$111+ Cheap flights from Chicago (CHI) 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — AUA
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from Chicago 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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Cheapest flights from Chicago to ArubaExplore the most affordable flight options available from Chicago to Aruba. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.
Explore the most affordable flight options available from Chicago to Aruba. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.
This CheapOair deal was found by Cheapflights users on 4/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:00 pm
ORD
- AUA
1 stop24h 15m
Multiple Airlines
Fri 5/13:41 pm
AUA
- ORD
2 stops8h 26m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$458
This Mytrip deal was found by Cheapflights users on 4/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:35 pm
ORD
- AUA
1 stop19h 40m
Multiple Airlines
Fri 5/83:41 pm
AUA
- ORD
3 stops31h 33m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:33 pm
ORD
- AUA
1 stop18h 03m
Spirit Airlines
Mon 6/13:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Sat 5/303:41 pm
AUA
- ORD
1 stop17h 41m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Fri 5/293:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$466
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Mon 6/13:41 pm
AUA
- ORD
2 stops21h 42m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/54:44 pm
ORD
- AUA
2 stops25h 46m
Multiple Airlines
Fri 5/83:41 pm
AUA
- ORD
1 stop9h 18m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Fri 5/293:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$470
This CheapOair deal was found by Cheapflights users on 4/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/195:10 am
ORD
- AUA
1 stop8h 17m
Spirit Airlines
Mon 6/223:41 pm
AUA
- ORD
1 stop24h 46m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Sat 5/303:41 pm
AUA
- ORD
2 stops17h 14m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Sat 5/165:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Fri 5/293:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$474
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 6/43:20 pm
MDW
- AUA
1 stop21h 55m
Multiple Airlines
Mon 6/83:41 pm
AUA
- MDW
2 stops20h 31m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$527
Best flights from Chicago to ArubaDiscover carefully curated flight deals from Chicago to Aruba that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
Discover carefully curated flight deals from Chicago to Aruba that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
This Southwest deal was found by Cheapflights users on 4/21. 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 5/256:25 pm
MDW
- AUA
2 stops18h 10m
Southwest
Thu 5/282:35 pm
AUA
- MDW
1 stop10h 40m
Southwest
Deal found 4/21![Southwest logo]()
$646
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/69:19 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Mon 7/131:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/21![United Airlines logo]()
$647
This Delta deal was found by Cheapflights users on 4/19. 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.
Mon 7/136:58 pm
MDW
- AUA
2 stops18h 12m
Delta
Wed 7/223:25 pm
AUA
- MDW
1 stop7h 50m
Delta
Deal found 4/19![Delta logo]()
$687
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:30 am
ORD
- AUA
1 stop8h 50m
United Airlines
Wed 7/81:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/21![United Airlines logo]()
$676
This Southwest deal was found by Cheapflights users on 4/22. 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 7/208:50 pm
MDW
- AUA
2 stops14h 55m
Southwest
Fri 7/243:45 pm
AUA
- MDW
2 stops18h 05m
Southwest
Deal found 4/22![Southwest logo]()
$686
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:05 am
MDW
- AUA
1 stop7h 05m
Delta
Fri 6/123:25 pm
AUA
- MDW
1 stop7h 52m
Delta
Deal found 4/20![Delta logo]()
$693
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:19 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Mon 6/154:30 pm
AUA
- ORD
1 stop7h 56m
United Airlines
Deal found 4/23![United Airlines logo]()
$682
This Southwest deal was found by Cheapflights users on 4/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 am
MDW
- AUA
1 stop6h 35m
Southwest
Sun 5/312:35 pm
AUA
- MDW
2 stops17h 35m
Southwest
Deal found 4/20![Southwest logo]()
$706
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 5/66:00 am
MDW
- AUA
1 stop7h 10m
Delta
Wed 5/131:15 pm
AUA
- MDW
1 stop8h 54m
Delta
Deal found 4/22![Delta logo]()
$753
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:00 am
ORD
- AUA
1 stop10h 40m
United Airlines
Mon 6/293:10 pm
AUA
- ORD
1 stop9h 05m
United Airlines
Deal found 4/21![United Airlines logo]()
$686
This Southwest deal was found by Cheapflights users on 4/19. 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.
