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$132+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$585
(Delta)

One-way from

$132
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$671
Provider with most accurate pricing for Chicago (CHI)-Oranjestad Reina Beatrix flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Oranjestad Reina Beatrix flights.
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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. 13% potential increase in price ($113 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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 4/16:00 amMDW - AUA
1 stop7h 20mDelta
Tue 4/83:35 pmAUA - MDW
1 stop7h 46mDelta
Deal found 2/19$585
This Southwest deal was found by Cheapflights users on 2/19. 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.
Tue 4/15:00 pmMDW - AUA
2 stops19h 35mSouthwest
Tue 4/82:35 pmAUA - MDW
2 stops19h 45mSouthwest
Deal found 2/19$590
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Wed 6/49:15 amMDW - AUA
1 stop27h 40mMultiple Airlines
Mon 6/912:25 pmAUA - MDW
1 stop28h 59mMultiple Airlines
Deal found 2/20$745
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Thu 2/2710:19 amMDW - AUA
2 stops27h 16mWestJet
Mon 3/34:25 pmAUA - MDW
3 stops22h 17mWestJet
Deal found 2/20$1,457
This KAYAK deal was found by Cheapflights users on 2/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/212:51 pmMDW - AUA
2 stops27h 49mLATAM Airlines
Mon 4/76:50 pmAUA - MDW
2 stops18h 13mLATAM Airlines
Deal found 2/19$3,226

Find flights from Midway to Aruba within your budget

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 February 20, 2025.

Fly from

Midway

Fly to

Aruba

Route

Depart

Return

Price

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 4/1

6:00 am-2:20 pm

1 stop7h 20m

Oranjestad Reina Beatrix

Tue 4/8

3:35 pm-10:21 pm

1 stop7h 46m

$585

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 4/1

5:00 pm-1:35 pm

2 stops19h 35m

Oranjestad Reina Beatrix

Tue 4/8

2:35 pm-9:20 am

2 stops19h 45m

$590

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 2/27

7:25 pm-7:45 pm

2 stops22h 20m

Oranjestad Reina Beatrix

Mon 3/3

5:40 pm-3:13 pm

2 stops23h 33m

$768

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Thu 2/27

10:19 am-3:35 pm

2 stops27h 16m

Oranjestad Reina Beatrix

Mon 3/3

4:25 pm-12:42 pm

3 stops22h 17m

$1,457

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 4/2

12:51 pm-5:40 pm

2 stops27h 49m

Oranjestad Reina Beatrix

Mon 4/7

6:50 pm-12:03 pm

2 stops18h 13m

$3,226

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 4/9

2:26 pm-2:40 pm

2 stops23h 14m

$132

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 4/9

6:00 am-2:20 pm

1 stop7h 20m

$348

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 4/16

5:55 am-1:35 pm

1 stop6h 40m

$358

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Wed 4/9

12:48 pm-5:40 pm

2 stops27h 52m

$1,059

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Midway to Aruba

Get recent, data-driven insights about flights from Midway to Aruba including ideal travel times, pricing trends, and more.

Rainfall in Aruba by month

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

In terms of precipitation, rainfall in Aruba ranges from 0.4 - 3.5 inches per month. November is typically the wettest month, when rainfall can reach 3.5 in. March is typically the driest time to visit Aruba when rainfall is around 0.4 in.

Temperature in Aruba by month

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

If weather is an important factor for your trip to Aruba, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 80.6 F).

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 February 20, 2025.
Read through reviews of airlines operating flights from Chicago to Aruba, such as Southwest, Delta and LATAM Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Delta, which is currently one of the cheapest options available, starting at $348. Southwest flights start at $358 while deals on LATAM Airlines start at $1,059 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 $605). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$558Average$825FlexibilityNo cancel feeOn-time63%
DeltaCheapest$562Average$832FlexibilityNo cancel feeOn-timeN/A
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