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$140+ Cheap flights from Midway (MDW) to Aruba

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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Midway to Aruba

Keep the following information in mind while searching for Midway to Aruba flight deals. Data was last updated July 29, 2025.

Round-trip from

$370
(FlightHub)

One-way from

$140
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$672
From Chicago Midway to Aruba
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One-way flight from Chicago Midway to Aruba
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Highest demand for flights based on searches. 10% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Midway to Aruba

Cheapest flights from Midway to Aruba
Explore the most affordable flight options available from Midway to Aruba. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/107:23 pmMDW - AUA
1 stop17h 57mFrontier
Sat 10/253:35 pmAUA - MDW
1 stop8h 34mFrontier
Deal found 7/29$370
This Delta deal was found by Cheapflights users on 7/28. 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.
Mon 12/16:00 amMDW - AUA
1 stop7h 15mDelta
Thu 12/44:30 pmAUA - MDW
1 stop7h 14mDelta
Deal found 7/28$545
This Southwest deal was found by Cheapflights users on 7/27. 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.
Sun 8/245:35 amMDW - AUA
1 stop8h 15mSouthwest
Fri 8/293:35 pmAUA - MDW
1 stop7h 50mSouthwest
Deal found 7/27$565
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Sun 8/179:40 amMDW - AUA
1 stop24h 45mMultiple Airlines
Sat 8/233:45 pmAUA - MDW
2 stops17h 37mMultiple Airlines
Deal found 7/27$630

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Aruba 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 July 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Aruba that are best for you.

Fly from

Midway

Fly to

Aruba

Route

Depart

Return

Price

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Fri 10/10

7:23 pm-2:20 pm

1 stop17h 57m

Oranjestad Reina Beatrix

Sat 10/25

3:35 pm-11:09 pm

1 stop8h 34m

$370

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 8/24

5:35 am-2:50 pm

1 stop8h 15m

Oranjestad Reina Beatrix

Fri 8/29

3:35 pm-10:25 pm

1 stop7h 50m

$565

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 9/3

9:30 am-12:40 pm

2 stops26h 10m

Oranjestad Reina Beatrix

Wed 9/10

3:25 pm-9:26 pm

1 stop7h 01m

$590

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 8/17

9:40 am-11:25 am

1 stop24h 45m

Oranjestad Reina Beatrix

Sat 8/23

3:45 pm-8:22 am

2 stops17h 37m

$630

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sat 8/16

6:20 am-2:29 pm

1 stop7h 09m

$140

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 8/24

5:35 am-2:50 pm

1 stop8h 15m

$243

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 9/24

6:00 am-2:10 pm

1 stop7h 10m

$363

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Sun 8/10

8:35 am-12:10 pm

2 stops26h 35m

$468

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 9/24

10:35 am-5:45 pm

2 stops30h 10m

$1,048

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Best time to book a flight from Midway to Aruba

Have a flexible travel schedule? Discover the best time to fly to Aruba from Midway 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 Chicago Midway Airport to Aruba

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Aruba (average of $456). Flying from Chicago Midway Airport to Aruba in July is currently the most expensive (average of $595). 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.

Reviews of airlines servicing Aruba

Get insights into the airlines that provide service to Aruba. 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 Aruba. Reviews last updated July 29, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Aruba, such as Southwest, Delta, and LATAM Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
LATAM Airlines
7.5
Good
1,821 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Midway to Aruba. 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 Chicago Midway Airport to Aruba one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $140. Southwest flights start at $243 while deals on Delta start at $363 one-way.

  • Can I find deals for flights from Midway to Aruba that include hotel bookings?

    Yes. In addition to deals on Midway to Aruba flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Aruba?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Aruba.

  • Can I find deals for business class flights from Midway to Aruba?

    Yes. Cheapflights offers flight deals from Midway to Aruba 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 Chicago Midway Airport to Aruba?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Aruba (average of $456). Flying from Chicago Midway Airport to Aruba in July is currently the most expensive (average of $595). 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

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Alternative routes for Midway to Aruba

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Midway to Aruba

Discover the top 2 airlines that operate flights from Midway to Aruba. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$562Average$761FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$570Average$810FlexibilityNo cancel feeOn-time63%

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