Thu 5/149:25 pm
MDW
- AUA
2 stops15h 10m
Southwest
Sun 5/174:00 pm
AUA
- MDW
1 stop8h 40m
Southwest
Deal found 4/19![Southwest logo]()
$741
This Delta deal was found by Cheapflights users on 4/22. 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 5/1112:53 pm
MDW
- AUA
2 stops22h 47m
Delta
Wed 5/131:15 pm
AUA
- MDW
1 stop8h 54m
Delta
Deal found 4/22![Delta logo]()
$758
This United Airlines deal was found by Cheapflights users on 4/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:00 am
ORD
- AUA
1 stop9h 40m
United Airlines
Mon 6/151:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/19![United Airlines logo]()
$691
This Southwest deal was found by Cheapflights users on 4/23. 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 6/135:00 am
MDW
- AUA
1 stop10h 30m
Southwest
Sat 6/205:25 pm
AUA
- MDW
2 stops14h 45m
Southwest
Deal found 4/23![Southwest logo]()
$741
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:40 pm
ORD
- AUA
1 stop14h 00m
United Airlines
Thu 6/111:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/20![United Airlines logo]()
$761
This Southwest deal was found by Cheapflights users on 4/21. 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 6/236:00 pm
MDW
- AUA
2 stops17h 45m
Southwest
Mon 6/293:45 pm
AUA
- MDW
2 stops18h 15m
Southwest
Deal found 4/21![Southwest logo]()
$796
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/309:19 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Mon 7/61:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/20![United Airlines logo]()
$767
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sun 4/268:55 pm
MDW
- AUA
2 stops15h 50m
Southwest
Sun 5/32:35 pm
AUA
- MDW
2 stops10h 05m
Southwest
Deal found 4/19![Southwest logo]()
$803
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:54 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Tue 6/21:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/21![United Airlines logo]()
$767
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/219:36 pm
ORD
- AUA
1 stop16h 44m
United Airlines
Mon 5/251:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/23![United Airlines logo]()
$771
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:54 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Fri 6/51:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Deal found 4/20![United Airlines logo]()
$792
Last-minute flights from Chicago to ArubaDiscover last-minute flight deals from Chicago to Aruba. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Aruba. Data last updated April 23, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:00 pm
ORD
- AUA
1 stop24h 15m
Multiple Airlines
Fri 5/13:41 pm
AUA
- ORD
2 stops8h 26m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$458
This Mytrip deal was found by Cheapflights users on 4/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:35 pm
ORD
- AUA
1 stop19h 40m
Multiple Airlines
Fri 5/83:41 pm
AUA
- ORD
3 stops31h 33m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/54:44 pm
ORD
- AUA
2 stops25h 46m
Multiple Airlines
Fri 5/83:41 pm
AUA
- ORD
1 stop9h 18m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Sat 5/165:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Fri 5/293:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$474
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Fri 5/293:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$466
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Mon 6/13:41 pm
AUA
- ORD
2 stops21h 42m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:33 pm
ORD
- AUA
1 stop18h 03m
Spirit Airlines
Mon 6/13:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Sat 5/303:41 pm
AUA
- ORD
1 stop17h 41m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Sat 5/303:41 pm
AUA
- ORD
2 stops17h 14m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Fri 5/293:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$470
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Mon 6/13:41 pm
AUA
- ORD
2 stops21h 42m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 4/23. 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.
Mon 5/255:35 am
MDW
- AUA
1 stop7h 00m
Southwest
Tue 6/22:35 pm
AUA
- MDW
1 stop7h 50m
Southwest
Deal found 4/23![Southwest logo]()
$641
One-way flights from Chicago to ArubaSearch for one-way flight options from Chicago to Aruba. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
Search for one-way flight options from Chicago to Aruba. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/103:44 pm
ORD
- AUA
1 stop21h 52m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 7/205:10 am
ORD
- AUA
1 stop8h 17m
Spirit Airlines
Deal found 4/22![Spirit Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/247:33 pm
ORD
- AUA
1 stop18h 03m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/241:50 pm
ORD
- AUA
2 stops23h 46m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 4/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:33 pm
ORD
- AUA
1 stop18h 03m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Mon 5/185:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/173:44 pm
ORD
- AUA
1 stop21h 52m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:04 pm
MDW
- AUA
3 stops49h 32m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$245
This Southwest deal was found by Cheapflights users on 4/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:30 pm
MDW
- AUA
2 stops18h 15m
Southwest
Deal found 4/20![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 4/23. 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.
Wed 6/106:05 am
MDW
- AUA
1 stop7h 05m
Delta
Deal found 4/23![Delta logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 am
MDW
- AUA
3 stops55h 15m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$400
Find flight deals from Chicago to Aruba
Keep the following information in mind while searching for Chicago to Aruba flight deals. Data was last updated April 23, 2026.
