$248+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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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 November 9, 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 November 9, 2026.
This Trip.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/205:25 pm -
1 stop17h 58m
Thu 11/2610:15 am -
1 stop28h 10m
Deal found 11/4![Air Canada logo]()
$446
This Gotogate deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/224:35 pm -
1 stop7h 45m
Thu 11/263:40 pm -
2 stops22h 45m
Deal found 11/4![Multiple Airlines logo]()
$523
This Mytrip deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/205:30 pm -
3 stops22h 14m
Thu 11/264:30 pm -
1 stop21h 55m
Deal found 11/4![Multiple Airlines logo]()
$612
This Southwest deal was found by Cheapflights users on 11/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/222:50 pm -
2 stops21h 55m
Tue 12/298:35 pm -
2 stops16h 40m
Deal found 11/7![Southwest logo]()
$677
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/204:49 pm -
Nonstop6h 05m
Tue 12/295:21 am -
1 stop6h 49m
Deal found 11/9![American Airlines logo]()
$696
This Southwest deal was found by Cheapflights users on 11/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/202:55 pm -
2 stops11h 25m
Tue 12/298:35 pm -
2 stops16h 40m
Deal found 11/8![Southwest logo]()
$697
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Tue 12/224:49 pm -
Nonstop6h 05m
Tue 12/298:37 am -
Nonstop5h 12m
Deal found 11/7![American Airlines logo]()
$697
This Expedia deal was found by Cheapflights users on 11/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/223:15 pm -
1 stop10h 18m
Tue 12/297:55 pm -
1 stop14h 05m
Deal found 11/7![JetBlue logo]()
$699
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/204:20 pm -
Nonstop5h 58m
Tue 12/296:10 pm -
1 stop17h 40m
Deal found 11/4![United Airlines logo]()
$701
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 12/204:35 pm -
1 stop7h 47m
Tue 12/295:05 pm -
1 stop17h 25m
Deal found 11/6![Delta logo]()
$703
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/221:45 pm -
1 stop10h 37m
Tue 12/296:00 am -
1 stop7h 20m
Deal found 11/7![Delta logo]()
$1,066
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/204:35 pm -
1 stop8h 19m
Thu 11/266:00 am -
1 stop7h 20m
Deal found 11/4![Delta logo]()
$1,080
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 November 9, 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 November 9, 2026.
This Southwest deal was found by Cheapflights users on 11/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/222:50 pm -
1 stop10h 25m
Tue 12/298:35 pm -
2 stops16h 40m
Deal found 11/7![Southwest logo]()
$677
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/204:49 pm -
Nonstop6h 05m
Tue 12/295:21 am -
1 stop6h 49m
Deal found 11/9![American Airlines logo]()
$696
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/164:20 pm -
Nonstop5h 58m
Fri 1/229:22 am -
Nonstop5h 18m
Deal found 11/9![United Airlines logo]()
$697
This Expedia deal was found by Cheapflights users on 11/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/223:15 pm -
1 stop10h 18m
Tue 12/297:55 pm -
1 stop14h 05m
Deal found 11/7![JetBlue logo]()
$699
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/204:35 pm -
1 stop7h 47m
Tue 12/295:05 pm -
1 stop17h 25m
Deal found 11/4![Delta logo]()
$790
This Southwest deal was found by Cheapflights users on 11/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/202:55 pm -
1 stop10h 20m
Tue 12/298:35 pm -
2 stops16h 40m
Deal found 11/8![Southwest logo]()
$697
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Tue 12/224:49 pm -
Nonstop6h 05m
Tue 12/298:37 am -
Nonstop5h 12m
Deal found 11/7![American Airlines logo]()
$697
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/204:20 pm -
Nonstop5h 58m
Tue 12/296:10 pm -
1 stop17h 40m
Deal found 11/4![United Airlines logo]()
$701
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 1/164:40 pm -
Nonstop6h 04m
Fri 1/227:00 am -
1 stop7h 59m
Deal found 11/6![American Airlines logo]()
$701
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 1/75:50 pm -
1 stop7h 54m
Sun 1/109:22 am -
Nonstop5h 18m
Deal found 11/5![United Airlines logo]()
$707
This United Airlines deal was found by Cheapflights users on 11/8. 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.
