$147+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
May 15 — May 221
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Aruba to Chicago
Cheapest
Best
Last-minute
One-way
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 15, 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 15, 2026.
This Priceline deal was found by Cheapflights users on 4/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:41 pm
AUA
- ORD
1 stop9h 43m
Spirit Airlines
Mon 5/115:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Deal found 4/11![Spirit Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/13:41 pm
AUA
- ORD
2 stops20h 52m
Multiple Airlines
Mon 5/115:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$306
This Mytrip deal was found by Cheapflights users on 4/11. 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.
Sat 4/253:41 pm
AUA
- ORD
2 stops19h 42m
Spirit Airlines
Sat 5/25:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Deal found 4/11![Spirit Airlines logo]()
$345
This Priceline deal was found by Cheapflights users on 4/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:41 pm
AUA
- ORD
1 stop8h 34m
Multiple Airlines
Fri 6/58:20 pm
ORD
- AUA
1 stop16h 55m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/83:41 pm
AUA
- MDW
2 stops31h 21m
Multiple Airlines
Sun 5/173:20 pm
MDW
- AUA
1 stop21h 55m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$427
This Expedia deal was found by Cheapflights users on 4/12. 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.
Sun 4/194:15 pm
AUA
- ORD
1 stop24h 00m
Air Canada
Sun 4/266:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 4/12![Air Canada logo]()
$455
This Gotogate deal was found by Cheapflights users on 4/11. 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.
Sat 4/253:41 pm
AUA
- ORD
1 stop9h 43m
Multiple Airlines
Sat 5/211:20 pm
ORD
- AUA
1 stop10h 25m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$456
This Air Canada deal was found by Cheapflights users on 4/13. 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.
Mon 4/134:05 pm
AUA
- ORD
1 stop18h 45m
Air Canada
Fri 4/176:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 4/13![Air Canada logo]()
$478
This Mytrip deal was found by Cheapflights users on 4/14. 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 stop8h 34m
Spirit Airlines
Sun 5/179:20 am
ORD
- AUA
3 stops28h 16m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 4/13. 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 4/13![Southwest logo]()
$604
This Delta deal was found by Cheapflights users on 4/11. 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
- MDW
2 stops18h 18m
Delta
Wed 5/275:12 pm
MDW
- AUA
1 stop17h 48m
Delta
Deal found 4/11![Delta logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/213:05 pm
AUA
- MDW
1 stop19h 40m
Multiple Airlines
Wed 5/273:20 pm
MDW
- AUA
2 stops18h 25m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$626
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 15, 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 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/13:41 pm
AUA
- ORD
2 stops20h 52m
Multiple Airlines
Mon 5/115:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$306
This Copa Airlines deal was found by Cheapflights users on 4/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/211:16 pm
AUA
- ORD
1 stop12h 59m
Copa Airlines
Wed 5/278:02 am
ORD
- AUA
1 stop12h 55m
Copa Airlines
Deal found 4/13![Copa Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 4/11. 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 5/276:31 pm
ORD
- AUA
1 stop17h 09m
Delta
Deal found 4/11![Delta logo]()
$562
This Southwest deal was found by Cheapflights users on 4/11. 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
- ORD
1 stop8h 20m
Southwest
Wed 5/275:55 am
ORD
- AUA
1 stop6h 40m
Southwest
Deal found 4/11![Southwest logo]()
$600
This United Airlines deal was found by Cheapflights users on 4/14. 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 7/81:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Mon 7/209:19 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Deal found 4/14![United Airlines logo]()
$637
This Avianca deal was found by Cheapflights users on 4/14. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2111:50 am
AUA
- ORD
1 stop10h 30m
Avianca
Wed 5/2711:20 pm
ORD
- AUA
1 stop10h 25m
Avianca
Deal found 4/14![Avianca logo]()
$639
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:34 pm
AUA
- ORD
2 stops10h 25m
American Airlines
Mon 7/207:59 am
ORD
- AUA
1 stop7h 10m
American Airlines
Deal found 4/14![American Airlines logo]()
$646
This Southwest deal was found by Cheapflights users on 4/13. 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 4/13![Southwest logo]()
$604
This Delta deal was found by Cheapflights users on 4/11. 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
- MDW
2 stops18h 18m
Delta
Wed 5/275:12 pm
MDW
- AUA
1 stop17h 48m
Delta
Deal found 4/11![Delta logo]()
$624
This Southwest deal was found by Cheapflights users on 4/11. 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 5/12:35 pm
AUA
- MDW
2 stops9h 10m
Southwest
Mon 5/119:25 pm
MDW
- AUA
2 stops15h 10m
Southwest
Deal found 4/11![Southwest logo]()
$665
Last-minute flights from Aruba to ChicagoDiscover last-minute flight deals from Aruba to Chicago. Data last updated April 15, 2026 and is based on user searches.
Discover last-minute flight deals from Aruba to Chicago. Data last updated April 15, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 4/12. 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.
Sun 4/194:15 pm
AUA
- ORD
1 stop24h 00m
Air Canada
Sun 4/266:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 4/12![Air Canada logo]()
$455
This Mytrip deal was found by Cheapflights users on 4/11. 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.
Sat 4/253:41 pm
AUA
- ORD
2 stops19h 42m
Spirit Airlines
Sat 5/25:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Deal found 4/11![Spirit Airlines logo]()
$345
This Gotogate deal was found by Cheapflights users on 4/11. 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.
