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$211+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
AUA — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$375
(Frontier)

One-way from

$211
(SmartFares)

Good one-way deal

$295 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 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 June 12, 2025.

This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/23:35 pmAUA - MDW
1 stop8h 00mFrontier
Sat 8/96:20 amMDW - AUA
1 stop7h 09mFrontier
Deal found 6/11$375
This Priceline deal was found by Cheapflights users on 6/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/313:45 pmAUA - ORD
1 stop9h 08mMultiple Airlines
Sat 8/95:01 amORD - AUA
1 stop8h 28mMultiple Airlines
Deal found 6/11$382
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/23:35 pmAUA - ORD
1 stop8h 54mFrontier
Sat 8/95:01 amORD - AUA
1 stop8h 28mFrontier
Deal found 6/11$385
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/261:20 pmAUA - ORD
1 stop10h 08mJetBlue
Sat 8/26:16 amORD - AUA
1 stop8h 29mJetBlue
Deal found 6/11$395
This SmartFares deal was found by Cheapflights users on 6/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/263:45 pmAUA - ORD
1 stop9h 08mSpirit Airlines
Sat 8/25:05 amORD - AUA
1 stop8h 35mSpirit Airlines
Deal found 6/11$412
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/294:30 pmAUA - ORD
1 stop8h 00mUnited Airlines
Sun 8/108:35 amORD - AUA
Nonstop5h 15mUnited Airlines
Deal found 6/10$571
This Kissandfly.com deal was found by Cheapflights users on 6/10. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/261:50 pmAUA - ORD
Nonstop5h 41mLufthansa
Sun 8/38:35 amORD - AUA
Nonstop5h 15mLufthansa
Deal found 6/10$595
This Delta deal was found by Cheapflights users on 6/10. 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 8/23:25 pmAUA - ORD
1 stop9h 44mDelta
Tue 8/125:45 amORD - AUA
1 stop7h 25mDelta
Deal found 6/10$621
This Copa Airlines deal was found by Cheapflights users on 6/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/193:51 pmAUA - ORD
1 stop9h 29mCopa Airlines
Fri 7/251:07 amORD - AUA
1 stop12h 48mCopa Airlines
Deal found 6/12$662
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 7/293:25 pmAUA - MDW
1 stop7h 17mDelta
Mon 8/116:04 amMDW - AUA
1 stop7h 06mDelta
Deal found 6/10$671
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/262:45 pmAUA - ORD
2 stops20h 52mAmerican Airlines
Sun 8/38:45 pmORD - AUA
1 stop13h 48mAmerican Airlines
Deal found 6/10$684
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/261:35 pmAUA - MDW
2 stops19h 20mSouthwest
Sun 8/39:20 pmMDW - AUA
2 stops16h 25mSouthwest
Deal found 6/10$710

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 June 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 - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 8/2

3:35 pm-10:35 pm

1 stop8h 00m

Chicago Midway

Sat 8/9

6:20 am-2:29 pm

1 stop7h 09m

$375

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 7/31

3:45 pm-11:53 pm

1 stop9h 08m

Chicago O'Hare Intl

Sat 8/9

5:01 am-2:29 pm

1 stop8h 28m

$382

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 8/2

3:35 pm-11:29 pm

1 stop8h 54m

Chicago O'Hare Intl

Sat 8/9

5:01 am-2:29 pm

1 stop8h 28m

$385

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 7/26

1:20 pm-10:28 pm

1 stop10h 08m

Chicago O'Hare Intl

Sat 8/2

6:16 am-3:45 pm

1 stop8h 29m

$395

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 7/26

3:45 pm-11:53 pm

1 stop9h 08m

Chicago O'Hare Intl

Sat 8/2

5:05 am-2:40 pm

1 stop8h 35m

$412

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Tue 7/29

4:30 pm-11:30 pm

1 stop8h 00m

Chicago O'Hare Intl

Tue 8/12

6:00 am-3:20 pm

1 stop8h 20m

$571

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 7/26

1:50 pm-6:31 pm

Nonstop5h 41m

Chicago O'Hare Intl

Sun 8/3

8:35 am-2:50 pm

Nonstop5h 15m

$595

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 8/2

3:25 pm-12:09 am

1 stop9h 44m

Chicago O'Hare Intl

Tue 8/12

5:45 am-2:10 pm

1 stop7h 25m

$621

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 7/19

3:51 pm-12:20 am

1 stop9h 29m

Chicago O'Hare Intl

Fri 7/25

1:07 am-2:55 pm

1 stop12h 48m

$662

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Tue 7/29

3:25 pm-9:42 pm

1 stop7h 17m

Chicago Midway

Mon 8/11

6:04 am-2:10 pm

1 stop7h 06m

$671

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 28 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 June 12, 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 14% 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 June 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and LATAM Airlines from Aruba to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,451 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $211. Frontier flights start at $213 while deals on JetBlue start at $233 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 $400, our data indicates the cheapest price to be $281. The most popular route (Oranjestad Reina Beatrix - Chicago O'Hare Intl), is priced around $382.

  • 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 Aruba?

Book flights to Aruba if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
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 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$571Average$726FlexibilityNo cancel feeOn-time69%

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