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$614+ 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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — MDW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Aruba to Midway

Keep the following information in mind while searching for Aruba to Midway flight deals. Data was last updated September 16, 2025.

Round-trip from

$801
(Delta)

One-way from

$614
(Kiwi.com)
From Aruba to Chicago Midway
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One-way flight from Aruba to Chicago Midway
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Find 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 September 16, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 9/223:25 pmAUA - MDW
1 stop7h 11mDelta
Mon 9/296:00 amMDW - AUA
1 stop7h 10mDelta
Deal found 9/15$753
This Delta deal was found by Cheapflights users on 9/16. 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.
Sat 11/84:35 pmAUA - MDW
1 stop7h 39mDelta
Sat 11/156:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 9/16$801
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/223:15 pmAUA - MDW
2 stops17h 25mSouthwest
Mon 9/295:05 amMDW - AUA
1 stop8h 10mSouthwest
Deal found 9/15$827
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sat 11/82:35 pmAUA - MDW
1 stop9h 40mSouthwest
Sat 11/155:05 amMDW - AUA
1 stop7h 50mSouthwest
Deal found 9/14$865
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:05 pmAUA - MDW
2 stops23h 02mMultiple Airlines
Sat 11/151:47 pmMDW - AUA
2 stops23h 13mMultiple Airlines
Deal found 9/14$1,273
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 12/241:45 pmAUA - MDW
1 stop10h 31mDelta
Sun 12/286:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 9/16$1,446

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 September 16, 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

Mon 9/22

3:25 pm-9:36 pm

1 stop7h 11m

Chicago Midway

Mon 9/29

6:00 am-2:10 pm

1 stop7h 10m

$753

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 11/8

4:35 pm-10:14 pm

1 stop7h 39m

Chicago Midway

Sat 11/15

6:00 am-3:20 pm

1 stop7h 20m

$801

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Mon 9/22

3:15 pm-7:40 am

2 stops17h 25m

Chicago Midway

Mon 9/29

5:05 am-2:15 pm

1 stop8h 10m

$827

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 11/8

2:35 pm-10:15 pm

1 stop9h 40m

Chicago Midway

Sat 11/15

5:05 am-2:55 pm

1 stop7h 50m

$865

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 11/8

4:05 pm-1:07 pm

2 stops23h 02m

Chicago Midway

Sat 11/15

1:47 pm-3:00 pm

2 stops23h 13m

$1,273

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 11/30

3:15 pm-5:34 pm

3 stops28h 19m

$614

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 11/30

4:35 pm-11:32 pm

1 stop8h 57m

$633

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 11m. 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.

  • What is the cheapest month to book a flight from Aruba to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Aruba to Chicago Midway Airport (average of $160). Flying from Aruba to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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