$198+ Cheap flights from Aruba to Chicago (CHI)
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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
May 27 — Jun 31
Round-trip
1 adult, Economy
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Find cheap flights from Aruba to Chicago with Cheapflights
1. Tell us where you want to go
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 Aruba to ChicagoExplore the most affordable flight options available from Aruba to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.
Explore the most affordable flight options available from Aruba to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/223:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Thu 5/287:33 pm
ORD
- AUA
1 stop18h 03m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$394
This Expedia deal was found by Cheapflights users on 4/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:05 pm
AUA
- ORD
1 stop18h 55m
Air Canada
Fri 5/153:50 pm
ORD
- AUA
1 stop21h 25m
Air Canada
Deal found 4/24![Air Canada logo]()
$396
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 6/13:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Sat 6/135:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Mon 6/83:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Mon 6/155:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Deal found 4/24![Spirit Airlines logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Mon 5/253:41 pm
AUA
- ORD
2 stops29h 00m
Multiple Airlines
Sun 5/318:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$433
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Thu 5/147:33 pm
ORD
- AUA
1 stop18h 03m
Spirit Airlines
Deal found 4/24![Spirit Airlines logo]()
$451
This Mytrip deal was found by Cheapflights users on 4/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:41 pm
AUA
- ORD
1 stop17h 41m
Multiple Airlines
Fri 5/153:50 pm
ORD
- AUA
1 stop21h 25m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$454
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:05 pm
AUA
- ORD
1 stop26h 45m
Air Canada
Mon 4/274:15 pm
ORD
- AUA
1 stop22h 00m
Air Canada
Deal found 4/23![Air Canada logo]()
$458
This Delta deal was found by Cheapflights users on 4/24. 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.
Wed 8/193:25 pm
AUA
- MDW
1 stop7h 21m
Delta
Wed 8/266:00 am
MDW
- AUA
1 stop7h 10m
Delta
Deal found 4/24![Delta logo]()
$622
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.
Thu 5/212:35 pm
AUA
- MDW
1 stop10h 40m
Southwest
Wed 5/276:00 am
MDW
- AUA
1 stop6h 35m
Southwest
Deal found 4/22![Southwest logo]()
$631
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.
Thu 5/211:15 pm
AUA
- MDW
1 stop8h 54m
Delta
Wed 5/275:12 pm
MDW
- AUA
1 stop17h 48m
Delta
Deal found 4/23![Delta logo]()
$642
This Southwest deal was found by Cheapflights users on 4/24. 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.
Mon 5/112:35 pm
AUA
- MDW
2 stops18h 00m
Southwest
Sun 5/175:05 am
MDW
- AUA
1 stop8h 55m
Southwest
Deal found 4/24![Southwest logo]()
$661
Best flights from Aruba to ChicagoDiscover carefully curated flight deals from Aruba to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
Discover carefully curated flight deals from Aruba to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Mon 5/253:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Sun 5/318:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$449
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:35 pm
AUA
- ORD
1 stop16h 12m
JetBlue
Sun 5/176:00 am
ORD
- AUA
1 stop8h 40m
JetBlue
Deal found 4/24![JetBlue logo]()
$525
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Tue 8/49:19 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Deal found 4/26![United Airlines logo]()
$617
This Delta deal was found by Cheapflights users on 4/26. 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.
Thu 7/303:25 pm
AUA
- ORD
1 stop7h 43m
Delta
Wed 8/55:15 am
ORD
- AUA
1 stop7h 55m
Delta
Deal found 4/26![Delta logo]()
$622
This Southwest deal was found by Cheapflights users on 4/25. 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 5/282:35 pm
AUA
- MDW
2 stops17h 35m
Southwest
Wed 6/36:00 am
MDW
- AUA
1 stop6h 35m
Southwest
Deal found 4/25![Southwest logo]()
$680
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Wed 8/55:00 am
ORD
- AUA
1 stop10h 40m
United Airlines
Deal found 4/26![United Airlines logo]()
$621
This Delta deal was found by Cheapflights users on 4/26. 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.
Wed 7/293:25 pm
AUA
- ORD
2 stops17h 34m
Delta
Tue 8/45:15 am
ORD
- AUA
1 stop7h 55m
Delta
Deal found 4/26![Delta logo]()
$628
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Mon 8/38:02 pm
ORD
- AUA
1 stop18h 18m
United Airlines
Deal found 4/26![United Airlines logo]()
$621
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.
Thu 5/211:15 pm
AUA
- MDW
1 stop8h 54m
Delta
Wed 5/275:12 pm
MDW
- AUA
1 stop17h 48m
Delta
Deal found 4/23![Delta logo]()
$642
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.
Thu 5/212:35 pm
AUA
- MDW
2 stops9h 55m
Southwest
Wed 5/278:55 pm
MDW
- AUA
2 stops15h 40m
Southwest
Deal found 4/22![Southwest logo]()
$726
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Wed 8/57:10 am
ORD
- AUA
1 stop8h 30m
United Airlines
Deal found 4/26![United Airlines logo]()
$621
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.
