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$199+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$363
(Cheapflightsfares)

One-way from

$199
(Air Canada)

Good round-trip deal

$352 or less

Good one-way deal

$362 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 September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:50 pmAUA - ORD
1 stop8h 52mSpirit Airlines
Tue 11/185:05 amORD - AUA
1 stop8h 40mSpirit Airlines
Deal found 9/15$363
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:25 pmAUA - ORD
1 stop9h 27mJetBlue
Sun 11/166:44 amORD - AUA
1 stop8h 01mJetBlue
Deal found 9/15$389
This Gotogate deal was found by Cheapflights users on 9/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:50 pmAUA - ORD
1 stop8h 52mMultiple Airlines
Sat 11/159:20 pmORD - AUA
1 stop15h 40mMultiple Airlines
Deal found 9/14$400
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:50 pmAUA - ORD
1 stop8h 52mSpirit Airlines
Wed 11/195:59 pmORD - AUA
1 stop19h 46mSpirit Airlines
Deal found 9/15$431
This Air Canada deal was found by Cheapflights users on 9/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/94:05 pmAUA - ORD
1 stop29h 25mAir Canada
Sat 11/156:05 pmORD - AUA
2 stops18h 55mAir Canada
Deal found 9/15$436
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:50 pmAUA - ORD
1 stop18h 33mSpirit Airlines
Sat 11/155:05 amORD - AUA
1 stop8h 40mSpirit Airlines
Deal found 9/15$437
This Air Canada deal was found by Cheapflights users on 9/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/104:05 pmAUA - ORD
2 stops29h 55mAir Canada
Sat 11/153:35 pmORD - AUA
2 stops21h 25mAir Canada
Deal found 9/15$444
This Delta deal was found by Cheapflights users on 9/15. 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 11/124:35 pmAUA - ORD
1 stop7h 18mDelta
Mon 11/175:50 pmORD - AUA
2 stops18h 05mDelta
Deal found 9/15$453
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 11/115:55 pmAUA - ORD
2 stops17h 10mAmerican Airlines
Tue 11/189:02 pmORD - AUA
2 stops15h 01mAmerican Airlines
Deal found 9/15$462
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/94:50 pmAUA - ORD
1 stop18h 33mMultiple Airlines
Tue 11/187:05 pmORD - AUA
2 stops22h 30mMultiple Airlines
Deal found 9/15$472
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 11/83:42 pmAUA - ORD
Nonstop5h 46mAmerican Airlines
Sat 11/157:07 pmORD - AUA
1 stop17h 35mAmerican Airlines
Deal found 9/14$474
This Delta deal was found by Cheapflights users on 9/15. 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 9/223:25 pmAUA - MDW
1 stop7h 11mDelta
Mon 9/296:00 amMDW - AUA
1 stop7h 10mDelta
Deal found 9/15$753

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 September 15, 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

Fri 11/14

1:25 pm-8:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Sun 11/16

6:44 am-4:45 pm

1 stop8h 01m

$389

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Fri 11/14

1:25 pm-8:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Tue 11/18

7:00 am-4:45 pm

1 stop7h 45m

$389

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Fri 11/14

1:25 pm-8:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Mon 11/17

6:44 am-4:45 pm

1 stop8h 01m

$389

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 11/13

4:50 pm-9:23 am

1 stop18h 33m

Chicago O'Hare Intl

Sun 11/16

5:05 am-3:45 pm

1 stop8h 40m

$431

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 11/13

4:50 pm-11:42 pm

1 stop8h 52m

Chicago O'Hare Intl

Wed 11/19

5:59 pm-3:45 pm

1 stop19h 46m

$431

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 11/11

4:50 pm-9:23 am

1 stop18h 33m

Chicago O'Hare Intl

Sat 11/15

5:05 am-3:45 pm

1 stop8h 40m

$437

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 11/13

4:35 pm-8:41 am

1 stop18h 06m

Chicago O'Hare Intl

Sun 11/16

6:03 pm-1:55 pm

2 stops17h 52m

$453

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 11/13

5:35 pm-11:43 pm

1 stop8h 08m

Chicago O'Hare Intl

Mon 11/17

9:10 pm-1:40 pm

1 stop14h 30m

$453

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Fri 11/14

3:10 pm-8:37 am

2 stops19h 27m

Chicago O'Hare Intl

Mon 11/17

5:42 pm-1:55 pm

2 stops18h 13m

$453

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Wed 11/12

4:35 pm-9:53 pm

1 stop7h 18m

Chicago O'Hare Intl

Mon 11/17

5:50 pm-1:55 pm

2 stops18h 05m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 34 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 September 15, 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
8,929 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
United Airlines
7.4
Good
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

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 $389, JetBlue can have you in Chicago from Aruba in 9h 27m. 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 $216. Frontier flights start at $217 while deals on Air Canada start at $247 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 $619, our data indicates the cheapest price to be $238. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $363.

  • 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.

  • What is the cheapest month to book a flight from Aruba to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Aruba to Chicago (average of $245). Flying from Aruba to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Benton Harbor
Porter
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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$352Average$797FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$601Average$915FlexibilityNo cancel feeOn-time71%

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