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$206+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 12/182:30 pmAUA - MDW
1 stop11h 17mDelta
Wed 12/249:29 amMDW - AUA
2 stops25h 01mDelta
Deal found 12/16$698
This Southwest deal was found by Cheapflights users on 12/16. 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 12/184:00 pmAUA - MDW
1 stop9h 00mSouthwest
Wed 12/245:05 amMDW - AUA
1 stop8h 40mSouthwest
Deal found 12/16$699
This Delta deal was found by Cheapflights users on 12/15. 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 12/244:35 pmAUA - MDW
1 stop7h 47mDelta
Sun 12/286:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 12/15$1,587

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 December 18, 2025.

Round-trip from

$286
(Frontier)

One-way from

$206
(Kiwi.com)
From Aruba to Chicago Midway
Search Deals
One-way flight from Aruba to Chicago Midway
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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 December 18, 2025.
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

Sat 1/24

12:05 pm-11:45 am

1 stop25h 40m

Chicago Midway

Fri 1/30

5:01 pm-11:00 am

1 stop15h 59m

$286

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/15

4:35 pm-10:07 pm

1 stop7h 32m

Chicago Midway

Wed 1/21

6:14 pm-12:55 pm

1 stop16h 41m

$451

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/15

3:20 pm-5:05 am

2 stops15h 45m

Chicago Midway

Wed 1/21

5:00 am-2:25 pm

1 stop7h 25m

$492

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 1/24

1:15 pm-8:52 am

2 stops21h 37m

Chicago Midway

Fri 1/30

6:00 am-12:00 pm

2 stops28h 00m

$510

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/8

4:35 pm-10:07 pm

1 stop7h 32m

Chicago Midway

Sun 1/11

5:31 pm-12:55 pm

1 stop17h 24m

$592

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 1/30

7:05 am-7:52 pm

2 stops14h 47m

Chicago Midway

Fri 2/6

5:01 pm-11:00 am

1 stop15h 59m

$616

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 1/30

4:35 pm-10:22 pm

1 stop7h 47m

Chicago Midway

Fri 2/6

6:00 am-3:20 pm

1 stop7h 20m

$718

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/8

3:20 pm-9:00 pm

1 stop7h 40m

Chicago Midway

Sun 1/11

8:40 pm-2:25 pm

2 stops15h 45m

$736

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/1

4:35 pm-10:22 pm

1 stop7h 47m

Chicago Midway

Mon 1/5

6:45 am-3:20 pm

1 stop6h 35m

$968

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 1/24

3:46 pm-3:20 pm

3 stops25h 34m

Chicago Midway

Fri 1/30

11:05 am-11:00 am

2 stops21h 55m

$1,186

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 18 results
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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 32m. 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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