Thu 5/213:25 pm
AUA
- ORD
2 stops18h 20m
Delta
Wed 5/275:30 am
ORD
- AUA
1 stop7h 40m
Delta
Deal found 4/22![Delta logo]()
$642
This Southwest deal was found by Cheapflights users on 4/24. 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.
Sat 5/91:30 pm
AUA
- MDW
1 stop7h 55m
Southwest
Fri 5/159:25 pm
MDW
- AUA
2 stops16h 20m
Southwest
Deal found 4/24![Southwest logo]()
$737
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:30 pm
AUA
- ORD
1 stop20h 25m
United Airlines
Wed 8/266:00 am
ORD
- AUA
1 stop8h 20m
United Airlines
Deal found 4/24![United Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Tue 6/167:10 am
ORD
- AUA
1 stop8h 30m
United Airlines
Deal found 4/25![United Airlines logo]()
$641
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 6/12:35 pm
AUA
- MDW
1 stop10h 40m
Southwest
Sat 6/135:15 am
MDW
- AUA
1 stop9h 35m
Southwest
Deal found 4/22![Southwest logo]()
$781
This Delta deal was found by Cheapflights users on 4/24. 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.
Fri 5/81:15 pm
AUA
- MDW
1 stop9h 11m
Delta
Tue 5/125:10 pm
MDW
- AUA
1 stop17h 50m
Delta
Deal found 4/24![Delta logo]()
$761
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/84:30 pm
AUA
- ORD
1 stop7h 56m
United Airlines
Mon 6/159:19 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Deal found 4/24![United Airlines logo]()
$647
This Southwest deal was found by Cheapflights users on 4/24. 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 5/222:35 pm
AUA
- MDW
1 stop10h 40m
Southwest
Thu 5/285:35 am
MDW
- AUA
1 stop7h 00m
Southwest
Deal found 4/24![Southwest logo]()
$811
This Delta deal was found by Cheapflights users on 4/24. 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.
Fri 5/81:15 pm
AUA
- MDW
1 stop9h 11m
Delta
Wed 5/131:22 pm
MDW
- AUA
2 stops21h 38m
Delta
Deal found 4/24![Delta logo]()
$761
This Delta deal was found by Cheapflights users on 4/24. 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.
Sun 5/101:15 pm
AUA
- MDW
1 stop8h 54m
Delta
Sun 5/175:10 pm
MDW
- AUA
1 stop17h 50m
Delta
Deal found 4/24![Delta logo]()
$776
This Southwest deal was found by Cheapflights users on 4/24. 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.
Sat 5/91:30 pm
AUA
- MDW
1 stop7h 55m
Southwest
Thu 5/145:35 am
MDW
- AUA
1 stop7h 00m
Southwest
Deal found 4/24![Southwest logo]()
$892
Last-minute flights from Aruba to ChicagoDiscover last-minute flight deals from Aruba to Chicago. Data last updated April 27, 2026 and is based on user searches.
Discover last-minute flight deals from Aruba to Chicago. Data last updated April 27, 2026 and is based on user searches.
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:05 pm
AUA
- ORD
1 stop26h 45m
Air Canada
Mon 4/274:15 pm
ORD
- AUA
1 stop22h 00m
Air Canada
Deal found 4/23![Air Canada logo]()
$458
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Thu 5/147:33 pm
ORD
- AUA
1 stop18h 03m
Spirit Airlines
Deal found 4/24![Spirit Airlines logo]()
$451
This Mytrip deal was found by Cheapflights users on 4/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:41 pm
AUA
- ORD
1 stop17h 41m
Multiple Airlines
Fri 5/153:50 pm
ORD
- AUA
1 stop21h 25m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 4/24. 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.
Fri 5/83:25 pm
AUA
- MDW
2 stops18h 18m
Delta
Sun 5/176:36 pm
MDW
- AUA
2 stops16h 24m
Delta
Deal found 4/24![Delta logo]()
$741
This Expedia deal was found by Cheapflights users on 4/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:05 pm
AUA
- ORD
1 stop18h 55m
Air Canada
Fri 5/153:50 pm
ORD
- AUA
1 stop21h 25m
Air Canada
Deal found 4/24![Air Canada logo]()
$396
This Southwest deal was found by Cheapflights users on 4/24. 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.
Sun 5/104:00 pm
AUA
- MDW
1 stop8h 40m
Southwest
Sat 5/165:15 am
MDW
- AUA
1 stop8h 30m
Southwest
Deal found 4/24![Southwest logo]()
$732
This Southwest deal was found by Cheapflights users on 4/24. 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.
Mon 5/112:35 pm
AUA
- MDW
2 stops18h 00m
Southwest
Sun 5/175:05 am
MDW
- AUA
1 stop8h 55m
Southwest
Deal found 4/24![Southwest logo]()
$661
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.
Thu 5/212:35 pm
AUA
- MDW
1 stop10h 40m
Southwest
Wed 5/276:00 am
MDW
- AUA
1 stop6h 35m
Southwest
Deal found 4/22![Southwest logo]()
$631
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.
