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$145+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
mars 5 — mars 121
jeu. 3/5
jeu. 3/12
1 adult, Economy
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Cheap 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 février 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mar. 3/243:40 pm
AUA
-
ORD
1 stop19h 56m
Multiple Airlines
mar. 3/315:05 am
ORD
-
AUA
1 stop8h 30m
Multiple Airlines
Deal found 2/2$265
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
mer. 3/253:40 pm
AUA
-
ORD
1 stop8h 37m
Spirit Airlines
mer. 4/15:05 am
ORD
-
AUA
1 stop8h 30m
Spirit Airlines
Deal found 2/1$271
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mar. 3/243:40 pm
AUA
-
ORD
1 stop8h 37m
Spirit Airlines
lun. 3/306:10 pm
ORD
-
AUA
1 stop19h 25m
Spirit Airlines
Deal found 2/2$284
This Mytrip deal was found by Cheapflights users on 2/2. 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.
jeu. 2/194:40 pm
AUA
-
ORD
1 stop9h 07m
Spirit Airlines
mer. 2/258:16 pm
ORD
-
AUA
1 stop17h 19m
Spirit Airlines
Deal found 2/2$286
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mar. 3/243:40 pm
AUA
-
ORD
2 stops18h 10m
Spirit Airlines
mar. 3/315:05 am
ORD
-
AUA
1 stop8h 30m
Spirit Airlines
Deal found 2/2$290
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
lun. 3/233:40 pm
AUA
-
ORD
1 stop19h 56m
Multiple Airlines
mar. 3/315:05 am
ORD
-
AUA
1 stop8h 30m
Multiple Airlines
Deal found 2/2$292
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mer. 3/253:40 pm
AUA
-
ORD
1 stop8h 37m
Spirit Airlines
mar. 3/315:05 am
ORD
-
AUA
1 stop8h 30m
Spirit Airlines
Deal found 2/2$295
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mer. 3/253:40 pm
AUA
-
ORD
1 stop8h 37m
Spirit Airlines
lun. 3/306:10 pm
ORD
-
AUA
1 stop19h 25m
Spirit Airlines
Deal found 2/2$313
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mar. 3/243:40 pm
AUA
-
ORD
2 stops18h 10m
Spirit Airlines
mer. 4/15:05 am
ORD
-
AUA
1 stop8h 30m
Spirit Airlines
Deal found 2/2$317
This Delta deal was found by Cheapflights users on 2/2. 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.
jeu. 2/192:10 pm
AUA
-
MDW
1 stop10h 21m
Delta
mer. 2/256:40 pm
MDW
-
AUA
2 stops17h 15m
Delta
Deal found 2/2$461
This Delta deal was found by Cheapflights users on 2/1. 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.
dim. 2/14:40 pm
AUA
-
MDW
1 stop18h 28m
Delta
jeu. 2/56:14 pm
MDW
-
AUA
1 stop16h 41m
Delta
Deal found 2/1$680
This Delta deal was found by Cheapflights users on 2/1. 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.
sam. 11/214:25 pm
AUA
-
MDW
1 stop7h 20m
Delta
sam. 11/286:00 am
MDW
-
AUA
1 stop7h 10m
Delta
Deal found 2/1$803

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 février 3, 2026.

Round-trip from

$265
(Kiwi.com)

One-way from

$145
(FlightHub)

Good round-trip deal

$504 or less

Good one-way deal

$308 or less
From Aruba to Chicago (CHI)
Search Deals
One-way flight from Aruba to Chicago (CHI)
Search Deals
Price to beat on a round-trip flight from Aruba to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Aruba to Chicago (CHI).
Search Deals

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 février 3, 2026.
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

mar. 3/24

3:40 pm-10:36 am

1 stop19h 56m

Chicago O'Hare Intl

mar. 3/31

5:05 am-2:35 pm

1 stop8h 30m

$265

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mar. 3/24

3:40 pm-11:17 pm

1 stop8h 37m

Chicago O'Hare Intl

lun. 3/30

6:10 pm-2:35 pm

1 stop19h 25m

$284

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mar. 3/24

3:40 pm-8:50 am

2 stops18h 10m

Chicago O'Hare Intl

mar. 3/31

5:05 am-2:35 pm

1 stop8h 30m

$290

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

lun. 3/23

3:40 pm-10:36 am

1 stop19h 56m

Chicago O'Hare Intl

mar. 3/31

5:05 am-2:35 pm

1 stop8h 30m

$292

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mar. 3/24

3:40 pm-10:36 am

1 stop19h 56m

Chicago O'Hare Intl

mer. 4/1

5:05 am-2:35 pm

1 stop8h 30m

$292

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mer. 3/25

3:40 pm-11:17 pm

1 stop8h 37m

Chicago O'Hare Intl

mar. 3/31

5:05 am-2:35 pm

1 stop8h 30m

$295

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

jeu. 2/19

2:10 pm-10:31 pm

1 stop10h 21m

Chicago Midway

mer. 2/25

6:40 pm-12:55 pm

1 stop16h 15m

$461

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

jeu. 3/19

2:25 pm-9:10 pm

1 stop7h 45m

Chicago Midway

jeu. 3/26

6:00 am-1:25 pm

1 stop6h 25m

$807

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

jeu. 2/19

3:20 pm-5:05 am

2 stops15h 45m

Chicago Midway

mer. 2/25

5:35 pm-2:30 pm

2 stops18h 55m

$882

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

mer. 2/18

2:10 pm-10:31 pm

1 stop10h 21m

Chicago Midway

dim. 2/22

6:00 am-3:20 pm

1 stop7h 20m

$937

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 33 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

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 février 3, 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 février 3, 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.
American Airlines
7.2
Good
11,216 reviews

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,216 reviews
American Airlines
7.2
Good
11,216 reviews

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 $284, Spirit Airlines can have you in Chicago from Aruba in 8h 37m. 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 United Airlines, which is currently one of the cheapest options available, starting at $254. JetBlue flights start at $260 while deals on American Airlines start at $284 one-way.

  • What are the most reliable airlines from Aruba to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Aruba to Chicago on time: American Airlines (81%), Qatar Airways (81%), United Airlines (56%).

  • What are the cheapest flights from Aruba to Chicago?

    Looking for the cheapest flight from Aruba to Chicago? While on average our users pay $696, our data indicates the cheapest price to be $212. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $271.

  • 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 février 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$343Average$591FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$451Average$735FlexibilityNo cancel feeOn-time71%

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