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$196+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — MDW
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$339
(Delta)

One-way from

$196
(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 November 3, 2025.

This Delta deal was found by Cheapflights users on 11/2. 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 12/44:35 pmAUA - MDW
2 stops18h 19mDelta
Sat 12/61:14 pmMDW - AUA
2 stops22h 41mDelta
Deal found 11/2$339
This Delta deal was found by Cheapflights users on 11/2. 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.
Tue 12/23:10 pmAUA - MDW
2 stops23h 24mDelta
Sun 12/75:13 pmMDW - AUA
2 stops18h 42mDelta
Deal found 11/2$423
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:30 pmAUA - MDW
1 stop19h 35mMultiple Airlines
Wed 12/318:15 amMDW - AUA
2 stops29h 20mMultiple Airlines
Deal found 11/1$460
This Delta deal was found by Cheapflights users on 11/2. 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.
Mon 12/221:45 pmAUA - MDW
1 stop10h 37mDelta
Wed 12/319:50 amMDW - AUA
1 stop24h 40mDelta
Deal found 11/2$533
This Delta deal was found by Cheapflights users on 11/2. 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 12/182:30 pmAUA - MDW
1 stop11h 17mDelta
Wed 12/246:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 11/2$536
This Delta deal was found by Cheapflights users on 11/2. 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 12/34:35 pmAUA - MDW
1 stop9h 12mDelta
Fri 12/55:13 pmMDW - AUA
1 stop18h 02mDelta
Deal found 11/2$541
This Delta deal was found by Cheapflights users on 11/2. 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.
Sun 11/24:35 pmAUA - MDW
1 stop7h 39mDelta
Sat 11/84:23 pmMDW - AUA
2 stops19h 32mDelta
Deal found 11/2$594
This Delta deal was found by Cheapflights users on 11/2. 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 12/44:35 pmAUA - MDW
1 stop9h 12mDelta
Mon 12/86:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 11/2$636
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/214:00 pmAUA - MDW
1 stop9h 00mSouthwest
Sat 11/295:05 amMDW - AUA
1 stop7h 50mSouthwest
Deal found 11/2$669

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 November 3, 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

Thu 12/4

4:35 pm-12:34 pm

2 stops21h 59m

Chicago Midway

Sun 12/7

5:13 pm-1:55 pm

2 stops18h 42m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 12/4

4:35 pm-8:54 am

2 stops18h 19m

Chicago Midway

Mon 12/8

1:50 pm-1:55 pm

2 stops22h 05m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 12/5

3:10 pm-9:54 am

2 stops20h 44m

Chicago Midway

Tue 12/9

5:29 pm-1:55 pm

2 stops18h 26m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 12/4

4:35 pm-12:34 pm

2 stops21h 59m

Chicago Midway

Tue 12/9

5:29 pm-1:55 pm

2 stops18h 26m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 12/5

3:10 pm-9:54 am

2 stops20h 44m

Chicago Midway

Sun 12/7

5:13 pm-1:55 pm

2 stops18h 42m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 12/4

4:35 pm-11:47 pm

1 stop9h 12m

Chicago Midway

Sat 12/6

1:50 pm-1:55 pm

2 stops22h 05m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 12/2

3:10 pm-12:34 pm

2 stops23h 24m

Chicago Midway

Sun 12/7

5:13 pm-1:55 pm

2 stops18h 42m

$423

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Mon 12/22

4:30 pm-10:05 am

1 stop19h 35m

Chicago Midway

Wed 12/31

8:15 am-3:35 pm

2 stops29h 20m

$460

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Mon 12/22

1:45 pm-10:22 pm

1 stop10h 37m

Chicago Midway

Wed 12/31

9:50 am-12:30 pm

1 stop24h 40m

$533

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 1/13

4:50 pm-5:42 pm

3 stops26h 52m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 19 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 21h 59m. Aruba and Chicago Midway Airport are separated by a distance of 2286 mi.

  • 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Aruba to Midway

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