$276+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Jul 28 — Aug 41
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Aruba with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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Cheapest flights from Midway to ArubaExplore 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 June 28, 2026.
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 June 28, 2026.
This Southwest deal was found by Cheapflights users on 6/28. 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.
Mon 7/135:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Mon 7/201:45 pm
AUA
- MDW
1 stop8h 40m
Southwest
Deal found 6/28![Southwest logo]()
$648
This Southwest deal was found by Cheapflights users on 6/23. 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.
Wed 11/188:50 pm
MDW
- AUA
2 stops16h 10m
Southwest
Tue 11/244:00 pm
AUA
- MDW
2 stops10h 10m
Southwest
Deal found 6/23![Southwest logo]()
$658
This Southwest deal was found by Cheapflights users on 6/27. 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.
Mon 10/55:05 am
MDW
- AUA
1 stop8h 05m
Southwest
Wed 10/73:05 pm
AUA
- MDW
1 stop8h 10m
Southwest
Deal found 6/27![Southwest logo]()
$660
This Delta deal was found by Cheapflights users on 6/26. 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 8/256:05 am
MDW
- AUA
1 stop7h 05m
Delta
Wed 9/23:25 pm
AUA
- MDW
1 stop8h 11m
Delta
Deal found 6/26![Delta logo]()
$661
This Southwest deal was found by Cheapflights users on 6/25. 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.
Thu 7/238:50 pm
MDW
- AUA
2 stops16h 55m
Southwest
Wed 7/291:45 pm
AUA
- MDW
2 stops10h 30m
Southwest
Deal found 6/25![Southwest logo]()
$666
This Southwest deal was found by Cheapflights users on 6/27. 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.
Tue 8/184:45 pm
MDW
- AUA
2 stops21h 00m
Southwest
Mon 8/243:45 pm
AUA
- MDW
1 stop7h 55m
Southwest
Deal found 6/27![Southwest logo]()
$670
This Southwest deal was found by Cheapflights users on 6/23. 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 7/105:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Tue 7/141:45 pm
AUA
- MDW
2 stops10h 30m
Southwest
Deal found 6/23![Southwest logo]()
$673
This Southwest deal was found by Cheapflights users on 6/25. 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 11/155:10 am
MDW
- AUA
1 stop7h 50m
Southwest
Wed 11/183:55 pm
AUA
- MDW
1 stop7h 15m
Southwest
Deal found 6/25![Southwest logo]()
$681
This Delta deal was found by Cheapflights users on 6/23. 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 11/166:00 am
MDW
- AUA
1 stop7h 10m
Delta
Wed 11/254:25 pm
AUA
- MDW
1 stop7h 45m
Delta
Deal found 6/23![Delta logo]()
$686
This Southwest deal was found by Cheapflights users on 6/23. 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 10/255:20 am
MDW
- AUA
1 stop7h 45m
Southwest
Sat 10/311:40 pm
AUA
- MDW
1 stop7h 15m
Southwest
Deal found 6/23![Southwest logo]()
$690
Best flights from Midway to ArubaDiscover carefully curated flight deals from Midway to Aruba that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 28, 2026.
Discover carefully curated flight deals from Midway to Aruba that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 28, 2026.
This Southwest deal was found by Cheapflights users on 6/27. 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.
Tue 8/184:45 pm
MDW
- AUA
2 stops21h 00m
Southwest
Mon 8/243:45 pm
AUA
- MDW
1 stop7h 55m
Southwest
Deal found 6/27![Southwest logo]()
$670
This Delta deal was found by Cheapflights users on 6/24. 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 9/16:05 am
MDW
- AUA
1 stop7h 05m
Delta
Wed 9/163:25 pm
AUA
- MDW
1 stop8h 20m
Delta
Deal found 6/24![Delta logo]()
$731
This Southwest deal was found by Cheapflights users on 6/23. 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 7/245:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Tue 7/281:45 pm
AUA
- MDW
2 stops11h 10m
Southwest
Deal found 6/23![Southwest logo]()
$716
This Delta deal was found by Cheapflights users on 6/23. 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 8/176:05 am
MDW
- AUA
1 stop7h 05m
Delta
Sun 8/233:25 pm
AUA
- MDW
1 stop8h 11m
Delta
Deal found 6/23![Delta logo]()
$791
This Southwest deal was found by Cheapflights users on 6/23. 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 7/185:00 am
MDW
- AUA
1 stop10h 30m
Southwest
Wed 7/221:45 pm
AUA
- MDW
2 stops10h 30m
Southwest
Deal found 6/23![Southwest logo]()
$736
This Delta deal was found by Cheapflights users on 6/25. 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.
