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Cheap flights from Chicago Midway Airport to Aruba from $157

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 12/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Aruba

Cheap round-trip flights

Southwest Logo
5:05 am - 3:00 pmMDW-AUA
7h 55m1 stop
Southwest Logo
4:00 pm - 11:50 pmAUA-MDW
9h 50m2 stops
$467Southwest
Find Deal
Tue, Nov 18 - Tue, Nov 25
Delta Logo
1:14 pm - 1:55 pmMDW-AUA
22h 41m2 stops
Delta Logo
4:35 pm - 12:34 pmAUA-MDW
21h 59m2 stops
$522Delta
Find Deal
Sat, Nov 15 - Sun, Nov 23
Southwest Logo
8:20 pm - 3:00 pmMDW-AUA
16h 40m2 stops
Southwest Logo
4:00 pm - 11:50 pmAUA-MDW
9h 50m2 stops
$531Southwest
Find Deal
Tue, Nov 18 - Tue, Nov 25
Southwest Logo
5:35 am - 3:00 pmMDW-AUA
7h 25m1 stop
Southwest Logo
3:55 pm - 8:55 amAUA-MDW
19h 00m2 stops
$536Southwest
Find Deal
Mon, Dec 1 - Fri, Dec 5
Southwest Logo
8:20 pm - 3:00 pmMDW-AUA
16h 40m2 stops
Southwest Logo
4:00 pm - 8:45 amAUA-MDW
18h 45m2 stops
$556Southwest
Find Deal
Mon, Nov 17 - Mon, Nov 24
Southwest Logo
8:20 pm - 3:00 pmMDW-AUA
16h 40m2 stops
Southwest Logo
4:00 pm - 11:00 pmAUA-MDW
9h 00m1 stop
$561Southwest
Find Deal
Mon, Nov 17 - Mon, Nov 24
Logo
5:56 pm - 7:30 pmMDW-AUA
24h 34m2 stops
Logo
3:30 pm - 8:39 amAUA-MDW
18h 09m1 stop
$562
Find Deal
Tue, Oct 7 - Sun, Oct 12
Delta Logo
6:00 am - 3:10 pmMDW-AUA
7h 10m1 stop
Delta Logo
2:10 pm - 9:46 pmAUA-MDW
9h 36m1 stop
$577Delta
Find Deal
Mon, Jan 26 - Thu, Jan 29
Frontier Logo
6:00 am - 3:39 pmMDW-AUA
7h 39m1 stop
Frontier Logo
4:40 pm - 11:05 pmAUA-MDW
8h 25m1 stop
$596Frontier
Find Deal
Thu, Dec 18 - Thu, Dec 25
Frontier Logo
6:15 am - 3:40 pmMDW-AUA
8h 25m1 stop
Frontier Logo
4:55 pm - 8:21 pmAUA-MDW
28h 26m1 stop
$674Frontier
Find Deal
Sat, Oct 11 - Sat, Oct 18

Delta flights from Chicago Midway Airport to Aruba

Our best Delta deals on Chicago Midway Airport to Aruba flight tickets
Delta
Nov 15
MDW1:14 pmChicago Midway
22h 41m
2 stops
AUA1:55 pmOranjestad Reina Beatrix
Nov 23
AUA4:35 pmOranjestad Reina Beatrix
21h 59m
2 stops
MDW12:34 pmChicago Midway
$522
Find similar
Delta
Jan 26
MDW6:00 amChicago Midway
7h 10m
1 stop
AUA3:10 pmOranjestad Reina Beatrix
Jan 29
AUA2:10 pmOranjestad Reina Beatrix
9h 36m
1 stop
MDW9:46 pmChicago Midway
$577
Find similar
Delta
Nov 3
MDW6:00 amChicago Midway
7h 20m
1 stop
AUA3:20 pmOranjestad Reina Beatrix
Nov 5
AUA4:35 pmOranjestad Reina Beatrix
7h 39m
1 stop
MDW10:14 pmChicago Midway
$631
Find similar

Southwest flights from Chicago Midway Airport to Aruba

Our best Southwest deals on Chicago Midway Airport to Aruba flight tickets
Southwest
Nov 18
MDW5:05 amChicago Midway
7h 55m
1 stop
AUA3:00 pmOranjestad Reina Beatrix
Nov 25
AUA4:00 pmOranjestad Reina Beatrix
9h 50m
2 stops
MDW11:50 pmChicago Midway
$467
Find similar
Southwest
Nov 18
MDW8:20 pmChicago Midway
16h 40m
2 stops
AUA3:00 pmOranjestad Reina Beatrix
Nov 25
AUA4:00 pmOranjestad Reina Beatrix
9h 50m
2 stops
MDW11:50 pmChicago Midway
$531
Find similar
Southwest
Dec 1
MDW5:35 amChicago Midway
7h 25m
1 stop
AUA3:00 pmOranjestad Reina Beatrix
Dec 5
AUA3:55 pmOranjestad Reina Beatrix
19h 00m
2 stops
MDW8:55 amChicago Midway
$536
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 August 27, 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

Tue 11/18

5:05 am-3:00 pm

1 stop7h 55m

Oranjestad Reina Beatrix

Tue 11/25

4:00 pm-11:50 pm

2 stops9h 50m

$467

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 11/15

1:14 pm-1:55 pm

2 stops22h 41m

Oranjestad Reina Beatrix

Sun 11/23

4:35 pm-12:34 pm

2 stops21h 59m

$522

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 11/18

8:20 pm-3:00 pm

2 stops16h 40m

Oranjestad Reina Beatrix

Tue 11/25

4:00 pm-11:50 pm

2 stops9h 50m

$531

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 12/1

5:35 am-3:00 pm

1 stop7h 25m

Oranjestad Reina Beatrix

Fri 12/5

3:55 pm-8:55 am

2 stops19h 00m

$536

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 11/17

8:20 pm-3:00 pm

2 stops16h 40m

Oranjestad Reina Beatrix

Mon 11/24

4:00 pm-8:45 am

2 stops18h 45m

$556

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 11/17

8:20 pm-3:00 pm

2 stops16h 40m

Oranjestad Reina Beatrix

Mon 11/24

4:00 pm-11:00 pm

1 stop9h 00m

$561

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 10/7

5:56 pm-7:30 pm

2 stops24h 34m

Oranjestad Reina Beatrix

Sun 10/12

3:30 pm-8:39 am

1 stop18h 09m

$562

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 1/26

6:00 am-3:10 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Thu 1/29

2:10 pm-9:46 pm

1 stop9h 36m

$577

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 12/18

6:00 am-3:39 pm

1 stop7h 39m

Oranjestad Reina Beatrix

Thu 12/25

4:40 pm-11:05 pm

1 stop8h 25m

$596

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 10/11

6:15 am-3:40 pm

1 stop8h 25m

Oranjestad Reina Beatrix

Sat 10/18

4:55 pm-8:21 pm

1 stop28h 26m

$674

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 month to fly to Aruba?

If you’re not able to fly to Aruba in July, then August is your next best option. Flight prices from Chicago Midway Airport to Aruba during August average around $582.

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

Direct flights

None
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 $562Free CancellationRating
7.9
7,977 reviews
Search Delta flights
SouthwestPriceFrom $570Free CancellationRating
8.0
4,241 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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