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Oranjestad

$95+ Cheap flights from Chicago (CHI) to Oranjestad (AUA)

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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — AUA
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find cheap flights from Chicago to Oranjestad with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Oranjestad Reina Beatrix are usually found in August or October, booked 54 days in advance, depart on a Wednesday or Tuesday and return on a Monday

Find flight deals from Chicago to Oranjestad

Cheapest flights from Chicago to Oranjestad
Explore the most affordable flight options available from Chicago to Oranjestad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This KAYAK deal was found by Cheapflights users on 10/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:47 pmORD - AUA
2 stops20h 48mSpirit Airlines
Sun 12/74:40 pmAUA - ORD
2 stops21h 59mSpirit Airlines
Deal found 10/28$368
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:20 pmORD - AUA
1 stop17h 40mMultiple Airlines
Sun 12/74:40 pmAUA - ORD
1 stop9h 29mMultiple Airlines
Deal found 10/28$369
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 11/286:15 pmORD - AUA
2 stops19h 20mMultiple Airlines
Sun 12/74:40 pmAUA - ORD
1 stop20h 28mMultiple Airlines
Deal found 10/29$372
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:55 pmORD - AUA
2 stops19h 05mMultiple Airlines
Sat 12/64:40 pmAUA - ORD
1 stop9h 29mMultiple Airlines
Deal found 10/29$373
This Mytrip deal was found by Cheapflights users on 10/28. 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 12/75:00 amORD - AUA
1 stop8h 35mSpirit Airlines
Sat 12/134:40 pmAUA - ORD
3 stops29h 07mSpirit Airlines
Deal found 10/28$374
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Wed 12/34:58 pmORD - AUA
2 stops20h 37mSpirit Airlines
Sun 12/74:40 pmAUA - ORD
1 stop20h 28mSpirit Airlines
Deal found 10/29$375
This FlightHub deal was found by Cheapflights users on 10/29. 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.
Tue 12/29:10 pmORD - AUA
1 stop15h 50mMultiple Airlines
Sat 12/64:40 pmAUA - ORD
1 stop9h 29mMultiple Airlines
Deal found 10/29$376
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Sat 11/1512:17 pmORD - AUA
3 stops25h 18mSpirit Airlines
Sat 11/224:40 pmAUA - ORD
2 stops18h 21mSpirit Airlines
Deal found 10/28$377
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Sat 12/64:49 pmORD - AUA
2 stops20h 46mSpirit Airlines
Thu 12/114:40 pmAUA - ORD
3 stops23h 41mSpirit Airlines
Deal found 10/28$379
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/116:02 amORD - AUA
1 stop8h 23mUnited Airlines
Tue 11/185:35 pmAUA - ORD
1 stop8h 08mUnited Airlines
Deal found 10/28$380
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/135:00 amORD - AUA
1 stop9h 59mAmerican Airlines
Thu 12/183:39 pmAUA - ORD
Nonstop5h 52mAmerican Airlines
Deal found 10/27$384
This Southwest deal was found by Cheapflights users on 10/28. 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 11/155:05 amMDW - AUA
1 stop7h 50mSouthwest
Sat 11/223:55 pmAUA - MDW
1 stop9h 25mSouthwest
Deal found 10/28$485

Cheap flight deals from Chicago to Oranjestad

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Oranjestad (AUA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$367
(American Airlines)

One-way from

$95
(Priceline)

Popular in

December

Cheapest in

August

Average price

$660

Good round-trip deal

$522 or less

Good one-way deal

$323 or less
Provider with most accurate pricing for Chicago (CHI)-Oranjestad Reina Beatrix flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Oranjestad Reina Beatrix flights.
Search Deals
From Chicago (CHI) to Oranjestad Reina Beatrix
Search Deals
One-way flight from Chicago (CHI) to Oranjestad Reina Beatrix
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Oranjestad Reina Beatrix.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Oranjestad Reina Beatrix.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Oranjestad 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 October 30, 2025.
Use the filters below to find and compare flights from Chicago to Oranjestad that are best for you.