Fri 7/176:00 am
MDW
- AUA
1 stop7h 10m
Delta
Tue 7/213:25 pm
AUA
- MDW
1 stop7h 50m
Delta
Deal found 6/25![Delta logo]()
$836
This Southwest deal was found by Cheapflights users on 6/26. 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.
Mon 8/107:25 am
MDW
- AUA
1 stop6h 20m
Southwest
Mon 8/173:45 pm
AUA
- MDW
1 stop7h 55m
Southwest
Deal found 6/26![Southwest logo]()
$771
This Southwest deal was found by Cheapflights users on 6/23. 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 9/187:50 pm
MDW
- AUA
2 stops17h 10m
Southwest
Mon 9/213:45 pm
AUA
- MDW
1 stop7h 55m
Southwest
Deal found 6/23![Southwest logo]()
$776
This Southwest deal was found by Cheapflights users on 6/24. 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 7/318:55 pm
MDW
- AUA
2 stops18h 35m
Southwest
Thu 8/203:45 pm
AUA
- MDW
2 stops16h 45m
Southwest
Deal found 6/24![Southwest logo]()
$796
Last-minute flights from Midway to ArubaDiscover last-minute flight deals from Midway to Aruba. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Aruba. Data last updated June 28, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/23. 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 7/105:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Tue 7/141:45 pm
AUA
- MDW
2 stops10h 30m
Southwest
Deal found 6/23![Southwest logo]()
$673
This Southwest deal was found by Cheapflights users on 6/28. 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.
Mon 7/135:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Mon 7/201:45 pm
AUA
- MDW
1 stop8h 40m
Southwest
Deal found 6/28![Southwest logo]()
$648
This Southwest deal was found by Cheapflights users on 6/24. 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 7/178:50 pm
MDW
- AUA
2 stops14h 30m
Southwest
Mon 7/201:45 pm
AUA
- MDW
2 stops11h 25m
Southwest
Deal found 6/24![Southwest logo]()
$700
This Southwest deal was found by Cheapflights users on 6/23. 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 7/185:00 am
MDW
- AUA
1 stop10h 30m
Southwest
Wed 7/221:45 pm
AUA
- MDW
2 stops10h 30m
Southwest
Deal found 6/23![Southwest logo]()
$736
This Southwest deal was found by Cheapflights users on 6/23. 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.
Wed 7/225:30 pm
MDW
- AUA
2 stops18h 15m
Southwest
Wed 7/291:45 pm
AUA
- MDW
2 stops9h 55m
Southwest
Deal found 6/23![Southwest logo]()
$716
This Southwest deal was found by Cheapflights users on 6/25. 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.
Thu 7/238:50 pm
MDW
- AUA
2 stops16h 55m
Southwest
Wed 7/291:45 pm
AUA
- MDW
2 stops10h 30m
Southwest
Deal found 6/25![Southwest logo]()
$666
This Delta deal was found by Cheapflights users on 6/26. 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 7/276:00 am
MDW
- AUA
1 stop7h 10m
Delta
Tue 8/41:55 pm
AUA
- MDW
2 stops22h 56m
Delta
Deal found 6/26![Delta logo]()
$701
This Southwest deal was found by Cheapflights users on 6/24. 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 7/315:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Thu 8/203:45 pm
AUA
- MDW
1 stop7h 55m
Southwest
Deal found 6/24![Southwest logo]()
$695
One-way flights from Midway to ArubaSearch for one-way flight options from Midway to Aruba. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
Search for one-way flight options from Midway to Aruba. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Fri 9/46:05 am
MDW
- AUA
3 stops51h 10m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$276
This Southwest deal was found by Cheapflights users on 6/24. 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 7/245:10 am
MDW
- AUA
1 stop8h 35m
Southwest
Deal found 6/24![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 6/23. 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.
