 pmOranjestad Reina Beatrix
9h 15m
1 stop
MDW10:40 pmChicago Midway
$532

Delta flights from Chicago Midway Airport to Aruba

Our best Delta deals on Chicago Midway Airport to Aruba flight tickets
Delta
Feb 17
MDW6:00 amChicago Midway
7h 20m
1 stop
AUA3:20 pmOranjestad Reina Beatrix
Feb 20
AUA4:35 pmOranjestad Reina Beatrix
7h 56m
1 stop
MDW10:31 pmChicago Midway
$485
Delta
Feb 21
MDW6:00 amChicago Midway
7h 20m
1 stop
AUA3:20 pmOranjestad Reina Beatrix
Feb 25
AUA4:35 pmOranjestad Reina Beatrix
7h 56m
1 stop
MDW10:31 pmChicago Midway
$515
Delta
May 8
MDW6:00 amChicago Midway
7h 18m
1 stop
AUA2:18 pmOranjestad Reina Beatrix
May 15
AUA3:25 pmOranjestad Reina Beatrix
7h 20m
1 stop
MDW9:45 pmChicago Midway
$521

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Aruba that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 2, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Aruba that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 2/13

6:48 pm-10:55 am

1 stop14h 07m

Oranjestad Reina Beatrix

Mon 2/16

4:40 pm-7:07 pm

2 stops28h 27m

$343

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 2/13

6:48 pm-10:55 am

1 stop14h 07m

Oranjestad Reina Beatrix

Mon 2/16

4:40 pm-7:07 pm

2 stops28h 27m

$344

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 2/13

6:48 pm-10:55 am

1 stop14h 07m

Oranjestad Reina Beatrix

Mon 2/16

4:40 pm-7:07 pm

2 stops28h 27m

$349

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 2/13

6:00 am-10:55 am

1 stop26h 55m

Oranjestad Reina Beatrix

Sun 2/22

4:50 pm-1:08 pm

2 stops22h 18m

$403

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 2/20

6:48 pm-10:55 am

1 stop14h 07m

Oranjestad Reina Beatrix

Mon 2/23

4:40 pm-7:07 pm

2 stops28h 27m

$433

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 2/22

6:40 pm-12:55 pm

1 stop16h 15m

Oranjestad Reina Beatrix

Wed 2/25

4:35 pm-10:31 pm

1 stop7h 56m

$485

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 2/21

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Wed 2/25

4:35 pm-10:31 pm

1 stop7h 56m

$515

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 5/10

6:30 am-2:18 pm

1 stop6h 48m

Oranjestad Reina Beatrix

Mon 5/18

1:25 pm-9:09 pm

1 stop8h 44m

$521

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 4/22

6:00 am-2:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Tue 4/28

3:25 pm-10:28 pm

1 stop8h 03m

$527

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 3/3

4:10 pm-2:25 pm

2 stops20h 15m

Oranjestad Reina Beatrix

Tue 3/10

2:25 pm-10:40 pm

1 stop9h 15m

$532

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Aruba from

How to get the cheapest flight ticket from Chicago Midway Airport to Aruba

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Aruba?

Delta is the most popular carrier operating from Chicago Midway to Aruba

Cheap Chicago Midway Airport to Aruba flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Aruba

Fastest flight time

6h 48m

Direct flights

None
The fastest flight from Chicago Midway Airport to Aruba takes 6h 48m
There are no direct flights from Chicago Midway Airport to Aruba. There are no popular flight routes from Chicago Midway Airport to Aruba.
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Aruba?

    Prices for flights from Chicago Midway Airport to Aruba were last updated today.

  • How many operators does momondo search for flights from Chicago Midway Airport to Aruba?

  • How old do you have to be to fly from Chicago Midway Airport to Aruba?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Aruba.

  • What documentation or ID do you need to fly to Aruba?

    The travel and health documents required for your trip to Aruba can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Aruba. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago Midway Airport to Aruba

Compare and see reviews for airlines that fly from Chicago Midway Airport to Aruba with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $570Free CancellationRating
8.0
4,271 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Aruba?

It is quick and easy to find Chicago to Aruba flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Aruba that suits you.

Can I find flights from Chicago to Aruba with flexible booking policies on momondo?

Flights from Chicago to Aruba with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Aruba?

momondo provides multiple filters to help you find the best flight to Aruba from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Aruba right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Aruba now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Aruba and let you know when they change.

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