Sat 4/253:41 pm
AUA
- ORD
1 stop9h 43m
Multiple Airlines
Sat 5/211:20 pm
ORD
- AUA
1 stop10h 25m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$456
This Priceline deal was found by Cheapflights users on 4/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:41 pm
AUA
- ORD
1 stop9h 43m
Spirit Airlines
Mon 5/115:05 am
ORD
- AUA
1 stop8h 31m
Spirit Airlines
Deal found 4/11![Spirit Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/13:41 pm
AUA
- ORD
2 stops20h 52m
Multiple Airlines
Mon 5/115:05 am
ORD
- AUA
1 stop8h 31m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/83:41 pm
AUA
- MDW
2 stops31h 21m
Multiple Airlines
Sun 5/173:20 pm
MDW
- AUA
1 stop21h 55m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$427
This Mytrip deal was found by Cheapflights users on 4/14. 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 stop8h 34m
Spirit Airlines
Sun 5/179:20 am
ORD
- AUA
3 stops28h 16m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 4/14. 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 5/82:35 pm
AUA
- MDW
1 stop10h 40m
Southwest
Sun 5/175:05 am
MDW
- AUA
1 stop8h 55m
Southwest
Deal found 4/14![Southwest logo]()
$631
This Southwest deal was found by Cheapflights users on 4/13. 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 4/13![Southwest logo]()
$604
This Delta deal was found by Cheapflights users on 4/11. 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
- MDW
2 stops18h 18m
Delta
Wed 5/275:12 pm
MDW
- AUA
1 stop17h 48m
Delta
Deal found 4/11![Delta logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/213:05 pm
AUA
- MDW
1 stop19h 40m
Multiple Airlines
Wed 5/273:20 pm
MDW
- AUA
2 stops18h 25m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$626
This Priceline deal was found by Cheapflights users on 4/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:41 pm
AUA
- ORD
1 stop8h 34m
Multiple Airlines
Fri 6/58:20 pm
ORD
- AUA
1 stop16h 55m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$407
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 15, 2026.
Search for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated April 15, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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 5/13:41 pm
AUA
- ORD
1 stop9h 43m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/83:41 pm
AUA
- ORD
1 stop9h 18m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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.
Sat 5/23:41 pm
AUA
- ORD
1 stop9h 43m
Spirit Airlines
Deal found 4/10![Spirit Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/153:41 pm
AUA
- ORD
1 stop9h 18m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/93:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Deal found 4/13![Spirit Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/163:41 pm
AUA
- ORD
1 stop8h 34m
Spirit Airlines
Deal found 4/14![Spirit Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/113:41 pm
AUA
- ORD
1 stop20h 38m
Spirit Airlines
Deal found 4/13![Spirit Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 5/93:41 pm
AUA
- ORD
2 stops17h 14m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/12. 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
- MDW
2 stops31h 30m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 5/303:41 pm
AUA
- MDW
2 stops20h 31m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 4/12. 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
1 stop10h 40m
Southwest
Deal found 4/12![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 4/11. 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 6/41:45 pm
AUA
- MDW
2 stops10h 15m
Southwest
Deal found 4/11![Southwest logo]()
$388
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 15, 2026.
Round-trip from | $235 (Priceline) |
|---|---|
One-way from | $147 (Cheapflightsfares) |
Good round-trip deal | $343 or less |
Good one-way deal | $317 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 15, 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
Fri 5/1
3:41 pm-11:33 am
2 stops20h 52m
Chicago O'Hare Intl
Mon 5/11
5:05 am-2:36 pm
1 stop8h 31m
$306
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 5/21
1:16 pm-1:15 am
1 stop12h 59m
Chicago O'Hare Intl
Wed 5/27
8:02 am-9:57 pm
1 stop12h 55m
$531
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 5/21
3:25 pm-8:45 am
2 stops18h 20m
Chicago O'Hare Intl
Wed 5/27
6:31 pm-12:40 pm
1 stop17h 09m
$562
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 5/21
2:35 pm-9:55 pm
1 stop8h 20m
Chicago O'Hare Intl
Wed 5/27
5:55 am-1:35 pm
1 stop6h 40m
$600
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Thu 5/21
2:35 pm-12:15 am
1 stop10h 40m
Chicago Midway
Wed 5/27
6:00 am-1:35 pm
1 stop6h 35m
$604
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Thu 5/21
3:25 pm-8:43 am
2 stops18h 18m
Chicago Midway
Wed 5/27
5:12 pm-12:00 pm
1 stop17h 48m
$624
Quickest round-trip
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 7/8
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Mon 7/20
9:19 am-3:35 pm
Nonstop5h 16m
$637
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 5/21
11:50 am-9:20 pm
1 stop10h 30m
Chicago O'Hare Intl
Wed 5/27
11:20 pm-10:45 am
1 stop10h 25m
$639
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 7/8
2:34 pm-11:59 pm
2 stops10h 25m
Chicago O'Hare Intl
Mon 7/20
7:59 am-4:09 pm
1 stop7h 10m
$646
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Fri 5/1
2:35 pm-10:45 pm
2 stops9h 10m
Chicago Midway
Mon 5/11
9:25 pm-1:35 pm
2 stops15h 10m
$665
Showing 1-10 of 29 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 15, 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.
Weekly flight availability from Aruba to Chicago
Explore weekly flight availability from Aruba to Chicago. 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 15, 2026.
The most flights from AW0 to CHI 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).
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
Other flight options
Popular flights
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 15, 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 15, 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$343 | Average$562 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$464 | Average$735 | FlexibilityNo cancel fee | On-time71% |