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$157+ Cheap flights from Aruba to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — MDW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Aruba to Midway

Cheapest flights from Aruba to Midway
Explore the most affordable flight options available from Aruba to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:10 pm
AUA
-
MDW
1 stop10h 21m
Delta
Wed 2/256:40 pm
MDW
-
AUA
2 stops17h 15m
Delta
Deal found 2/2$461
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/14:40 pm
AUA
-
MDW
1 stop18h 28m
Delta
Thu 2/56:14 pm
MDW
-
AUA
1 stop16h 41m
Delta
Deal found 2/1$680
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:25 pm
AUA
-
MDW
1 stop7h 20m
Delta
Sat 11/286:00 am
MDW
-
AUA
1 stop7h 10m
Delta
Deal found 2/1$803
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:25 pm
AUA
-
MDW
1 stop7h 45m
Southwest
Thu 3/266:00 am
MDW
-
AUA
1 stop6h 25m
Southwest
Deal found 2/1$807
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:20 pm
AUA
-
MDW
2 stops15h 45m
Southwest
Wed 2/255:35 pm
MDW
-
AUA
2 stops18h 55m
Southwest
Deal found 2/1$882
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:10 pm
AUA
-
MDW
1 stop10h 21m
Delta
Sun 2/226:00 am
MDW
-
AUA
1 stop7h 20m
Delta
Deal found 2/2$937
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/13:20 pm
AUA
-
MDW
2 stops15h 45m
Southwest
Thu 2/55:15 pm
MDW
-
AUA
2 stops19h 10m
Southwest
Deal found 2/1$1,082

Find flight deals from Aruba to Midway

Keep the following information in mind while searching for Aruba to Midway flight deals. Data was last updated February 3, 2026.

Round-trip from

$461
(Delta)

One-way from

$157
(Frontier)
From Aruba to Chicago Midway
Search Deals
One-way flight from Aruba to Chicago Midway
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aruba to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Aruba to Chicago Midway Airport that are best for you.

Fly from

Aruba

Fly to

Midway

Route

Depart

Return

Price

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 2/19

2:10 pm-10:31 pm

1 stop10h 21m

Chicago Midway

Wed 2/25

6:40 pm-12:55 pm

1 stop16h 15m

$461

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 3/19

2:25 pm-9:10 pm

1 stop7h 45m

Chicago Midway

Thu 3/26

6:00 am-1:25 pm

1 stop6h 25m

$807

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 2/19

3:20 pm-5:05 am

2 stops15h 45m

Chicago Midway

Wed 2/25

5:35 pm-2:30 pm

2 stops18h 55m

$882

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Wed 2/18

2:10 pm-10:31 pm

1 stop10h 21m

Chicago Midway

Sun 2/22

6:00 am-3:20 pm

1 stop7h 20m

$937

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Wed 2/18

7:35 pm-5:37 pm

2 stops24h 02m

Chicago Midway

Sun 2/22

9:34 am-3:35 pm

2 stops28h 01m

$3,335

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 2/28

12:10 pm-9:39 pm

1 stop11h 29m

$157

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Mon 2/16

4:40 pm-7:07 pm

2 stops28h 27m

$218

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 3/1

4:50 pm-7:47 pm

2 stops28h 57m

$235

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 4/7

3:40 pm-8:07 pm

2 stops29h 27m

$244

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 3/31

3:40 pm-8:07 pm

2 stops29h 27m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 16 results
1
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Best time to book a flight from Aruba to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Aruba with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Aruba to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Aruba to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Aruba to Chicago Midway Airport?

    Departing from Aruba to Chicago Midway Airport will take you 7h 45m. Aruba and Chicago Midway Airport are separated by a distance of 2286 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Aruba to Midway that include hotel bookings?

    Yes. In addition to deals on Aruba to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aruba to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aruba to Midway.

  • Can I find deals for business class flights from Aruba to Midway?

    Yes. Cheapflights offers flight deals from Aruba to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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