$273+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Aug 11 — Aug 181
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 July 12, 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 July 12, 2026.
This Air Canada deal was found by Cheapflights users on 7/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:25 pm
AUA
- ORD
1 stop17h 58m
Air Canada
Tue 11/178:50 pm
ORD
- AUA
1 stop17h 35m
Air Canada
Deal found 7/11![Air Canada logo]()
$512
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 9/54:30 pm
AUA
- ORD
1 stop18h 29m
JetBlue
Sun 9/136:20 am
ORD
- AUA
1 stop8h 40m
JetBlue
Deal found 7/9![JetBlue logo]()
$520
This Air Canada deal was found by Cheapflights users on 7/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:25 pm
AUA
- ORD
2 stops19h 42m
Air Canada
Tue 12/83:45 pm
ORD
- AUA
2 stops22h 45m
Air Canada
Deal found 7/11![Air Canada logo]()
$523
This Flysmarter deal was found by Cheapflights users on 7/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:50 pm
AUA
- ORD
1 stop18h 21m
JetBlue
Sun 8/308:20 pm
ORD
- AUA
1 stop15h 45m
JetBlue
Deal found 7/10![JetBlue logo]()
$585
This Vliegwinkel deal was found by Cheapflights users on 7/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:20 pm
AUA
- ORD
1 stop29h 00m
Avianca
Sun 8/3011:20 pm
ORD
- AUA
1 stop10h 25m
Avianca
Deal found 7/12![Avianca logo]()
$626
This Flysmarter deal was found by Cheapflights users on 7/7. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:50 pm
AUA
- ORD
1 stop18h 21m
JetBlue
Sun 8/308:20 pm
ORD
- AUA
1 stop18h 10m
JetBlue
Deal found 7/7![JetBlue logo]()
$627
This Copa Airlines deal was found by Cheapflights users on 7/8. 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.
Sun 8/237:10 am
AUA
- ORD
1 stop18h 52m
Copa Airlines
Sun 8/308:02 am
ORD
- AUA
1 stop12h 56m
Copa Airlines
Deal found 7/8![Copa Airlines logo]()
$633
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Sun 8/231:50 pm
AUA
- ORD
Nonstop5h 31m
United Airlines
Sun 8/309:07 am
ORD
- AUA
Nonstop5h 13m
United Airlines
Deal found 7/8![United Airlines logo]()
$637
This Delta deal was found by Cheapflights users on 7/11. 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.
Sat 8/223:25 pm
AUA
- MDW
1 stop8h 11m
Delta
Sat 8/296:11 am
MDW
- AUA
1 stop6h 59m
Delta
Deal found 7/11![Delta logo]()
$682
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Tue 8/253:05 pm
AUA
- MDW
1 stop19h 40m
Multiple Airlines
Sun 8/3010:20 am
MDW
- AUA
1 stop26h 55m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$835
This Southwest deal was found by Cheapflights users on 7/12. 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.
Sun 8/232:40 pm
AUA
- MDW
1 stop8h 45m
Southwest
Sun 8/305:00 am
MDW
- AUA
1 stop8h 50m
Southwest
Deal found 7/12![Southwest logo]()
$846
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:25 pm
AUA
- MDW
1 stop7h 50m
Delta
Thu 7/306:00 am
MDW
- AUA
1 stop7h 10m
Delta
Deal found 7/8![Delta logo]()
$857
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 July 12, 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 July 12, 2026.
This Flysmarter deal was found by Cheapflights users on 7/7. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:50 pm
AUA
- ORD
1 stop18h 21m
JetBlue
Sun 8/308:20 pm
ORD
- AUA
1 stop18h 10m
JetBlue
Deal found 7/7![JetBlue logo]()
$627
This Copa Airlines deal was found by Cheapflights users on 7/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:10 am
AUA
- ORD
1 stop18h 52m
Copa Airlines
Sun 8/308:02 am
ORD
- AUA
1 stop12h 56m
Copa Airlines
Deal found 7/12![Copa Airlines logo]()
$633
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:50 pm
AUA
- ORD
Nonstop5h 31m
United Airlines
Sun 8/309:07 am
ORD
- AUA
Nonstop5h 13m
United Airlines
Deal found 7/10![United Airlines logo]()
$637
This American Airlines deal was found by Cheapflights users on 7/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:19 pm
AUA
- ORD
1 stop9h 11m
American Airlines
Wed 10/145:18 am
ORD
- AUA
1 stop7h 13m
American Airlines
Deal found 7/11![American Airlines logo]()
$646
This Delta deal was found by Cheapflights users on 7/11. 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.
