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Cheap flights from Chicago Midway Airport to Aruba from $135

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 1/16. 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.
Frontier Logo
6:12 am - 11:20 am
MDW
-
AUA
27h 08m1 stop
Frontier Logo
12:40 pm - 10:12 pm
AUA
-
MDW
11h 32m1 stop
$362Frontier
Sat, Dec 20 - Sat, Dec 27
Frontier Logo
6:00 am - 3:45 pm
MDW
-
AUA
7h 45m1 stop
Frontier Logo
3:45 pm - 11:42 pm
AUA
-
MDW
8h 57m1 stop
$406Frontier
Sat, Mar 7 - Sat, Mar 14
Multiple Airlines Logo
11:39 am - 3:35 pm
MDW
-
AUA
25h 56m2 stops
Multiple Airlines Logo
4:30 pm - 10:10 am
AUA
-
MDW
19h 40m1 stop
$454Multiple Airlines
Wed, Jan 14 - Mon, Jan 19
Delta Logo
5:31 pm - 12:55 pm
MDW
-
AUA
17h 24m1 stop
Delta Logo
2:10 pm - 12:48 pm
AUA
-
MDW
24h 38m2 stops
$459Delta
Mon, Jan 5 - Wed, Jan 14
Delta Logo
6:14 pm - 12:55 pm
MDW
-
AUA
16h 41m1 stop
Delta Logo
4:35 pm - 10:22 pm
AUA
-
MDW
7h 47m1 stop
$460Delta
Mon, Jan 19 - Wed, Jan 28
Multiple Airlines Logo
8:28 am - 3:35 pm
MDW
-
AUA
29h 07m2 stops
Multiple Airlines Logo
7:35 pm - 10:10 am
AUA
-
MDW
16h 35m1 stop
$465Multiple Airlines
Fri, Jan 16 - Wed, Jan 21
Delta Logo
6:45 am - 3:20 pm
MDW
-
AUA
6h 35m1 stop
Delta Logo
2:10 pm - 10:22 pm
AUA
-
MDW
10h 12m1 stop
$468Delta
Tue, Jan 13 - Tue, Jan 20
Delta Logo
1:26 pm - 12:55 pm
MDW
-
AUA
21h 29m2 stops
Delta Logo
4:35 pm - 10:42 pm
AUA
-
MDW
8h 07m1 stop
$472Delta
Tue, Feb 10 - Thu, Feb 19
Multiple Airlines Logo
8:15 am - 11:20 am
MDW
-
AUA
25h 05m1 stop
Multiple Airlines Logo
4:40 pm - 10:12 pm
AUA
-
MDW
31h 32m2 stops
$473Multiple Airlines
Fri, Dec 19 - Tue, Dec 30
Multiple Airlines Logo
8:15 am - 11:20 am
MDW
-
AUA
25h 05m1 stop
Multiple Airlines Logo
4:40 pm - 10:12 pm
AUA
-
MDW
31h 32m2 stops
$481Multiple Airlines
Fri, Dec 19 - Tue, Dec 30

Frontier flights from Chicago Midway Airport to Aruba

Our best Frontier deals on Chicago Midway Airport to Aruba flight tickets
Frontier
Dec 20
MDW6:12 amChicago Midway
27h 08m
1 stop
AUA11:20 amOranjestad Reina Beatrix
Dec 27
AUA12:40 pmOranjestad Reina Beatrix
11h 32m
1 stop
MDW10:12 pmChicago Midway
$362
Find similar
Frontier
Mar 7
MDW6:00 amChicago Midway
7h 45m
1 stop
AUA3:45 pmOranjestad Reina Beatrix
Mar 14
AUA3:45 pmOranjestad Reina Beatrix
8h 57m
1 stop
MDW11:42 pmChicago Midway
$406
Find similar
Frontier
Mar 14
MDW6:00 amChicago Midway
7h 45m
1 stop
AUA2:45 pmOranjestad Reina Beatrix
Mar 21
AUA3:45 pmOranjestad Reina Beatrix
8h 57m
1 stop
MDW11:42 pmChicago Midway
$507
Find similar

Southwest flights from Chicago Midway Airport to Aruba

Our best Southwest deals on Chicago Midway Airport to Aruba flight tickets
Southwest
Dec 16
MDW5:05 amChicago Midway
7h 55m
1 stop
AUA3:00 pmOranjestad Reina Beatrix
Dec 23
AUA4:45 pmOranjestad Reina Beatrix
9h 05m
2 stops
MDW11:50 pmChicago Midway
$498
Find similar
Southwest
Dec 16
MDW5:15 pmChicago Midway
19h 45m
2 stops
AUA3:00 pmOranjestad Reina Beatrix
Dec 23
AUA4:45 pmOranjestad Reina Beatrix
9h 05m
2 stops
MDW11:50 pmChicago Midway
$502
Find similar
Southwest
Jan 22
MDW5:00 amChicago Midway
7h 25m
1 stop
AUA2:25 pmOranjestad Reina Beatrix
Jan 27
AUA3:20 pmOranjestad Reina Beatrix
7h 40m
1 stop
MDW9:00 pmChicago Midway
$562
Find similar

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 December 4, 2025.
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

Sat 12/20

6:12 am-11:20 am

1 stop27h 08m

Oranjestad Reina Beatrix

Sat 12/27

12:40 pm-10:12 pm

1 stop11h 32m

$362

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 3/7

6:00 am-3:45 pm

1 stop7h 45m

Oranjestad Reina Beatrix

Sat 3/14

3:45 pm-11:42 pm

1 stop8h 57m

$406

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 1/14

11:39 am-3:35 pm

2 stops25h 56m

Oranjestad Reina Beatrix

Mon 1/19

4:30 pm-10:10 am

1 stop19h 40m

$454

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 1/5

5:31 pm-12:55 pm

1 stop17h 24m

Oranjestad Reina Beatrix

Wed 1/14

2:10 pm-12:48 pm

2 stops24h 38m

$459

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 1/19

6:14 pm-12:55 pm

1 stop16h 41m

Oranjestad Reina Beatrix

Wed 1/28

4:35 pm-10:22 pm

1 stop7h 47m

$460

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 1/16

8:28 am-3:35 pm

2 stops29h 07m

Oranjestad Reina Beatrix

Wed 1/21

7:35 pm-10:10 am

1 stop16h 35m

$465

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 1/13

6:45 am-3:20 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Tue 1/20

2:10 pm-10:22 pm

1 stop10h 12m

$468

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/10

1:26 pm-12:55 pm

2 stops21h 29m

Oranjestad Reina Beatrix

Thu 2/19

4:35 pm-10:42 pm

1 stop8h 07m

$472

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 12/19

8:15 am-11:20 am

1 stop25h 05m

Oranjestad Reina Beatrix

Tue 12/30

4:40 pm-10:12 pm

2 stops31h 32m

$473

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 12/19

8:15 am-11:20 am

1 stop25h 05m

Oranjestad Reina Beatrix

Tue 12/30

4:40 pm-10:12 pm

2 stops31h 32m

$481

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 day to depart on your flight to Aruba?

The cheapest day to depart from Chicago Midway Airport to Aruba is on a Friday when prices can be found for as low as $607. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $976. These prices are subject to change though, so be sure to set up a Price Alert for flights 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 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Aruba takes 6h 35m
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
DeltaPriceFrom $458Free CancellationRating
7.9
8,011 reviews
Search Delta flights
SouthwestPriceFrom $595Free CancellationRating
8.0
4,250 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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