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$179+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
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 October 16, 2025.

Round-trip from

$362
(Kiwi.com)

One-way from

$179
(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 October 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/14. 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 12/64:41 pmAUA - ORD
1 stop9h 38mSpirit Airlines
Sat 12/137:00 amORD - AUA
1 stop30h 36mSpirit Airlines
Deal found 10/14$362
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/74:41 pmAUA - ORD
1 stop20h 33mSpirit Airlines
Sat 12/133:21 pmORD - AUA
1 stop22h 15mSpirit Airlines
Deal found 10/16$382
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 12/64:41 pmAUA - ORD
1 stop9h 38mMultiple Airlines
Sat 12/136:24 pmORD - AUA
2 stops19h 12mMultiple Airlines
Deal found 10/14$389
This United Airlines deal was found by Cheapflights users on 10/15. 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 11/55:35 pmAUA - ORD
1 stop16h 06mUnited Airlines
Tue 11/112:39 pmORD - AUA
1 stop21h 01mUnited Airlines
Deal found 10/15$391
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Wed 11/55:55 pmAUA - ORD
2 stops15h 09mAmerican Airlines
Tue 11/117:00 amORD - AUA
1 stop7h 50mAmerican Airlines
Deal found 10/15$400
This American Airlines deal was found by Cheapflights users on 10/14. 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 12/25:55 pmAUA - ORD
1 stop16h 54mAmerican Airlines
Sat 12/64:45 pmORD - AUA
1 stop22h 10mAmerican Airlines
Deal found 10/14$403
This Delta deal was found by Cheapflights users on 10/15. 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 11/54:35 pmAUA - MDW
1 stop7h 39mDelta
Tue 11/116:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 10/15$427
This Frontier deal was found by Cheapflights users on 10/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:40 pmAUA - MDW
1 stop27h 24mFrontier
Sat 12/136:00 amMDW - AUA
1 stop7h 29mFrontier
Deal found 10/14$519
This Delta deal was found by Cheapflights users on 10/16. 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 10/193:25 pmAUA - MDW
1 stop7h 49mDelta
Sun 10/266:00 amMDW - AUA
1 stop7h 10mDelta
Deal found 10/16$572
This Delta deal was found by Cheapflights users on 10/15. 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 11/104:35 pmAUA - MDW
1 stop9h 05mDelta
Thu 11/136:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 10/15$734
This Southwest deal was found by Cheapflights users on 10/15. 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 12/62:35 pmAUA - MDW
1 stop10h 00mSouthwest
Sat 12/135:05 amMDW - AUA
1 stop7h 50mSouthwest
Deal found 10/15$846
This Southwest deal was found by Cheapflights users on 10/16. 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 12/74:00 pmAUA - MDW
1 stop9h 00mSouthwest
Sat 12/135:05 amMDW - AUA
1 stop7h 50mSouthwest
Deal found 10/16$906

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 October 16, 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

Wed 11/5

5:35 pm-7:41 am

1 stop16h 06m

Chicago O'Hare Intl

Tue 11/11

2:39 pm-1:40 pm

1 stop21h 01m

$391

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sun 12/7

4:41 pm-11:34 am

2 stops20h 53m

Chicago O'Hare Intl

Sat 12/13

7:00 am-3:36 pm

1 stop6h 36m

$401

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Wed 11/5

4:35 pm-10:14 pm

1 stop7h 39m

Chicago Midway

Tue 11/11

6:00 am-3:20 pm

1 stop7h 20m

$427

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sun 12/7

6:00 pm-9:52 pm

1 stop29h 52m

Chicago O'Hare Intl

Sat 12/13

11:25 am-4:35 pm

1 stop27h 10m

$483

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 12/6

2:50 pm-6:36 pm

Nonstop5h 46m

Chicago O'Hare Intl

Sat 12/13

6:00 am-4:50 pm

1 stop8h 50m

$489

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 12/2

5:35 pm-9:36 am

1 stop18h 01m

Chicago O'Hare Intl

Sat 12/6

6:00 am-4:50 pm

1 stop8h 50m

$510

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 12/2

5:35 pm-11:43 pm

1 stop8h 08m

Chicago O'Hare Intl

Fri 12/5

9:08 pm-4:50 pm

1 stop17h 42m

$510

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 12/6

4:40 pm-6:04 pm

1 stop27h 24m

Chicago Midway

Sat 12/13

6:00 am-3:29 pm

1 stop7h 29m

$519

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Wed 3/25

3:05 pm-5:48 pm

1 stop27h 43m

Chicago O'Hare Intl

Tue 3/31

10:00 am-3:15 pm

1 stop28h 15m

$523

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Wed 3/25

3:05 pm-7:30 pm

1 stop29h 25m

Chicago O'Hare Intl

Mon 3/30

10:53 am-3:15 pm

2 stops27h 22m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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 October 16, 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
8,982 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,982 reviews
United Airlines
7.4
Good
8,982 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,043 reviews
United Airlines
7.4
Good
8,982 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 $427, United Airlines can have you in Chicago from Aruba in 7h 39m. Aruba and Chicago are separated by a distance of 2286 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 $180. Air Canada flights start at $204 while deals on Southwest start at $273 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 $615, our data indicates the cheapest price to be $199. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $391.

  • 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
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Lansing
Hammond
Porter
Benton Harbor
Chesterton

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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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$343Average$726FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$519Average$915FlexibilityNo cancel feeOn-time71%

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