Round-trip from | $459 (Kiwi.com) |
|---|---|
One-way from | $111 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $583 |
Good round-trip deal | $690 or less |
Good one-way deal | $344 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 April 23, 2026.
Use the filters below to find and compare flights from Chicago to Aruba that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Mon 5/25
6:25 pm-1:35 pm
2 stops18h 10m
Oranjestad Reina Beatrix
Thu 5/28
2:35 pm-12:15 am
1 stop10h 40m
$646
Quickest round-trip
ChicagoOranjestad
ORD - AUA
ORDAUA
Chicago O'Hare Intl
Mon 7/6
9:19 am-3:35 pm
Nonstop5h 16m
Oranjestad Reina Beatrix
Mon 7/13
1:50 pm-6:38 pm
Nonstop5h 48m
$647
ChicagoOranjestad
ORD - AUA
ORDAUA
Chicago O'Hare Intl
Fri 7/3
5:30 am-3:20 pm
1 stop8h 50m
Oranjestad Reina Beatrix
Wed 7/8
1:50 pm-6:38 pm
Nonstop5h 48m
$676
ChicagoOranjestad
ORD - AUA
ORDAUA
Chicago O'Hare Intl
Mon 6/8
9:19 am-3:35 pm
Nonstop5h 16m
Oranjestad Reina Beatrix
Mon 6/15
4:30 pm-11:26 pm
1 stop7h 56m
$682
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Mon 7/20
8:50 pm-12:45 pm
2 stops14h 55m
Oranjestad Reina Beatrix
Fri 7/24
3:45 pm-8:50 am
2 stops18h 05m
$686
ChicagoOranjestad
ORD - AUA
ORDAUA
Chicago O'Hare Intl
Tue 6/23
5:00 am-4:40 pm
1 stop10h 40m
Oranjestad Reina Beatrix
Mon 6/29
3:10 pm-11:15 pm
1 stop9h 05m
$686
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Mon 7/13
6:58 pm-2:10 pm
2 stops18h 12m
Oranjestad Reina Beatrix
Wed 7/22
3:25 pm-10:15 pm
1 stop7h 50m
$687
ChicagoOranjestad
ORD - AUA
ORDAUA
Chicago O'Hare Intl
Thu 6/11
6:00 am-4:40 pm
1 stop9h 40m
Oranjestad Reina Beatrix
Mon 6/15
1:50 pm-6:38 pm
Nonstop5h 48m
$691
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Mon 6/8
6:05 am-2:10 pm
1 stop7h 05m
Oranjestad Reina Beatrix
Fri 6/12
3:25 pm-10:17 pm
1 stop7h 52m
$693
ChicagoOranjestad
MDW - AUA
MDWAUA
Chicago Midway
Wed 5/27
6:00 am-1:35 pm
1 stop6h 35m
Oranjestad Reina Beatrix
Sun 5/31
2:35 pm-7:10 am
2 stops17h 35m
$706
Showing 1-10 of 35 resultsSorted by cheapest first
Best time to book a flight from Chicago to Aruba
Have a flexible travel schedule? Discover the best time to fly to Aruba from Chicago with our price prediction graph.
ORD-AUA
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 to Aruba
CHI-AW0
ORD-AUA
MDW-AUA
How far ahead should I book a flight from Chicago to Aruba?
The price you pay for your flight from Chicago to Aruba may vary depending on when you book. For the best chance of a lower fare, look to book 41 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Aruba?
Currently, January is the cheapest month in which you can book a flight from Chicago to Aruba (average of $81). Flying from Chicago to Aruba in September is currently the most expensive (average of $373). 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.
What is the cheapest time of day to fly from CHI to AW?
Find hourly flight availability from Chicago to Aruba. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 23, 2026.
When flying from Chicago to Aruba, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Chicago to Aruba
Explore weekly flight availability from Chicago to Aruba. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 23, 2026.
The most flights from CHI to AW0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
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 April 23, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from Chicago to Aruba to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Chicago 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 Chicago to Aruba
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Complete your trip
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Search flights from Chicago to Aruba by cabin class
Find flights from Chicago to Aruba, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Aruba flights
Browse other Chicago and Aruba flight options. Last updated on April 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Chicago to Aruba
Discover the top 7 airlines that operate flights from Chicago 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 April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$334 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$321 | Average$387 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$328 | Average$686 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$396 | Average$586 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$461 | Average$687 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$668 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$570 | Average$887 | FlexibilityNo cancel fee | On-time63% |