$162+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Apr 5 — Apr 121
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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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
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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 March 6, 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 March 6, 2026.
This Vliegwinkel deal was found by Cheapflights users on 3/2. 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.
Thu 4/164:05 pm
AUA
- ORD
1 stop26h 45m
Air Canada
Wed 4/226:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 3/2![Air Canada logo]()
$380
This Mytrip deal was found by Cheapflights users on 3/1. 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.
Thu 4/164:05 pm
AUA
- ORD
1 stop24h 10m
Air Canada
Thu 4/236:21 pm
ORD
- AUA
2 stops43h 54m
Air Canada
Deal found 3/1![Air Canada logo]()
$389
This Booking.com deal was found by Cheapflights users on 3/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/183:41 pm
AUA
- ORD
1 stop9h 43m
Multiple Airlines
Sat 4/255:57 pm
ORD
- AUA
1 stop20h 18m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$412
This Air Canada deal was found by Cheapflights users on 3/1. 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 4/154:05 pm
AUA
- ORD
1 stop18h 05m
Air Canada
Wed 4/226:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 3/1![Air Canada logo]()
$429
This Travelocity deal was found by Cheapflights users on 3/3. 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.
Sat 5/236:00 pm
AUA
- ORD
1 stop21h 30m
JetBlue
Sat 5/3010:45 am
ORD
- AUA
1 stop29h 07m
JetBlue
Deal found 3/3![JetBlue logo]()
$438
This Cheapflightsfares deal was found by Cheapflights users on 3/1. 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.
Wed 3/253:40 pm
AUA
- ORD
1 stop8h 37m
Spirit Airlines
Wed 4/15:05 am
ORD
- AUA
1 stop8h 30m
Spirit Airlines
Deal found 3/1![Spirit Airlines logo]()
$441
This Expedia deal was found by Cheapflights users on 3/3. 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.
Wed 3/2512:40 pm
AUA
- ORD
1 stop11h 16m
Multiple Airlines
Wed 4/15:05 am
ORD
- AUA
1 stop8h 30m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 3/2. 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 4/163:25 pm
AUA
- MDW
1 stop8h 03m
Delta
Wed 4/2212:52 pm
MDW
- AUA
2 stops22h 48m
Delta
Deal found 3/2![Delta logo]()
$503
This Southwest deal was found by Cheapflights users on 3/2. 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 4/162:45 pm
AUA
- MDW
1 stop10h 20m
Southwest
Wed 4/226:00 am
MDW
- AUA
1 stop6h 45m
Southwest
Deal found 3/2![Southwest logo]()
$511
This Delta deal was found by Cheapflights users on 3/6. 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.
Mon 4/203:25 pm
AUA
- MDW
1 stop8h 03m
Delta
Mon 4/276:00 am
MDW
- AUA
1 stop7h 10m
Delta
Deal found 3/6![Delta logo]()
$552
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:45 pm
AUA
- MDW
1 stop10h 20m
Southwest
Mon 4/276:25 pm
MDW
- AUA
2 stops18h 20m
Southwest
Deal found 3/6![Southwest logo]()
$593
This Southwest deal was found by Cheapflights users on 3/3. 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 3/252:25 pm
AUA
- MDW
1 stop9h 15m
Southwest
Wed 4/16:00 am
MDW
- AUA
1 stop6h 25m
Southwest
Deal found 3/3![Southwest logo]()
$627
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 March 6, 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 March 6, 2026.
This Air Canada deal was found by Cheapflights users on 3/1. 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 4/154:05 pm
AUA
- ORD
2 stops19h 48m
Air Canada
Wed 4/226:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 3/1![Air Canada logo]()
$432
This Expedia deal was found by Cheapflights users on 3/3. 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.
Wed 3/2512:40 pm
AUA
- ORD
1 stop11h 16m
Multiple Airlines
Wed 4/15:05 am
ORD
- AUA
1 stop8h 30m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$445
This Avianca deal was found by Cheapflights users on 3/6. 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.
Thu 4/1611:50 am
AUA
- ORD
1 stop10h 30m
Avianca
Wed 4/2211:20 pm
ORD
- AUA
1 stop10h 25m
Avianca
Deal found 3/6![Avianca logo]()
$490
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/151:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Wed 4/229:04 am
ORD
- AUA
Nonstop5h 16m
United Airlines
Deal found 3/1![United Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 3/2. 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 4/163:25 pm
AUA
- MDW
1 stop8h 03m
Delta
Wed 4/2212:52 pm
MDW
- AUA
2 stops22h 48m
Delta
Deal found 3/2![Delta logo]()
$503
This Southwest deal was found by Cheapflights users on 3/2. 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 4/162:45 pm
AUA
- MDW
1 stop10h 20m
Southwest
Wed 4/226:00 am
MDW
- AUA
1 stop6h 45m
Southwest
Deal found 3/2![Southwest logo]()
$511
This Copa Airlines deal was found by Cheapflights users on 3/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:19 am
AUA
- ORD
1 stop18h 54m
Copa Airlines
Wed 4/228:06 am
ORD
- AUA
1 stop12h 51m
Copa Airlines
Deal found 3/5![Copa Airlines logo]()
$513
This Vliegwinkel deal was found by Cheapflights users on 3/1. 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.