Thu 5/211:15 pm
AUA
- MDW
1 stop8h 54m
Delta
Wed 5/275:12 pm
MDW
- AUA
1 stop17h 48m
Delta
Deal found 4/23![Delta logo]()
$642
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/223:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Thu 5/287:33 pm
ORD
- AUA
1 stop18h 03m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Mon 5/253:41 pm
AUA
- ORD
2 stops29h 00m
Multiple Airlines
Sun 5/318:05 am
ORD
- AUA
1 stop29h 31m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 4/25. 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 5/282:35 pm
AUA
- MDW
2 stops17h 35m
Southwest
Wed 6/36:00 am
MDW
- AUA
1 stop6h 35m
Southwest
Deal found 4/25![Southwest logo]()
$680
One-way flights from Aruba to ChicagoSearch for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
Search for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated April 27, 2026.
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.
Fri 5/223:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$198
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.
Fri 7/243:41 pm
AUA
- ORD
1 stop21h 44m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$217
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.
Sat 5/233:41 pm
AUA
- ORD
2 stops17h 14m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$224
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.
Sat 5/233:41 pm
AUA
- ORD
1 stop17h 41m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$226
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/133:05 pm
AUA
- ORD
1 stop18h 55m
Air Canada
Deal found 4/23![Air Canada logo]()
$238
This Expedia deal was found by Cheapflights users on 4/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:05 pm
AUA
- ORD
1 stop18h 55m
Air Canada
Deal found 4/24![Air Canada logo]()
$242
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/203:05 pm
AUA
- ORD
1 stop24h 50m
Air Canada
Deal found 4/22![Air Canada logo]()
$243
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/83:05 pm
AUA
- ORD
1 stop18h 55m
Air Canada
Deal found 4/22![Air Canada logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/223:41 pm
AUA
- ORD
1 stop21h 56m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$247
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:05 pm
AUA
- ORD
1 stop21h 16m
Air Canada
Deal found 4/22![Air Canada logo]()
$249
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/53:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$252
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.
Sat 6/133:41 pm
AUA
- MDW
2 stops20h 31m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$361
Find flight deals from Aruba to Chicago
Keep the following information in mind while searching for Aruba to Chicago flight deals. Data was last updated April 27, 2026.
Round-trip from | $348 (Kiwi.com) |
|---|---|
One-way from | $177 (Kiwi.com) |
Good round-trip deal | $389 or less |
Good one-way deal | $297 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Aruba to Chicago 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 27, 2026.
Use the filters below to find and compare flights from Aruba to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Mon 5/25
3:41 pm-12:37 pm
1 stop21h 56m
Chicago O'Hare Intl
Sun 5/31
8:05 am-2:36 pm
1 stop29h 31m
$449
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Tue 5/12
5:35 pm-8:47 am
1 stop16h 12m
Chicago O'Hare Intl
Sun 5/17
6:00 am-3:40 pm
1 stop8h 40m
$525
Quickest round-trip
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 7/29
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Tue 8/4
9:19 am-3:35 pm
Nonstop5h 16m
$617
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Tue 7/28
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Wed 8/5
5:00 am-4:40 pm
1 stop10h 40m
$621
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 7/29
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Mon 8/3
8:02 pm-3:20 pm
1 stop18h 18m
$621
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 7/30
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Wed 8/5
7:10 am-4:40 pm
1 stop8h 30m
$621
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 7/30
3:25 pm-10:08 pm
1 stop7h 43m
Chicago O'Hare Intl
Wed 8/5
5:15 am-2:10 pm
1 stop7h 55m
$622
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 7/29
3:25 pm-7:59 am
2 stops17h 34m
Chicago O'Hare Intl
Tue 8/4
5:15 am-2:10 pm
1 stop7h 55m
$628
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Tue 8/18
4:30 pm-11:55 am
1 stop20h 25m
Chicago O'Hare Intl
Wed 8/26
6:00 am-3:20 pm
1 stop8h 20m
$628
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Tue 6/9
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Tue 6/16
7:10 am-4:40 pm
1 stop8h 30m
$641
Showing 1-10 of 42 resultsSorted by cheapest first
Best time to book a flight from Aruba to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Aruba with our price prediction graph.
AUA-ORD
AUA-MDW
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
AW0-CHI
AUA-ORD
AUA-MDW
What is the cheapest time of day to fly from AW to CHI?
Find hourly flight availability from Aruba to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 27, 2026.
When flying from Aruba to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Related info for your journey
Find useful and relevant information for your journey from Aruba to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
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Alternative routes for Aruba to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Aruba to Chicago by cabin class
Find flights from Aruba to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Aruba and Chicago flights
Browse other Aruba and Chicago flight options. Last updated on April 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Aruba to Chicago
Discover the top 2 airlines that operate flights from Aruba to Chicago. 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$343 | Average$562 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$451 | Average$710 | FlexibilityNo cancel fee | On-time71% |