Sat 8/223:25 pm
AUA
- MDW
1 stop8h 11m
Delta
Sat 8/296:11 am
MDW
- AUA
1 stop6h 59m
Delta
Deal found 7/11![Delta logo]()
$682
This Flysmarter deal was found by Cheapflights users on 7/11. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:05 pm
AUA
- ORD
2 stops17h 46m
Multiple Airlines
Sat 8/291:55 pm
ORD
- AUA
2 stops22h 37m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$720
This Southwest deal was found by Cheapflights users on 7/12. 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.
Sun 8/232:40 pm
AUA
- MDW
1 stop8h 45m
Southwest
Sun 8/308:45 pm
MDW
- AUA
2 stops17h 00m
Southwest
Deal found 7/12![Southwest logo]()
$851
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/232:32 pm
AUA
- ORD
1 stop9h 58m
American Airlines
Sun 8/305:05 am
ORD
- AUA
2 stops9h 45m
American Airlines
Deal found 7/7![American Airlines logo]()
$647
This Copa Airlines deal was found by Cheapflights users on 7/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:10 am
AUA
- ORD
1 stop18h 52m
Copa Airlines
Sun 8/308:02 am
ORD
- AUA
1 stop12h 56m
Copa Airlines
Deal found 7/11![Copa Airlines logo]()
$718
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:25 pm
AUA
- MDW
1 stop7h 50m
Delta
Thu 7/306:00 am
MDW
- AUA
1 stop7h 10m
Delta
Deal found 7/8![Delta logo]()
$857
This Southwest deal was found by Cheapflights users on 7/11. 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.
Sun 8/162:40 pm
AUA
- MDW
1 stop8h 45m
Southwest
Sun 8/235:10 am
MDW
- AUA
1 stop7h 30m
Southwest
Deal found 7/11![Southwest logo]()
$906
Last-minute flights from Aruba to ChicagoDiscover last-minute flight deals from Aruba to Chicago. Data last updated July 12, 2026 and is based on user searches.
Discover last-minute flight deals from Aruba to Chicago. Data last updated July 12, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/11. 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.
Sun 7/122:45 pm
AUA
- MDW
1 stop10h 05m
Southwest
Sun 7/195:05 am
MDW
- AUA
1 stop7h 40m
Southwest
Deal found 7/11![Southwest logo]()
$881
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:25 pm
AUA
- MDW
1 stop7h 50m
Delta
Thu 7/306:00 am
MDW
- AUA
1 stop7h 10m
Delta
Deal found 7/8![Delta logo]()
$857
This American Airlines deal was found by Cheapflights users on 7/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:43 pm
AUA
- ORD
1 stop12h 35m
American Airlines
Sat 8/295:00 am
ORD
- AUA
1 stop7h 32m
American Airlines
Deal found 7/11![American Airlines logo]()
$652
This Delta deal was found by Cheapflights users on 7/11. 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.
Sat 8/223:25 pm
AUA
- MDW
1 stop8h 11m
Delta
Sat 8/296:11 am
MDW
- AUA
1 stop6h 59m
Delta
Deal found 7/11![Delta logo]()
$682
This Flysmarter deal was found by Cheapflights users on 7/7. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:50 pm
AUA
- ORD
1 stop18h 21m
JetBlue
Sun 8/308:20 pm
ORD
- AUA
1 stop18h 10m
JetBlue
Deal found 7/7![JetBlue logo]()
$627
This Copa Airlines deal was found by Cheapflights users on 7/8. 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.
Sun 8/237:10 am
AUA
- ORD
1 stop18h 52m
Copa Airlines
Sun 8/308:02 am
ORD
- AUA
1 stop12h 56m
Copa Airlines
Deal found 7/8![Copa Airlines logo]()
$633
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Sun 8/231:50 pm
AUA
- ORD
Nonstop5h 31m
United Airlines
Sun 8/309:07 am
ORD
- AUA
Nonstop5h 13m
United Airlines
Deal found 7/8![United Airlines logo]()
$637
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Sun 8/232:59 pm
AUA
- ORD
1 stop8h 00m
American Airlines
Sun 8/306:49 am
ORD
- AUA
1 stop8h 21m
American Airlines
Deal found 7/8![American Airlines logo]()
$647
This Southwest deal was found by Cheapflights users on 7/12. 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.