Fri 4/311:50 am
AUA
- ORD
1 stop10h 30m
Multiple Airlines
Sat 4/114:15 pm
ORD
- AUA
1 stop22h 00m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$452
This Travelocity deal was found by Cheapflights users on 3/3. 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.
Sat 6/203:05 pm
AUA
- ORD
1 stop21h 55m
Air Canada
Fri 6/268:40 pm
ORD
- AUA
1 stop16h 35m
Air Canada
Deal found 3/3![Air Canada logo]()
$499
This Delta deal was found by Cheapflights users on 3/6. 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.
Thu 4/161:10 pm
AUA
- ORD
1 stop8h 06m
Delta
Wed 4/2211:19 am
ORD
- AUA
2 stops24h 21m
Delta
Deal found 3/6![Delta logo]()
$522
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/161:50 pm
AUA
- ORD
Nonstop5h 48m
United Airlines
Thu 4/236:00 am
ORD
- AUA
1 stop9h 40m
United Airlines
Deal found 3/1![United Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 3/1. 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 3/2512:35 pm
AUA
- ORD
2 stops12h 19m
Delta
Wed 4/17:59 pm
ORD
- AUA
1 stop14h 56m
Delta
Deal found 3/1![Delta logo]()
$538
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:45 pm
AUA
- MDW
1 stop10h 20m
Southwest
Mon 4/276:25 pm
MDW
- AUA
2 stops18h 20m
Southwest
Deal found 3/6![Southwest logo]()
$593
This Southwest deal was found by Cheapflights users on 3/3. 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 3/252:25 pm
AUA
- MDW
1 stop9h 15m
Southwest
Wed 4/16:00 am
MDW
- AUA
1 stop6h 25m
Southwest
Deal found 3/3![Southwest logo]()
$627
Last-minute flights from Aruba to ChicagoDiscover last-minute flight deals from Aruba to Chicago. Data last updated March 6, 2026 and is based on user searches.
Discover last-minute flight deals from Aruba to Chicago. Data last updated March 6, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/1. 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.
Wed 3/253:40 pm
AUA
- ORD
1 stop8h 37m
Spirit Airlines
Wed 4/15:05 am
ORD
- AUA
1 stop8h 30m
Spirit Airlines
Deal found 3/1![Spirit Airlines logo]()
$441
This Expedia deal was found by Cheapflights users on 3/3. 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.
Wed 3/2512:40 pm
AUA
- ORD
1 stop11h 16m
Multiple Airlines
Wed 4/15:05 am
ORD
- AUA
1 stop8h 30m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$445
This Southwest deal was found by Cheapflights users on 3/3. 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 3/252:25 pm
AUA
- MDW
1 stop9h 15m
Southwest
Wed 4/16:00 am
MDW
- AUA
1 stop6h 25m
Southwest
Deal found 3/3![Southwest logo]()
$627
This Vliegwinkel deal was found by Cheapflights users on 3/1. 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.
Fri 4/311:50 am
AUA
- ORD
1 stop10h 30m
Multiple Airlines
Sat 4/114:15 pm
ORD
- AUA
1 stop22h 00m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$452
This Air Canada deal was found by Cheapflights users on 3/1. 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 4/154:05 pm
AUA
- ORD
1 stop18h 05m
Air Canada
Wed 4/226:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 3/1![Air Canada logo]()
$429
This Vliegwinkel deal was found by Cheapflights users on 3/2. 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.
Thu 4/164:05 pm
AUA
- ORD
1 stop26h 45m
Air Canada
Wed 4/226:40 pm
ORD
- AUA
1 stop19h 35m
Air Canada
Deal found 3/2![Air Canada logo]()
$380
This Mytrip deal was found by Cheapflights users on 3/1. 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.
Thu 4/164:05 pm
AUA
- ORD
1 stop24h 10m
Air Canada
Thu 4/236:21 pm
ORD
- AUA
2 stops43h 54m
Air Canada
Deal found 3/1![Air Canada logo]()
$389
This Delta deal was found by Cheapflights users on 3/2. 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 4/163:25 pm
AUA
- MDW
1 stop8h 03m
Delta
Wed 4/2212:52 pm
MDW
- AUA
2 stops22h 48m
Delta
Deal found 3/2![Delta logo]()
$503
This Southwest deal was found by Cheapflights users on 3/2. 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 4/162:45 pm
AUA
- MDW
1 stop10h 20m
Southwest
Wed 4/226:00 am
MDW
- AUA
1 stop6h 45m
Southwest
Deal found 3/2![Southwest logo]()
$511
This Booking.com deal was found by Cheapflights users on 3/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/183:41 pm
AUA
- ORD
1 stop9h 43m
Multiple Airlines
Sat 4/255:57 pm
ORD
- AUA
1 stop20h 18m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 3/6. 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.
