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$154+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
nov. 29 — déc. 61
sam. 11/29
sam. 12/6
1 adult, Economy
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Cheap flight deals from Aruba to Chicago

Keep the following information in mind while searching for Aruba to Chicago flight deals. Data was last updated octobre 30, 2025.

Round-trip from

$317
(Kiwi.com)

One-way from

$154
(Cheapflightsfares)

Good round-trip deal

$495 or less

Good one-way deal

$338 or less
From Aruba to Chicago (CHI)
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One-way flight from Aruba to Chicago (CHI)
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Price to beat on a round-trip flight from Aruba to Chicago (CHI).
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Price to beat on a one-way flight from Aruba to Chicago (CHI).
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Find flight deals from Aruba to Chicago

Cheapest flights from Aruba to Chicago
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 octobre 30, 2025.

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.
jeu. 12/254:40 pmAUA - ORD
1 stop9h 50mSpirit Airlines
mar. 1/65:00 amORD - AUA
1 stop8h 35mSpirit Airlines
Deal found 10/28$317
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/223:39 pmAUA - ORD
Nonstop5h 52mAmerican Airlines
mer. 12/315:00 amORD - AUA
1 stop7h 54mAmerican Airlines
Deal found 10/30$329
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.
lun. 12/224:35 pmAUA - ORD
2 stops22h 19mDelta
mer. 12/315:31 pmORD - AUA
1 stop16h 59mDelta
Deal found 10/30$334
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.
ven. 11/214:35 pmAUA - MDW
1 stop9h 05mDelta
sam. 11/296:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 10/30$335
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.
jeu. 12/252:50 pmAUA - ORD
Nonstop5h 46mUnited Airlines
mar. 1/66:05 amORD - AUA
1 stop8h 35mUnited Airlines
Deal found 10/28$335
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/214:10 pmAUA - ORD
1 stop9h 24mUnited Airlines
sam. 11/298:48 amORD - AUA
1 stop26h 52mUnited Airlines
Deal found 10/30$339
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.
jeu. 12/255:50 pmAUA - ORD
1 stop7h 54mUnited Airlines
dim. 1/47:35 amORD - AUA
1 stop31h 15mUnited Airlines
Deal found 10/28$340
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/35:59 pmAUA - ORD
1 stop8h 38mAmerican Airlines
dim. 12/78:50 pmORD - AUA
1 stop15h 06mAmerican Airlines
Deal found 10/28$344
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.
mar. 12/304:40 pmAUA - ORD
1 stop20h 34mSpirit Airlines
mar. 1/65:00 amORD - AUA
1 stop8h 35mSpirit Airlines
Deal found 10/28$357
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 11/124:35 pmAUA - MDW
1 stop9h 05mDelta
sam. 11/156:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 10/29$412
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/224:30 pmAUA - MDW
1 stop19h 35mMultiple Airlines
mer. 12/318:15 amMDW - AUA
2 stops29h 20mMultiple Airlines
Deal found 10/29$460
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.
lun. 12/221:45 pmAUA - MDW
1 stop10h 37mDelta
mer. 12/316:00 amMDW - AUA
1 stop28h 30mDelta
Deal found 10/30$534

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 octobre 30, 2025.
Use the filters below to find and compare flights from Aruba to Chicago that are best for you.

Fly from

Aruba

Fly to

Chicago

Route

Depart

Return

Price

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

lun. 12/22

3:39 pm-7:31 pm

Nonstop5h 52m

Chicago O'Hare Intl

mer. 12/31

5:00 am-2:54 pm

1 stop7h 54m

$329

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

jeu. 12/25

2:50 pm-6:36 pm

Nonstop5h 46m

Chicago O'Hare Intl

lun. 1/5

9:25 am-4:40 pm

Nonstop5h 15m

$331

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

ven. 11/21

4:35 pm-11:40 pm

1 stop9h 05m

Chicago Midway

sam. 11/29

6:00 am-3:20 pm

1 stop7h 20m

$335

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

jeu. 12/25

2:50 pm-6:36 pm

Nonstop5h 46m

Chicago O'Hare Intl

mar. 1/6

6:05 am-4:40 pm

1 stop8h 35m

$335

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

jeu. 12/25

2:50 pm-6:36 pm

Nonstop5h 46m

Chicago O'Hare Intl

sam. 1/3

9:23 pm-4:50 pm

1 stop17h 27m

$335

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

ven. 11/21

4:10 pm-11:34 pm

1 stop9h 24m

Chicago O'Hare Intl

sam. 11/29

8:48 am-1:40 pm

1 stop26h 52m

$339

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

jeu. 12/25

5:50 pm-11:44 pm

1 stop7h 54m

Chicago O'Hare Intl

dim. 1/4

7:35 am-4:50 pm

1 stop31h 15m

$340

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mer. 12/3

5:59 pm-7:19 am

2 stops15h 20m

Chicago O'Hare Intl

dim. 12/7

8:50 pm-1:56 pm

1 stop15h 06m

$348

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

lun. 12/22

3:39 pm-7:31 pm

Nonstop5h 52m

Chicago O'Hare Intl

mer. 12/31

8:51 am-3:50 pm

Nonstop4h 59m

$391

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

mer. 11/12

4:35 pm-11:40 pm

1 stop9h 05m

Chicago Midway

sam. 11/15

6:00 am-3:20 pm

1 stop7h 20m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 37 results
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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.
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
No data available for this route at this time. Please check back soon.

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 octobre 30, 2025.
Get a feel of what it's like to fly with United Airlines and 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.
United Airlines
7.4
Good
8,998 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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.

  • How long is the flight from Aruba to Chicago?

    For as low as $331, American Airlines can have you in Chicago from Aruba in 5h 46m. Aruba and Chicago are separated by a distance of 2302 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Aruba to Chicago one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $211. Air Canada flights start at $224 while deals on Delta start at $359 one-way.

  • What are the cheapest flights from Aruba to Chicago?

    Looking for the cheapest flight from Aruba to Chicago? While on average our users pay $878, our data indicates the cheapest price to be $199. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $333.

  • Can I find deals for flights from Aruba to Chicago that include hotel bookings?

    Yes. In addition to deals on Aruba to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aruba to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aruba to Chicago.

  • Can I find deals for business class flights from Aruba to Chicago?

    Yes. Cheapflights offers flight deals from Aruba to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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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.
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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 octobre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$343Average$719FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$519Average$915FlexibilityNo cancel feeOn-time71%

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