$253+ Cheap flights from Aruba to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Aruba to Chicago with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from 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 October 30, 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 October 30, 2026.
This Trip.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:25 pm -
1 stop24h 13m
Tue 11/34:30 pm -
1 stop21h 55m
Deal found 10/27![Air Canada logo]()
$329
This Orbitz deal was found by Cheapflights users on 10/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:25 pm -
1 stop21h 48m
Sun 12/64:30 pm -
1 stop22h 00m
Deal found 10/29![Air Canada logo]()
$397
This Travelocity deal was found by Cheapflights users on 10/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:25 pm -
1 stop17h 58m
Fri 11/68:45 am -
1 stop29h 40m
Deal found 10/29![Air Canada logo]()
$429
This Air Canada deal was found by Cheapflights users on 10/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:25 pm -
2 stops27h 05m
Tue 11/105:58 pm -
2 stops20h 27m
Deal found 10/26![Air Canada logo]()
$450
This Air Canada deal was found by Cheapflights users on 10/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:25 pm -
1 stop16h 29m
Sun 11/810:57 am -
2 stops27h 28m
Deal found 10/26![Air Canada logo]()
$475
This Priceline deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:25 pm -
1 stop17h 43m
Sat 12/197:55 pm -
1 stop14h 05m
Deal found 10/28![Multiple Airlines logo]()
$589
This Southwest deal was found by Cheapflights users on 10/29. 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 12/43:55 pm -
1 stop7h 25m
Sun 12/65:10 am -
1 stop7h 50m
Deal found 10/29![Southwest logo]()
$600
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:00 pm -
2 stops11h 10m
Thu 11/128:25 pm -
2 stops16h 35m
Deal found 10/26![Southwest logo]()
$757
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:25 pm -
3 stops32h 22m
Thu 11/126:08 am -
3 stops32h 17m
Deal found 10/26![Multiple Airlines logo]()
$807
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:55 pm -
1 stop7h 20m
Tue 11/105:20 am -
1 stop7h 40m
Deal found 10/26![Southwest logo]()
$810
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/122:20 pm -
1 stop8h 05m
Sat 12/198:50 pm -
2 stops16h 25m
Deal found 10/28![Southwest logo]()
$837
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:05 pm -
2 stops17h 10m
Tue 11/34:10 pm -
2 stops20h 50m
Deal found 10/27![Southwest logo]()
$890
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 October 30, 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 October 30, 2026.
This Orbitz deal was found by Cheapflights users on 10/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:25 pm -
1 stop21h 48m
Sun 12/64:30 pm -
1 stop22h 00m
Deal found 10/29![Air Canada logo]()
$397
This Southwest deal was found by Cheapflights users on 10/29. 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 12/43:55 pm -
1 stop7h 25m
Sun 12/65:10 am -
1 stop7h 50m
Deal found 10/29![Southwest logo]()
$600
This Gotogate deal was found by Cheapflights users on 10/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/214:35 pm -
1 stop7h 45m
Mon 2/228:45 am -
1 stop29h 45m
Deal found 10/26![Multiple Airlines logo]()
$649
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/293:00 pm -
Nonstop5h 58m
Sun 1/319:22 am -
Nonstop5h 18m
Deal found 10/29![United Airlines logo]()
$677
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/54:35 pm -
1 stop7h 42m
Sat 1/165:10 pm -
1 stop17h 45m
Deal found 10/25![Delta logo]()
$1,063
This Orbitz deal was found by Cheapflights users on 10/26. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/213:25 pm -
2 stops26h 13m
Mon 2/228:50 pm -
1 stop17h 40m
Deal found 10/26![Air Canada logo]()
$634
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/163:00 pm -
Nonstop5h 58m
Fri 1/227:05 am -
1 stop7h 45m
Deal found 10/28![United Airlines logo]()
$681
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:25 pm -
1 stop24h 13m
Sat 12/191:10 pm -
3 stops24h 25m
Deal found 10/28![Multiple Airlines logo]()
$724
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:50 pm -
1 stop18h 55m
Sun 12/69:07 am -
Nonstop5h 18m
Deal found 10/29![United Airlines logo]()
$687
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:00 pm -
2 stops11h 10m
Thu 11/128:25 pm -
2 stops16h 35m
Deal found 10/26![Southwest logo]()
$757
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:25 pm -
3 stops32h 22m
Thu 11/126:08 am -
3 stops32h 17m
Deal found 10/26![Multiple Airlines logo]()
$807
This Southwest deal was found by Cheapflights users on 10/29. 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 1/293:20 pm -
2 stops16h 15m
Sun 1/316:30 am -
1 stop7h 20m
Deal found 10/29![Southwest logo]()
$837
This United Airlines deal was found by Cheapflights users on 10/25. 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 1/55:50 pm -
1 stop19h 42m
Thu 1/2110:30 am -
1 stop25h 20m
Deal found 10/25![United Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 10/25. 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 1/55:50 pm -
1 stop19h 42m
Mon 1/189:22 am -
Nonstop5h 18m
Deal found 10/25![United Airlines logo]()
$779
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:00 pm -
2 stops17h 16m
Mon 1/186:40 pm -
2 stops20h 05m
Deal found 10/25![Delta logo]()
$1,063
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:45 am -
3 stops30h 21m
Sat 12/191:11 pm -
3 stops24h 24m
Deal found 10/28![Multiple Airlines logo]()
$902
This United Airlines deal was found by Cheapflights users on 10/25. 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 1/55:50 pm -
1 stop7h 54m
Tue 1/1910:30 am -
1 stop25h 20m
Deal found 10/25![United Airlines logo]()
$779
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:00 pm -
2 stops17h 16m
Thu 1/216:40 pm -
2 stops15h 40m
Deal found 10/25![Delta logo]()
$1,063
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:00 pm -
2 stops17h 16m
Wed 1/205:45 pm -
1 stop17h 10m
Deal found 10/25![Delta logo]()
$1,063
Last-minute flights from Aruba to ChicagoDiscover last-minute flight deals from Aruba to Chicago. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Aruba to Chicago. Data last updated October 30, 2026 and is based on user searches.