Mon 4/203:25 pm
AUA
- MDW
1 stop8h 03m
Delta
Mon 4/276:00 am
MDW
- AUA
1 stop7h 10m
Delta
Deal found 3/6![Delta logo]()
$552
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:45 pm
AUA
- MDW
1 stop10h 20m
Southwest
Mon 4/276:25 pm
MDW
- AUA
2 stops18h 20m
Southwest
Deal found 3/6![Southwest logo]()
$593
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 March 6, 2026.
Search for one-way flight options from Aruba to Chicago. Find affordable one-way fares based on user searches. Data last updated March 6, 2026.
This Super.com deal was found by Cheapflights users on 3/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/173:40 pm
AUA
- ORD
1 stop8h 37m
Spirit Airlines
Deal found 3/1![Spirit Airlines logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/243:40 pm
AUA
- ORD
1 stop8h 37m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/243:40 pm
AUA
- ORD
1 stop19h 56m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/3. 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 5/43:41 pm
AUA
- ORD
1 stop30h 36m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/3. 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
1 stop30h 36m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$212
This Super.com deal was found by Cheapflights users on 3/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:41 pm
AUA
- ORD
1 stop9h 43m
Spirit Airlines
Deal found 3/2![Spirit Airlines logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 3/1. 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.
Mon 3/233:40 pm
AUA
- ORD
1 stop8h 37m
Spirit Airlines
Deal found 3/1![Spirit Airlines logo]()
$216
This Mytrip deal was found by Cheapflights users on 3/2. 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.
Tue 3/313:40 pm
AUA
- ORD
2 stops21h 10m
Spirit Airlines
Deal found 3/2![Spirit Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 3/2. 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
- ORD
1 stop9h 43m
Spirit Airlines
Deal found 3/2![Spirit Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/243:40 pm
AUA
- MDW
2 stops31h 39m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 3/3. 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 3/253:40 pm
AUA
- MDW
2 stops29h 07m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 4/173:41 pm
AUA
- MDW
2 stops27h 56m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$256
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 March 6, 2026.
Round-trip from | $380 (Vliegwinkel) |
|---|---|
One-way from | $162 (Super.com) |
Good round-trip deal | $542 or less |
Good one-way deal | $285 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 March 6, 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
Wed 4/15
4:05 pm-10:53 am
2 stops19h 48m
Chicago O'Hare Intl
Wed 4/22
6:40 pm-3:15 pm
1 stop19h 35m
$432
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 3/25
12:40 pm-10:56 pm
1 stop11h 16m
Chicago O'Hare Intl
Wed 4/1
5:05 am-2:35 pm
1 stop8h 30m
$445
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Fri 4/3
11:50 am-9:20 pm
1 stop10h 30m
Chicago O'Hare Intl
Sat 4/11
4:15 pm-3:15 pm
1 stop22h 00m
$452
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 4/16
11:50 am-9:20 pm
1 stop10h 30m
Chicago O'Hare Intl
Wed 4/22
11:20 pm-10:45 am
1 stop10h 25m
$490
Quickest round-trip
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Wed 4/15
1:50 pm-6:38 pm
Nonstop5h 48m
Chicago O'Hare Intl
Wed 4/22
9:04 am-3:20 pm
Nonstop5h 16m
$497
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Sat 6/20
3:05 pm-12:00 pm
1 stop21h 55m
Chicago O'Hare Intl
Fri 6/26
8:40 pm-2:15 pm
1 stop16h 35m
$499
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Thu 4/16
3:25 pm-10:28 pm
1 stop8h 03m
Chicago Midway
Wed 4/22
12:52 pm-12:40 pm
2 stops22h 48m
$503
OranjestadChicago
AUA - MDW
AUAMDW
Oranjestad Reina Beatrix
Thu 4/16
2:45 pm-12:05 am
1 stop10h 20m
Chicago Midway
Wed 4/22
6:00 am-1:45 pm
1 stop6h 45m
$511
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 4/16
7:19 am-1:13 am
1 stop18h 54m
Chicago O'Hare Intl
Wed 4/22
8:06 am-9:57 pm
1 stop12h 51m
$513
OranjestadChicago
AUA - ORD
AUAORD
Oranjestad Reina Beatrix
Thu 4/16
1:10 pm-8:16 pm
1 stop8h 06m
Chicago O'Hare Intl
Wed 4/22
11:19 am-12:40 pm
2 stops24h 21m
$522
Showing 1-10 of 30 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 March 6, 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.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 6, 2026.
Get a feel of what it's like to fly with American Airlines from Aruba to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.9
Comfort
7.2
Food
6.4
Overall
7.1
Crew
8.0
Boarding
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Entertainment
6.9
Comfort
7.2
Food
6.4
Overall
7.1
Crew
8.0
Boarding
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Alternative routes for Aruba to Chicago
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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 March 6, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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Aruba and Chicago flights
Browse other Aruba and Chicago flight options. Last updated on March 6, 2026.
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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 2,558,603 searches. Data last updated March 6, 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% |