HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$187+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Round-trip from

$367
(Mytrip)

One-way from

$187
(Cheapflightsfares)

Popular in

June

Cheapest in

March

Average price

$334

Good round-trip deal

$635 or less

Good one-way deal

$292 or less
From Aruba to Chicago (CHI)
Search Deals
One-way flight from Aruba to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($173 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
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

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 March 31, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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.
Thu 5/13:45 pmAUA - ORD
1 stop10h 13mSpirit Airlines
Wed 5/712:41 pmORD - AUA
1 stop24h 59mSpirit Airlines
Deal found 3/31$367
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/275:35 pmAUA - ORD
1 stop20h 40mMultiple Airlines
Sun 5/45:36 amORD - AUA
1 stop8h 04mMultiple Airlines
Deal found 3/30$449
This JetBlue deal was found by Cheapflights users on 3/30. 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.
Sat 5/175:20 pmAUA - ORD
1 stop15h 40mJetBlue
Sun 5/258:45 amORD - AUA
1 stop30h 15mJetBlue
Deal found 3/30$551
This Delta deal was found by Cheapflights users on 3/31. 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 5/13:25 pmAUA - MDW
1 stop7h 57mDelta
Wed 5/76:00 amMDW - AUA
1 stop7h 10mDelta
Deal found 3/31$566
This United Airlines deal was found by Cheapflights users on 3/30. 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 6/251:50 pmAUA - ORD
1 stop9h 22mUnited Airlines
Sun 6/299:50 pmORD - AUA
1 stop16h 30mUnited Airlines
Deal found 3/30$571
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/202:45 pmAUA - ORD
2 stops10h 26mAmerican Airlines
Tue 5/275:00 amORD - AUA
2 stops9h 50mAmerican Airlines
Deal found 3/30$580
This Avianca deal was found by Cheapflights users on 3/30. 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.
Mon 5/125:35 pmAUA - ORD
1 stop20h 40mAvianca
Thu 5/222:35 pmORD - AUA
1 stop18h 25mAvianca
Deal found 3/30$595
This Kissandfly.com deal was found by Cheapflights users on 3/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/171:50 pmAUA - ORD
Nonstop5h 41mLufthansa
Sun 5/258:35 amORD - AUA
Nonstop5h 15mLufthansa
Deal found 3/30$606
This Southwest deal was found by Cheapflights users on 3/31. 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.
Thu 5/12:35 pmAUA - MDW
2 stops10h 50mSouthwest
Wed 5/75:55 amMDW - AUA
1 stop6h 40mSouthwest
Deal found 3/31$640
This WestJet deal was found by Cheapflights users on 3/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/194:30 pmAUA - ORD
2 stops25h 25mWestJet
Fri 11/2811:00 amORD - AUA
2 stops26h 38mWestJet
Deal found 3/30$1,652
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Sun 4/271:25 pmAUA - MDW
3 stops28h 15mMultiple Airlines
Sun 5/49:40 amMDW - AUA
3 stops23h 20mMultiple Airlines
Deal found 3/30$2,030
This WestJet deal was found by Cheapflights users on 3/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/194:30 pmAUA - MDW
2 stops22h 39mWestJet
Fri 11/281:05 pmMDW - AUA
2 stops24h 33mWestJet
Deal found 3/30$3,481

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 March 31, 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 5/1

3:45 pm-12:58 am

1 stop10h 13m

Chicago O'Hare Intl

Wed 5/7

12:41 pm-2:40 pm

1 stop24h 59m

$367

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sun 4/27

5:35 pm-1:15 pm

1 stop20h 40m

Chicago O'Hare Intl

Sun 5/4

5:36 am-2:40 pm

1 stop8h 04m

$449

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 5/17

5:20 pm-8:00 am

1 stop15h 40m

Chicago O'Hare Intl

Sun 5/25

8:45 am-4:00 pm

1 stop30h 15m

$551

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 5/1

3:25 pm-10:22 pm

1 stop7h 57m

Chicago Midway

Wed 5/7

6:00 am-2:10 pm

1 stop7h 10m

$566

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Wed 6/25

1:50 pm-10:12 pm

1 stop9h 22m

Chicago O'Hare Intl

Sun 6/29

9:50 pm-3:20 pm

1 stop16h 30m

$571

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 5/20

2:45 pm-12:11 am

2 stops10h 26m

Chicago O'Hare Intl

Tue 5/27

5:00 am-3:50 pm

2 stops9h 50m

$580

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Mon 5/12

5:35 pm-1:15 pm

1 stop20h 40m

Chicago O'Hare Intl

Thu 5/22

2:35 pm-10:00 am

1 stop18h 25m

$595

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 5/17

1:50 pm-6:31 pm

Nonstop5h 41m

Chicago O'Hare Intl

Sun 5/25

8:35 am-2:50 pm

Nonstop5h 15m

$606

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 5/1

2:35 pm-12:25 am

2 stops10h 50m

Chicago Midway

Wed 5/7

5:55 am-1:35 pm

1 stop6h 40m

$640

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sun 4/27

1:25 pm-4:40 pm

3 stops28h 15m

Chicago Midway

Sun 5/4

9:40 am-10:00 am

3 stops23h 20m

$2,030

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 23 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 March 31, 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 34% on airfare.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 31, 2025.
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,400 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,614 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Entertainment

7.6

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • 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 $187. Avianca flights start at $238 while deals on JetBlue start at $260 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 (96%), American Airlines (88%), Qatar Airways (88%).

  • What are the cheapest flights from Aruba to Chicago?

    Looking for the cheapest flight from Aruba to Chicago? While on average our users pay $548, our data indicates the cheapest price to be $168. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $418.

  • 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 $323). 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 Aruba?

Book flights to Aruba if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
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
Santo Domingo to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
Luis Munoz Marin Intl to St. Louis flights
Santo Domingo to Midway flights
Santiago de los Caballeros to O'Hare Intl flights
Montego Bay to O'Hare Intl flights
Punta Cana to Midway flights
Port of Spain to O'Hare Intl flights
Kingston to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Nassau to Midway flights
Saint Thomas Island to O'Hare Intl flights
George Town to O'Hare Intl flights
Nassau to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Montego Bay to Midway flights
Simpson Bay to O'Hare Intl flights
Saint Thomas Island to St. Louis flights
Oranjestad to St. Louis flights
Nassau to St. Louis flights
Simpson Bay to Midway flights
Willemstad to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Aguadilla to Midway flights
Culebra to O'Hare Intl flights
St. George's to St. Louis flights
Roseau to O'Hare Intl flights
Aguadilla to O'Hare Intl flights
St. John's to O'Hare Intl flights
Road Town to O'Hare Intl flights
Vieques to O'Hare Intl flights
Port Au Prince to Midway flights
Port of Spain to St. Louis flights
Port Au Prince to O'Hare Intl 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$571Average$741FlexibilityNo 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.