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Cheap flights from Chicago Midway Airport to Aruba from $234

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 2/17. 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.
Delta Logo
6:00 am - 3:20 pmMDW-AUA
7h 20m1 stop
Delta Logo
2:30 pm - 11:49 pmAUA-MDW
11h 19m1 stop
$404Delta
Find Deal
Sat, Nov 29 - Sat, Dec 6
Delta Logo
5:25 pm - 12:55 pmMDW-AUA
17h 30m1 stop
Delta Logo
4:25 pm - 9:46 pmAUA-MDW
7h 21m1 stop
$431Delta
Find Deal
Sun, Mar 1 - Thu, Mar 5
Delta Logo
1:00 pm - 12:55 pmMDW-AUA
21h 55m2 stops
Delta Logo
3:25 pm - 9:46 pmAUA-MDW
7h 21m1 stop
$435Delta
Find Deal
Sun, Mar 1 - Tue, Mar 10
Delta Logo
6:00 am - 3:20 pmMDW-AUA
7h 20m1 stop
Delta Logo
4:35 pm - 11:49 pmAUA-MDW
9h 14m1 stop
$440Delta
Find Deal
Sat, Nov 29 - Sat, Dec 6
Southwest Logo
7:55 pm - 2:25 pmMDW-AUA
16h 30m2 stops
Southwest Logo
3:20 pm - 9:00 pmAUA-MDW
7h 40m1 stop
$531Southwest
Find Deal
Wed, Jan 7 - Mon, Jan 12
Frontier Logo
6:00 am - 3:39 pmMDW-AUA
7h 39m1 stop
Frontier Logo
4:40 pm - 11:05 pmAUA-MDW
8h 25m1 stop
$568Frontier
Find Deal
Thu, Dec 18 - Sun, Dec 21
Southwest Logo
7:55 pm - 2:25 pmMDW-AUA
16h 30m2 stops
Southwest Logo
3:20 pm - 9:00 pmAUA-MDW
7h 40m1 stop
$578Southwest
Find Deal
Thu, Jan 22 - Thu, Jan 29
Frontier Logo
6:00 am - 3:29 pmMDW-AUA
7h 29m1 stop
Frontier Logo
4:40 pm - 11:05 pmAUA-MDW
8h 25m1 stop
$608Frontier
Find Deal
Sat, Dec 6 - Sat, Dec 13
Multiple Airlines Logo
8:15 am - 3:35 pmMDW-AUA
29h 20m2 stops
Multiple Airlines Logo
7:35 pm - 3:20 pmAUA-MDW
21h 45m1 stop
$609Multiple Airlines
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Wed, Dec 24 - Wed, Dec 31
Multiple Airlines Logo
11:00 am - 3:40 pmMDW-AUA
26h 40m1 stop
Multiple Airlines Logo
1:15 pm - 11:42 amAUA-MDW
48h 27m2 stops
$614Multiple Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 18

Delta flights from Chicago Midway Airport to Aruba

Our best Delta deals on Chicago Midway Airport to Aruba flight tickets
Delta
Nov 29
MDW6:00 amChicago Midway
7h 20m
1 stop
AUA3:20 pmOranjestad Reina Beatrix
Dec 6
AUA2:30 pmOranjestad Reina Beatrix
11h 19m
1 stop
MDW11:49 pmChicago Midway
$404
Find similar
Delta
Mar 1
MDW5:25 pmChicago Midway
17h 30m
1 stop
AUA12:55 pmOranjestad Reina Beatrix
Mar 5
AUA4:25 pmOranjestad Reina Beatrix
7h 21m
1 stop
MDW9:46 pmChicago Midway
$431
Find similar
Delta
Mar 1
MDW1:00 pmChicago Midway
21h 55m
2 stops
AUA12:55 pmOranjestad Reina Beatrix
Mar 10
AUA3:25 pmOranjestad Reina Beatrix
7h 21m
1 stop
MDW9:46 pmChicago Midway
$435
Find similar

Frontier flights from Chicago Midway Airport to Aruba

Our best Frontier deals on Chicago Midway Airport to Aruba flight tickets
Frontier
Dec 18
MDW6:00 amChicago Midway
7h 39m
1 stop
AUA3:39 pmOranjestad Reina Beatrix
Dec 21
AUA4:40 pmOranjestad Reina Beatrix
8h 25m
1 stop
MDW11:05 pmChicago Midway
$568
Find similar
Frontier
Dec 6
MDW6:00 amChicago Midway
7h 29m
1 stop
AUA3:29 pmOranjestad Reina Beatrix
Dec 13
AUA4:40 pmOranjestad Reina Beatrix
8h 25m
1 stop
MDW11:05 pmChicago Midway
$608
Find similar
Frontier
Jan 3
MDW6:00 amChicago Midway
7h 39m
1 stop
AUA3:39 pmOranjestad Reina Beatrix
Jan 10
AUA4:50 pmOranjestad Reina Beatrix
8h 35m
1 stop
MDW11:25 pmChicago Midway
$611
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 October 16, 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 11/29

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sat 12/6

2:30 pm-11:49 pm

1 stop11h 19m

$404

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 3/1

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Thu 3/5

4:25 pm-9:46 pm

1 stop7h 21m

$431

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 3/1

1:00 pm-12:55 pm

2 stops21h 55m

Oranjestad Reina Beatrix

Tue 3/10

3:25 pm-9:46 pm

1 stop7h 21m

$435

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 11/29

6:00 am-3:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Sat 12/6

4:35 pm-11:49 pm

1 stop9h 14m

$440

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 1/7

7:55 pm-2:25 pm

2 stops16h 30m

Oranjestad Reina Beatrix

Mon 1/12

3:20 pm-9:00 pm

1 stop7h 40m

$531

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 12/18

6:00 am-3:39 pm

1 stop7h 39m

Oranjestad Reina Beatrix

Sun 12/21

4:40 pm-11:05 pm

1 stop8h 25m

$568

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 1/22

7:55 pm-2:25 pm

2 stops16h 30m

Oranjestad Reina Beatrix

Thu 1/29

3:20 pm-9:00 pm

1 stop7h 40m

$578

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 12/6

6:00 am-3:29 pm

1 stop7h 29m

Oranjestad Reina Beatrix

Sat 12/13

4:40 pm-11:05 pm

1 stop8h 25m

$608

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 12/24

8:15 am-3:35 pm

2 stops29h 20m

Oranjestad Reina Beatrix

Wed 12/31

7:35 pm-3:20 pm

1 stop21h 45m

$609

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 11/11

11:00 am-3:40 pm

1 stop26h 40m

Oranjestad Reina Beatrix

Tue 11/18

1:15 pm-11:42 am

2 stops48h 27m

$614

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

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 $458Free CancellationRating
7.9
7,984 reviews
Search Delta flights
SouthwestPriceFrom $595Free 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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Popular flights according to clicks in the last 7 days on momondo
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