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$219+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — MDW
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Round-trip from

$591
(Delta)

One-way from

$219
(Cheapflightsfares)

Popular in

June

Cheapest in

September

Average price

$815
From Aruba to Chicago Midway
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One-way flight from Aruba to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($143 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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 6/143:25 pmAUA - MDW
1 stop7h 20mDelta
Sun 6/226:00 amMDW - AUA
1 stop7h 10mDelta
Deal found 4/28$591
This Southwest deal was found by Cheapflights users on 4/28. 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 6/143:45 pmAUA - MDW
2 stops19h 35mSouthwest
Sun 6/229:20 pmMDW - AUA
2 stops16h 25mSouthwest
Deal found 4/28$675

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 April 29, 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 6/14

3:25 pm-9:45 pm

1 stop7h 20m

Chicago Midway

Sun 6/22

6:00 am-2:10 pm

1 stop7h 10m

$591

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 6/14

3:45 pm-10:20 am

2 stops19h 35m

Chicago Midway

Sun 6/22

9:20 pm-2:45 pm

2 stops16h 25m

$675

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 5/31

3:35 pm-10:17 pm

1 stop7h 42m

$219

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 6/22

1:18 pm-8:17 pm

2 stops31h 59m

$349

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 5/25

2:35 pm-7:30 am

2 stops17h 55m

$358

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 5/16

3:25 pm-9:28 pm

1 stop7h 03m

$448

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 5/17

2:50 pm-9:28 pm

2 stops31h 38m

$1,775

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated April 29, 2025.
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,823 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Aruba to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $219 on Frontier. Other airlines that offer cheap prices include Southwest from $358 and Delta from $448 one-way.

  • 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 Aruba?

Book flights to Aruba if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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