This Avianca deal was found by Cheapflights users on 10/26. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/15:30 pm -
1 stop29h 00m
Mon 11/910:30 pm -
1 stop15h 30m
Deal found 10/26![Avianca logo]()
$795
This Air Canada deal was found by Cheapflights users on 10/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:25 pm -
2 stops27h 05m
Tue 11/105:58 pm -
2 stops20h 27m
Deal found 10/26![Air Canada logo]()
$450
This Justfly.com deal was found by Cheapflights users on 10/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:45 am -
1 stop10h 45m
Mon 11/910:30 pm -
1 stop15h 30m
Deal found 10/26![Avianca logo]()
$853
This Travelocity deal was found by Cheapflights users on 10/26. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:30 pm -
1 stop29h 00m
Tue 11/104:30 pm -
1 stop21h 55m
Deal found 10/26![Multiple Airlines logo]()
$625
This FlightHub deal was found by Cheapflights users on 10/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:30 pm -
1 stop29h 00m
Mon 11/910:30 pm -
1 stop10h 10m
Deal found 10/26![Avianca logo]()
$770
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:55 pm -
1 stop7h 20m
Tue 11/105:20 am -
1 stop7h 40m
Deal found 10/26![Southwest logo]()
$810
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/35:35 pm -
1 stop18h 10m
Wed 11/115:00 am -
1 stop9h 25m
Deal found 10/26![United Airlines logo]()
$909
This Travelocity deal was found by Cheapflights users on 10/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:25 pm -
1 stop17h 58m
Fri 11/68:45 am -
1 stop29h 40m
Deal found 10/29![Air Canada logo]()
$429
This Air Canada deal was found by Cheapflights users on 10/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:25 pm -
1 stop28h 33m
Sun 11/89:21 pm -
1 stop17h 04m
Deal found 10/26![Air Canada logo]()
$475
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/43:55 pm -
2 stops15h 45m
Fri 11/66:30 pm -
2 stops16h 55m
Deal found 10/29![Southwest logo]()
$903
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:00 pm -
2 stops11h 10m
Thu 11/128:25 pm -
2 stops16h 35m
Deal found 10/26![Southwest logo]()
$757
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:25 pm -
3 stops32h 22m
Thu 11/126:08 am -
3 stops32h 17m
Deal found 10/26![Multiple Airlines logo]()
$807
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 October 30, 2026.
Search for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Travelocity deal was found by Cheapflights users on 10/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/173:25 pm -
2 stops23h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Air Canada logo]()
$253
This Air Canada deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:25 pm -
1 stop17h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Air Canada logo]()
$275
This Trip.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/175:25 pm -
1 stop21h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Air Canada logo]()
$286
This Air Canada deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/243:25 pm -
1 stop30h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Air Canada logo]()
$297
This Arajet deal was found by Cheapflights users on 10/26. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/244:35 pm -
1 stop7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Arajet logo]()
$302
This Booking.com deal was found by Cheapflights users on 10/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/174:35 pm -
1 stop7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Arajet logo]()
$304
This Trip.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/255:25 pm -
1 stop24h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Air Canada logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/173:05 pm -
3 stops34h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/292:50 pm -
2 stops11h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Southwest logo]()
$408
This Delta deal was found by Cheapflights users on 10/30. 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 1/244:35 pm -
1 stop9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/176:00 pm -
2 stops16h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$423
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/264:30 pm -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$427
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 October 30, 2026.
Round-trip from | $397 (Orbitz) |
|---|---|
One-way from | $253 (Travelocity) |
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 7,457,451 searches. Data last updated October 30, 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 Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sun 1/24
4:35 pm-10:20 pm
1 stop7h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$302
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sun 1/24
3:25 pm-9:08 am
2 stops19h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$309
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sun 1/17
4:35 pm-10:20 pm
1 stop7h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$319
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Tue 12/29
5:25 pm-1:13 pm
1 stop21h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$349
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sun 1/17
4:35 pm-11:50 am
3 stops21h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$365
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Fri 12/4
5:25 pm-1:13 pm
1 stop21h 48m
Chicago O'Hare Intl
Sun 12/6
4:30 pm-4:30 pm
1 stop22h 00m
$397
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sat 1/9
5:13 pm-11:57 pm
1 stop8h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$404
OranjestadChicago
AUA Oranjestad Reina Beatrix - MDW Chicago Midway
AUAMDW
Oranjestad Reina Beatrix
Tue 12/29
2:50 pm-12:20 am
2 stops11h 30m
Chicago Midway
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$408
Quickest round-trip
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Tue 12/29
3:00 pm-6:58 pm
Nonstop5h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$413
OranjestadChicago
AUA Oranjestad Reina Beatrix - MDW Chicago Midway
AUAMDW
Oranjestad Reina Beatrix
Fri 12/25
4:35 pm-10:22 pm
1 stop7h 47m
Chicago Midway
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$419
Showing 1-10 of 33 resultsSorted by cheapest first
Best time to book a flight from Aruba to Chicago
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AUA-ORD
AUA-MDW
Estimated round-trip price
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AW0-CHI
AUA-ORD
AUA-MDW
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Traveling to a place near Chicago?
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Merrillville
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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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$361 | Average$562 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$616 | Average$616 | FlexibilityNo cancel fee | On-time71% |