HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$149+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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

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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/254:40 pmAUA - ORD
1 stop9h 50mSpirit Airlines
Wed 12/313:26 pmORD - AUA
1 stop22h 09mSpirit Airlines
Deal found 12/10$369
This FlightHub deal was found by Cheapflights users on 12/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/184:05 pmAUA - ORD
1 stop19h 08mAir Canada
Wed 12/248:30 pmORD - AUA
1 stop16h 30mAir Canada
Deal found 12/11$385
This Flysmarter deal was found by Cheapflights users on 12/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:05 pmAUA - ORD
2 stops21h 13mAir Canada
Wed 12/316:00 pmORD - AUA
2 stops19h 00mAir Canada
Deal found 12/10$410
This Air Canada deal was found by Cheapflights users on 12/11. 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.
Tue 12/164:05 pmAUA - ORD
1 stop27h 43mAir Canada
Wed 12/246:00 pmORD - AUA
2 stops19h 00mAir Canada
Deal found 12/11$415
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/253:39 pmAUA - ORD
Nonstop5h 52mAmerican Airlines
Wed 12/318:51 amORD - AUA
Nonstop4h 59mAmerican Airlines
Deal found 12/10$444
This Delta deal was found by Cheapflights users on 12/11. 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.
Tue 12/164:35 pmAUA - ORD
2 stops19h 25mDelta
Mon 12/225:29 pmORD - AUA
1 stop17h 01mDelta
Deal found 12/11$454
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Mon 12/223:39 pmAUA - ORD
Nonstop5h 52mAmerican Airlines
Wed 12/315:00 amORD - AUA
1 stop7h 54mAmerican Airlines
Deal found 12/11$474
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Thu 12/182:50 pmAUA - ORD
Nonstop5h 46mUnited Airlines
Thu 12/259:25 amORD - AUA
Nonstop5h 15mUnited Airlines
Deal found 12/11$478
This Delta deal was found by Cheapflights users on 12/10. 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.
Sat 12/133:10 pmAUA - MDW
2 stops22h 45mDelta
Mon 12/225:05 pmMDW - AUA
1 stop17h 25mDelta
Deal found 12/10$479
This Delta deal was found by Cheapflights users on 12/10. 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.
Sat 12/133:10 pmAUA - ORD
2 stops23h 00mDelta
Mon 12/225:29 pmORD - AUA
1 stop17h 01mDelta
Deal found 12/10$479
This Delta deal was found by Cheapflights users on 12/10. 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.
Thu 12/254:35 pmAUA - MDW
1 stop7h 47mDelta
Wed 12/316:00 amMDW - AUA
1 stop7h 20mDelta
Deal found 12/10$538
This Southwest deal was found by Cheapflights users on 12/11. 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.
Mon 12/224:45 pmAUA - MDW
2 stops9h 05mSouthwest
Wed 12/317:10 amMDW - AUA
1 stop6h 35mSouthwest
Deal found 12/11$558

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 December 12, 2025.

Round-trip from

$213
(Expedia)

One-way from

$149
(Priceline)

Good round-trip deal

$361 or less

Good one-way deal

$353 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 December 12, 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

Thu 1/22

4:40 pm-11:46 pm

1 stop9h 06m

Chicago O'Hare Intl

Mon 1/26

5:15 am-3:35 pm

1 stop8h 20m

$213

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 1/24

4:40 pm-2:17 pm

3 stops23h 37m

Chicago O'Hare Intl

Sat 1/31

4:38 pm-3:45 pm

3 stops21h 07m

$374

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 1/22

3:00 pm-6:46 pm

Nonstop5h 46m

Chicago O'Hare Intl

Mon 1/26

9:25 am-4:40 pm

Nonstop5h 15m

$443

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 3/24

2:00 pm-6:46 pm

Nonstop5h 46m

Chicago O'Hare Intl

Tue 3/31

9:04 am-3:20 pm

Nonstop5h 16m

$443

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 3/26

2:00 pm-6:46 pm

Nonstop5h 46m

Chicago O'Hare Intl

Wed 4/1

9:04 am-3:20 pm

Nonstop5h 16m

$443

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 12/25

3:39 pm-7:31 pm

Nonstop5h 52m

Chicago O'Hare Intl

Wed 12/31

5:00 am-2:54 pm

1 stop7h 54m

$444

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 3/26

2:00 pm-6:46 pm

Nonstop5h 46m

Chicago O'Hare Intl

Tue 3/31

6:00 am-3:45 pm

1 stop8h 45m

$448

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/22

4:35 pm-10:22 pm

1 stop7h 47m

Chicago Midway

Mon 1/26

6:00 am-3:20 pm

1 stop7h 20m

$449

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 3/24

2:25 pm-1:16 pm

2 stops23h 51m

Chicago O'Hare Intl

Tue 3/31

5:40 am-2:10 pm

1 stop7h 30m

$453

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Mon 12/22

4:35 pm-10:22 pm

1 stop7h 47m

Chicago Midway

Wed 12/31

6:00 am-3:20 pm

1 stop7h 20m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 35 results
1
2
3
4

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 December 12, 2025.

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 December 12, 2025.
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
11,050 reviews

Overall

7.2

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.5

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Overall

7.2

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.5

Crew

8.0

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 $443, Spirit 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 JetBlue, which is currently one of the cheapest options available, starting at $260. American Airlines flights start at $284 while deals on United Airlines start at $361 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: United Airlines (80%), American Airlines (50%), Qatar Airways (50%).

  • What are the cheapest flights from Aruba to Chicago?

    Looking for the cheapest flight from Aruba to Chicago? While on average our users pay $393, our data indicates the cheapest price to be $227. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $342.

  • 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

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.
Punta Cana to O'Hare Intl flights
Punta Cana to Midway flights
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Santo Domingo to O'Hare Intl flights
Nassau to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Montego Bay to O'Hare Intl flights
Santo Domingo to Midway flights
Luis Munoz Marin Intl to St. Louis flights
Saint Thomas Island to O'Hare Intl flights
Willemstad to O'Hare Intl flights
George Town to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Nassau to Midway flights
Kingston to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Saint Thomas Island to St. Louis flights
Simpson Bay to O'Hare Intl flights
Port of Spain to St. Louis flights
Aguadilla to Midway flights
Aguadilla to O'Hare Intl flights
Road Town to O'Hare Intl flights
Nassau to St. Louis flights
Oranjestad to St. Louis flights
Montego Bay to Midway flights
Bridgetown to O'Hare Intl flights
St. John's to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Simpson Bay to Midway flights
Port Au Prince to Midway flights
Culebra to O'Hare Intl flights
Vieques to O'Hare Intl flights
Port Au Prince to O'Hare Intl flights
St. George's to St. Louis flights
Roseau to O'Hare Intl flights

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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$343Average$591FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$451Average$790FlexibilityNo cancel feeOn-time71%

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.