HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$207+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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

Keep the following information in mind while searching for Aruba to Chicago flight deals. Data was last updated agosto 18, 2025.

Round-trip from

$587
(Avianca)

One-way from

$207
(Priceline)

Good one-way deal

$339 or less
From Aruba to Chicago (CHI)
Search Deals
One-way flight from Aruba to Chicago (CHI)
Search Deals
Price to beat on a one-way flight from Aruba to Chicago (CHI).
Search Deals

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 agosto 18, 2025.

This Frontier deal was found by Cheapflights users on 8/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/233:35 pmAUA - ORD
1 stop8h 58mFrontier
sáb. 8/306:00 amORD - AUA
1 stop7h 29mFrontier
Deal found 8/16$356
This Frontier deal was found by Cheapflights users on 8/17. 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.
sáb. 8/233:35 pmAUA - MDW
1 stop19h 33mFrontier
sáb. 8/306:10 amMDW - AUA
1 stop7h 19mFrontier
Deal found 8/17$386
This Avianca deal was found by Cheapflights users on 8/16. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/75:35 pmAUA - ORD
1 stop20h 40mAvianca
dom. 9/142:35 pmORD - AUA
1 stop18h 25mAvianca
Deal found 8/16$587
This Mytrip deal was found by Cheapflights users on 8/17. 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.
mié. 10/111:45 amAUA - ORD
3 stops22h 33mMultiple Airlines
mié. 10/82:35 pmORD - AUA
1 stop18h 15mMultiple Airlines
Deal found 8/17$615
This American Airlines deal was found by Cheapflights users on 8/17. 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.
mié. 10/14:29 pmAUA - ORD
1 stop17h 56mAmerican Airlines
mié. 10/87:05 pmORD - AUA
1 stop19h 45mAmerican Airlines
Deal found 8/17$641
This Mytrip deal was found by Cheapflights users on 8/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/233:45 pmAUA - ORD
2 stops19h 41mMultiple Airlines
sáb. 8/307:05 amORD - AUA
3 stops25h 45mMultiple Airlines
Deal found 8/16$654
This Mytrip deal was found by Cheapflights users on 8/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/233:45 pmAUA - ORD
3 stops27h 09mSpirit Airlines
sáb. 8/305:05 amORD - AUA
1 stop8h 35mSpirit Airlines
Deal found 8/16$683
This Delta deal was found by Cheapflights users on 8/17. 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.
sáb. 8/231:55 pmAUA - MDW
2 stops22h 53mDelta
sáb. 8/304:25 pmMDW - AUA
2 stops19h 15mDelta
Deal found 8/17$945
This Delta deal was found by Cheapflights users on 8/17. 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.
mié. 10/13:25 pmAUA - MDW
1 stop7h 11mDelta
mié. 10/86:00 amMDW - AUA
1 stop7h 10mDelta
Deal found 8/17$1,292

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 agosto 18, 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

dom. 9/7

5:35 pm-1:15 pm

1 stop20h 40m

Chicago O'Hare Intl

dom. 9/14

2:35 pm-10:00 am

1 stop18h 25m

$587

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mié. 10/1

11:45 am-9:18 am

3 stops22h 33m

Chicago O'Hare Intl

mié. 10/8

2:35 pm-9:50 am

1 stop18h 15m

$615

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mié. 10/1

4:29 pm-9:25 am

1 stop17h 56m

Chicago O'Hare Intl

mié. 10/8

7:05 pm-3:50 pm

1 stop19h 45m

$641

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

dom. 9/7

4:50 pm-8:40 am

1 stop16h 50m

Chicago O'Hare Intl

dom. 9/14

9:37 pm-12:39 pm

2 stops14h 02m

$795

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

mié. 10/1

3:25 pm-9:36 pm

1 stop7h 11m

Chicago Midway

mié. 10/8

6:00 am-2:10 pm

1 stop7h 10m

$1,292

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

sáb. 10/11

4:53 pm-11:25 pm

1 stop7h 32m

$207

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

sáb. 10/11

4:53 pm-11:29 pm

1 stop7h 36m

$207

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

sáb. 11/15

4:50 pm-11:42 pm

1 stop8h 52m

$218

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

sáb. 11/1

3:45 pm-1:03 am

1 stop10h 18m

$232

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

mar. 11/18

4:50 pm-11:42 pm

1 stop8h 52m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 24 results
1
2
3

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 agosto 18, 2025.

One of the essential ways to save on airfare from Aruba to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 15% on airfare.

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 agosto 18, 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
8,925 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,925 reviews
United Airlines
7.4
Good
8,925 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,925 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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 $1,292, Avianca can have you in Chicago from Aruba in 7h 11m. 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 flights from Aruba to Chicago?

    Looking for the cheapest flight from Aruba to Chicago? While on average our users pay $352, our data indicates the cheapest price to be $339. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $615.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Aruba to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Aguadilla to O'Hare Intl flights
Santo Domingo to O'Hare Intl flights
Luis Munoz Marin Intl to St. Louis flights
Santo Domingo to Midway flights
Punta Cana to O'Hare Intl flights
Saint Thomas Island to O'Hare Intl flights
Punta Cana to Midway flights
Nassau to O'Hare Intl flights
Nassau to Midway flights
Santiago de los Caballeros to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Willemstad to O'Hare Intl flights
George Town to O'Hare Intl flights
Simpson Bay to O'Hare Intl flights
Kingston to O'Hare Intl flights
Montego Bay to O'Hare Intl flights
Simpson Bay to Midway flights
Nassau to St. Louis flights
Montego Bay to Midway flights
St. George's to St. Louis flights
Oranjestad to St. Louis flights
Roseau to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Vieques to O'Hare Intl flights
Saint Thomas Island to St. Louis flights
Port of Spain to St. Louis flights
Christiansted to O'Hare Intl flights
Port Au Prince to O'Hare Intl flights
Road Town to O'Hare Intl flights
Culebra to O'Hare Intl flights
St. John's to O'Hare Intl flights
Port Au Prince to Midway flights
Aguadilla to Midway flights

Top airline flying from Aruba to Chicago

Discover the top airline 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 agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$571Average$797FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.