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Midway

$277+ 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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$375
(Frontier)

One-way from

$277
(Mytrip)
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 June 12, 2025.

This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/23:35 pmAUA - MDW
1 stop8h 00mFrontier
Sat 8/96:20 amMDW - AUA
1 stop7h 09mFrontier
Deal found 6/11$375
This Delta deal was found by Cheapflights users on 6/10. 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 7/293:25 pmAUA - MDW
1 stop7h 17mDelta
Mon 8/116:04 amMDW - AUA
1 stop7h 06mDelta
Deal found 6/10$671
This Southwest deal was found by Cheapflights users on 6/10. 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 7/261:35 pmAUA - MDW
2 stops19h 20mSouthwest
Sun 8/39:20 pmMDW - AUA
2 stops16h 25mSouthwest
Deal found 6/10$710
This LATAM Airlines deal was found by Cheapflights users on 6/10. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/316:50 pmAUA - MDW
2 stops18h 08mLATAM Airlines
Tue 8/1210:11 amMDW - AUA
2 stops30h 34mLATAM Airlines
Deal found 6/10$2,655

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 June 12, 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 8/2

3:35 pm-10:35 pm

1 stop8h 00m

Chicago Midway

Sat 8/9

6:20 am-2:29 pm

1 stop7h 09m

$375

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 7/29

3:25 pm-9:42 pm

1 stop7h 17m

Chicago Midway

Mon 8/11

6:04 am-2:10 pm

1 stop7h 06m

$671

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 7/26

1:35 pm-7:55 am

2 stops19h 20m

Chicago Midway

Sun 8/3

9:20 pm-2:45 pm

2 stops16h 25m

$710

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 7/31

6:50 pm-11:58 am

2 stops18h 08m

Chicago Midway

Tue 8/12

10:11 am-5:45 pm

2 stops30h 34m

$2,655

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 7/20

3:45 pm-2:04 pm

2 stops23h 19m

$277

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 7/26

3:35 pm-10:35 pm

1 stop8h 00m

$297

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 7/26

1:35 pm-11:30 pm

2 stops10h 55m

$412

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 7/29

3:25 pm-9:42 pm

1 stop7h 17m

$423

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 7/24

2:50 pm-5:39 pm

3 stops27h 49m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,868 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
6.0
Okay
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $297 on Frontier. Other airlines that offer cheap prices include Southwest from $412 and Delta from $423 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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