Thu 7/26:35 pm
MDW
- AUA
2 stops17h 10m
Southwest
Deal found 6/23![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 6/23. 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.
Thu 9/37:25 am
MDW
- AUA
1 stop6h 20m
Southwest
Deal found 6/23![Southwest logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Fri 7/38:23 pm
MDW
- AUA
3 stops24h 37m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 6/23. 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 9/47:50 pm
MDW
- AUA
2 stops17h 10m
Southwest
Deal found 6/23![Southwest logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Fri 7/248:23 pm
MDW
- AUA
3 stops37h 22m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 6/27. 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.
Thu 9/39:26 pm
MDW
- AUA
3 stops36h 31m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$499
Find flight deals from Midway to Aruba
Keep the following information in mind while searching for Midway to Aruba flight deals. Data was last updated June 28, 2026.
Round-trip from | $648 (Southwest) |
|---|---|
One-way from | $276 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $679 |
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 June 28, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Aruba that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Tue 8/18
4:45 pm-2:45 pm
2 stops21h 00m
Oranjestad Reina Beatrix
Mon 8/24
3:45 pm-10:40 pm
1 stop7h 55m
$670
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Fri 7/24
5:10 am-2:45 pm
1 stop8h 35m
Oranjestad Reina Beatrix
Tue 7/28
1:45 pm-11:55 pm
2 stops11h 10m
$716
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Tue 9/1
6:05 am-2:10 pm
1 stop7h 05m
Oranjestad Reina Beatrix
Wed 9/16
3:25 pm-10:45 pm
1 stop8h 20m
$731
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Sat 7/18
5:00 am-4:30 pm
1 stop10h 30m
Oranjestad Reina Beatrix
Wed 7/22
1:45 pm-11:15 pm
2 stops10h 30m
$736
Quickest round-trip
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Mon 8/10
7:25 am-2:45 pm
1 stop6h 20m
Oranjestad Reina Beatrix
Mon 8/17
3:45 pm-10:40 pm
1 stop7h 55m
$771
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Fri 9/18
7:50 pm-2:00 pm
2 stops17h 10m
Oranjestad Reina Beatrix
Mon 9/21
3:45 pm-10:40 pm
1 stop7h 55m
$776
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Mon 8/17
6:05 am-2:10 pm
1 stop7h 05m
Oranjestad Reina Beatrix
Sun 8/23
3:25 pm-10:36 pm
1 stop8h 11m
$791
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Fri 7/31
8:55 pm-4:30 pm
2 stops18h 35m
Oranjestad Reina Beatrix
Thu 8/20
3:45 pm-7:30 am
2 stops16h 45m
$796
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Fri 7/17
6:00 am-2:10 pm
1 stop7h 10m
Oranjestad Reina Beatrix
Tue 7/21
3:25 pm-10:15 pm
1 stop7h 50m
$836
Cheapest one-way
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Fri 9/4
6:05 am-10:15 am
3 stops51h 10m
$321
Showing 1-10 of 16 resultsSorted by cheapest first
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.
MDW-AUA
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
MDW-AW0
MDW-AUA
No data available for this route at this time. Please check back soon.
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 June 28, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Aruba, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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.
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Alternative routes for Midway to Aruba
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Complete your trip
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Midway and Aruba flights
Browse other Midway and Aruba flight options. Last updated on June 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Aruba
Discover the top airline 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 June 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$635 | Average$887 | FlexibilityNo cancel fee | On-time63% |