Sun 8/232:40 pm
AUA
- MDW
1 stop8h 45m
Southwest
Sun 8/305:00 am
MDW
- AUA
1 stop8h 50m
Southwest
Deal found 7/12![Southwest logo]()
$846
This Flysmarter deal was found by Cheapflights users on 7/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:50 pm
AUA
- ORD
1 stop18h 21m
JetBlue
Sun 8/308:20 pm
ORD
- AUA
1 stop15h 45m
JetBlue
Deal found 7/10![JetBlue logo]()
$585
This Vliegwinkel deal was found by Cheapflights users on 7/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:20 pm
AUA
- ORD
1 stop29h 00m
Avianca
Sun 8/3011:20 pm
ORD
- AUA
1 stop10h 25m
Avianca
Deal found 7/12![Avianca logo]()
$626
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Tue 8/253:05 pm
AUA
- MDW
1 stop19h 40m
Multiple Airlines
Sun 8/3010:20 am
MDW
- AUA
1 stop26h 55m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$835
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 July 12, 2026.
Search for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated July 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/511:50 am
AUA
- ORD
2 stops25h 25m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$273
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:40 pm
AUA
- ORD
1 stop9h 26m
JetBlue
Deal found 7/8![JetBlue logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:50 am
AUA
- ORD
2 stops26h 00m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 9/911:50 am
AUA
- ORD
2 stops21h 31m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$294
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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 9/66:00 pm
AUA
- ORD
1 stop17h 06m
JetBlue
Deal found 7/8![JetBlue logo]()
$297
This Justfly.com deal was found by Cheapflights users on 7/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:00 pm
AUA
- ORD
1 stop16h 46m
JetBlue
Deal found 7/8![JetBlue logo]()
$299
This Expedia deal was found by Cheapflights users on 7/9. 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.
Tue 11/245:25 pm
AUA
- ORD
1 stop21h 48m
Air Canada
Deal found 7/9![Air Canada logo]()
$307
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 pm
AUA
- ORD
1 stop15h 43m
JetBlue
Deal found 7/8![JetBlue logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/711:50 am
AUA
- ORD
2 stops25h 25m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$310
This Air Canada deal was found by Cheapflights users on 7/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:05 pm
AUA
- ORD
2 stops20h 12m
Air Canada
Deal found 7/10![Air Canada logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/125:20 pm
AUA
- MDW
3 stops28h 12m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/3011:50 am
AUA
- MDW
3 stops35h 57m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$347
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 July 12, 2026.
Round-trip from | $512 (Air Canada) |
|---|---|
One-way from | $273 (Cheapflightsfares) |
Good round-trip deal | $482 or less |
Good one-way deal | $228 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 July 12, 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
Sun 8/23
4:50 pm-10:11 am
1 stop18h 21m
Chicago O'Hare Intl
Sun 8/30
8:20 pm-3:30 pm
1 stop18h 10m
$627
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Sun 8/23
7:10 am-1:02 am
1 stop18h 52m
Chicago O'Hare Intl
Sun 8/30
8:02 am-9:58 pm
1 stop12h 56m
$633
Quickest round-trip
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Sun 8/23
1:50 pm-6:21 pm
Nonstop5h 31m
Chicago O'Hare Intl
Sun 8/30
9:07 am-3:20 pm
Nonstop5h 13m
$637
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 10/8
2:19 pm-10:30 pm
1 stop9h 11m
Chicago O'Hare Intl
Wed 10/14
5:18 am-1:31 pm
1 stop7h 13m
$646
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Sun 8/23
2:32 pm-11:30 pm
1 stop9h 58m
Chicago O'Hare Intl
Sun 8/30
5:05 am-3:50 pm
2 stops9h 45m
$647
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Sat 8/22
3:25 pm-10:36 pm
1 stop8h 11m
Chicago Midway
Sat 8/29
6:11 am-2:10 pm
1 stop6h 59m
$682
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Sun 8/16
7:10 am-1:02 am
1 stop18h 52m
Chicago O'Hare Intl
Sun 8/30
8:02 am-9:58 pm
1 stop12h 56m
$718
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Sat 8/22
3:05 pm-7:51 am
2 stops17h 46m
Chicago O'Hare Intl
Sat 8/29
1:55 pm-1:32 pm
2 stops22h 37m
$720
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Sun 8/23
2:40 pm-10:25 pm
1 stop8h 45m
Chicago Midway
Sun 8/30
8:45 pm-2:45 pm
2 stops17h 00m
$851
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Tue 7/28
3:25 pm-10:15 pm
1 stop7h 50m
Chicago Midway
Thu 7/30
6:00 am-2:10 pm
1 stop7h 10m
$857
Showing 1-10 of 31 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 July 12, 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 July 12, 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
Hammond
Lansing
Merrillville
Valparaiso
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes
Chicago flight routes
Complete your trip
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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 July 12, 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 July 12, 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 July 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$343 | Average$514 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$464 | Average$735 | FlexibilityNo cancel fee | On-time71% |