Wed 12/236:00 pm -
1 stop21h 08m
Mon 12/289:35 pm -
1 stop14h 15m
Deal found 11/8![United Airlines logo]()
$709
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 1/73:20 pm -
2 stops20h 55m
Sun 1/107:50 pm -
2 stops16h 35m
Deal found 11/5![Southwest logo]()
$906
Last-minute flights from Aruba to ChicagoDiscover last-minute flight deals from Aruba to Chicago. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Aruba to Chicago. Data last updated November 9, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/205:25 pm -
1 stop17h 58m
Thu 11/2610:15 am -
1 stop28h 10m
Deal found 11/4![Air Canada logo]()
$446
This Mytrip deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/205:30 pm -
3 stops22h 14m
Thu 11/264:30 pm -
1 stop21h 55m
Deal found 11/4![Multiple Airlines logo]()
$612
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/204:35 pm -
1 stop8h 19m
Thu 11/266:00 am -
1 stop7h 20m
Deal found 11/4![Delta logo]()
$1,080
This Gotogate deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/224:35 pm -
1 stop7h 45m
Thu 11/263:40 pm -
2 stops22h 45m
Deal found 11/4![Multiple Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 11/8. 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 12/204:49 pm -
Nonstop6h 05m
Tue 12/295:21 am -
1 stop6h 49m
Deal found 11/8![American Airlines logo]()
$696
This Southwest deal was found by Cheapflights users on 11/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/202:55 pm -
1 stop10h 20m
Tue 12/298:35 pm -
2 stops16h 40m
Deal found 11/8![Southwest logo]()
$697
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/204:20 pm -
Nonstop5h 58m
Tue 12/296:10 pm -
1 stop17h 40m
Deal found 11/4![United Airlines logo]()
$701
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 12/204:35 pm -
1 stop7h 47m
Tue 12/295:05 pm -
1 stop17h 25m
Deal found 11/6![Delta logo]()
$703
This Southwest deal was found by Cheapflights users on 11/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/222:50 pm -
2 stops21h 55m
Tue 12/298:35 pm -
2 stops16h 40m
Deal found 11/7![Southwest logo]()
$677
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Tue 12/224:49 pm -
Nonstop6h 05m
Tue 12/298:37 am -
Nonstop5h 12m
Deal found 11/7![American Airlines logo]()
$697
This Expedia deal was found by Cheapflights users on 11/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/223:15 pm -
1 stop10h 18m
Tue 12/297:55 pm -
1 stop14h 05m
Deal found 11/7![JetBlue logo]()
$699
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/221:45 pm -
1 stop10h 37m
Tue 12/296:00 am -
1 stop7h 20m
Deal found 11/7![Delta logo]()
$1,066
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 November 9, 2026.
Search for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Trip.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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.
Thu 12/105:25 pm -
1 stop24h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Air Canada logo]()
$248
This Air Canada deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 11/5![Air Canada logo]()
$264
This Travelocity deal was found by Cheapflights users on 11/8. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/173:25 pm -
2 stops30h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Air Canada logo]()
$293
This Avianca deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 1/2411:45 am -
1 stop10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Avianca logo]()
$299
This Arajet deal was found by Cheapflights users on 11/8. 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 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 11/8![Arajet logo]()
$307
This Trip.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 2/125:30 pm -
1 stop29h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Avianca logo]()
$311
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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.
Sun 1/311:45 am -
1 stop10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Avianca logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 2/165:15 pm -
2 stops24h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$335
This Trip.com deal was found by Cheapflights users on 11/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/155:25 pm -
1 stop28h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Air Canada logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 2/165:30 pm -
3 stops32h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 11/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/192:20 pm -
2 stops10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Southwest logo]()
$375
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” 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 12/212:50 pm -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Southwest logo]()
$380
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 November 9, 2026.
Round-trip from | $446 (Trip.com) |
|---|---|
One-way from | $248 (Trip.com) |
Good one-way deal | $399 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 November 9, 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
Thu 12/10
5:25 pm-3:38 pm
1 stop24h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$248
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sat 11/21
5:25 pm-9:23 am
1 stop17h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$264
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
$307
OranjestadChicago
AUA Oranjestad Reina Beatrix - MDW Chicago Midway
AUAMDW
Oranjestad Reina Beatrix
Sat 12/19
2:20 pm-11:05 pm
2 stops10h 45m
Chicago Midway
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$375
OranjestadChicago
AUA Oranjestad Reina Beatrix - MDW Chicago Midway
AUAMDW
Oranjestad Reina Beatrix
Mon 12/21
2:50 pm-8:40 pm
1 stop7h 50m
Chicago Midway
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$380
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Fri 1/1
3:15 pm-11:33 pm
1 stop10h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$389
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sat 1/9
3:37 pm-11:47 pm
1 stop10h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$390
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Fri 4/2
2:30 pm-12:08 pm
3 stops46h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$394
Quickest round-trip
OranjestadChicago
AUA Oranjestad Reina Beatrix - ORD Chicago O'Hare Intl
AUAORD
Oranjestad Reina Beatrix
Sat 12/26
4:20 pm-8:18 pm
Nonstop5h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$423
OranjestadChicago
AUA Oranjestad Reina Beatrix - MDW Chicago Midway
AUAMDW
Oranjestad Reina Beatrix
Sun 1/24
4:35 pm-11:55 pm
1 stop9h 20m
Chicago Midway
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$429
Showing 1-10 of 28 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-MDW
AUA-ORD
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-MDW
AUA-ORD
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 November 9, 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next 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 November 9, 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 November 9, 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 7,457,451 searches. Data last updated November 9, 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% |