Fly from

Chicago

Fly to

Oranjestad

Route

Depart

Return

Price

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Tue 12/2

6:00 am-4:25 pm

1 stop8h 25m

Oranjestad Reina Beatrix

Sat 12/6

2:50 pm-6:36 pm

Nonstop5h 46m

$398

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Wed 12/3

6:00 am-4:25 pm

1 stop8h 25m

Oranjestad Reina Beatrix

Sun 12/7

2:50 pm-6:36 pm

Nonstop5h 46m

$401

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Sat 1/3

5:49 am-4:50 pm

1 stop9h 01m

Oranjestad Reina Beatrix

Thu 1/8

3:00 pm-6:46 pm

Nonstop5h 46m

$409

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Thu 1/1

9:25 am-4:40 pm

Nonstop5h 15m

Oranjestad Reina Beatrix

Thu 1/8

5:50 pm-11:39 pm

1 stop7h 49m

$414

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Sat 1/3

5:49 am-4:50 pm

1 stop9h 01m

Oranjestad Reina Beatrix

Sun 1/11

3:00 pm-6:46 pm

Nonstop5h 46m

$422

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Fri 2/6

6:25 pm-12:00 pm

1 stop15h 35m

Oranjestad Reina Beatrix

Mon 2/16

4:25 pm-11:54 pm

1 stop9h 29m

$443

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Tue 2/10

1:28 pm-12:55 pm

2 stops21h 27m

Oranjestad Reina Beatrix

Wed 2/18

4:25 pm-12:35 pm

2 stops22h 10m

$447

ChicagoOranjestad

MDW - AUA

MDWAUA

Chicago Midway

Mon 2/16

5:25 pm-12:55 pm

1 stop17h 30m

Oranjestad Reina Beatrix

Wed 2/18

4:25 pm-12:35 pm

2 stops22h 10m

$447

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Sat 11/29

9:25 am-4:40 pm

Nonstop5h 15m

Oranjestad Reina Beatrix

Sat 12/6

2:50 pm-6:36 pm

Nonstop5h 46m

$450

ChicagoOranjestad

ORD - AUA

ORDAUA

Chicago O'Hare Intl

Fri 1/9

9:25 am-4:40 pm

Nonstop5h 15m

Oranjestad Reina Beatrix

Sun 1/18

3:00 pm-6:46 pm

Nonstop5h 46m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 39 results
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Compare providers for flights from Chicago to Oranjestad

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Oranjestad in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Oranjestad flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Oranjestad flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Oranjestad flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Oranjestad flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Oranjestad flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Oranjestad

Have a flexible travel schedule? Discover the best time to fly to Oranjestad from Chicago 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 Chicago to Oranjestad

How far ahead should I book a flight from Chicago to Oranjestad?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Oranjestad. Price data was last updated on October 24, 2025.

The price you pay for your flight from Chicago to Oranjestad may vary depending on when you book. For the best chance of a lower fare, look to book 54 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Oranjestad?

Currently, April is the cheapest month in which you can book a flight from Chicago to Oranjestad (average of $313). Flying from Chicago to Oranjestad in March is currently the most expensive (average of $522). 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.

What is the cheapest time of day to fly from CHI to AUA?

Find hourly flight availability from Chicago to Oranjestad. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s optimal to fly from Chicago to Oranjestad at noon. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Chicago to Oranjestad?

What’s the top layover airport for flights from Chicago to Oranjestad?

Share of 1-stop round-trip flights from Chicago to Oranjestad chosen by Cheapflights users in the past 12 months, using the same layover each way.

Orlando (MCO) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Oranjestad on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Oranjestad?

Average round-trip fare for 1-stop flights from Chicago to Oranjestad, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Fort Lauderdale (FLL) is the most affordable 1-stop option, with an average round-trip price of $427.

What’s the fastest layover option from Chicago to Oranjestad?

Shortest average travel time for 1-stop one-way flights from Chicago to Oranjestad, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 6h 55m.

Which airport typically offers the quickest layover for flights from Chicago to Oranjestad?

Average layover duration for 1-stop one-way flights from Chicago to Oranjestad, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Newark (EWR) offer the fastest connection on this route, with an average layover time of 1h 02m.

Reviews of airlines servicing Oranjestad

Get insights into the airlines that provide service to Oranjestad. 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 Oranjestad. Reviews last updated October 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago to Oranjestad to help guide your decision. 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
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to Oranjestad. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oranjestad from Chicago?

    For a flight from Chicago to Oranjestad, you will be flying into Reina Beatrix. Oranjestad Reina Beatrix (AUA) is just 1.6 mi from the center of the city. Reina Beatrix is the only Oranjestad airport and it handles 0 inbound flights from Chicago per day. 8 airlines have flights to Oranjestad Reina Beatrix from Chicago on a regular basis.

  • How long is the flight from Chicago to Oranjestad?

    Airlines like United Airlines and Delta fly from Chicago to Oranjestad in about 8h 25m. The time it takes to get you to your destination can typically vary by up to 13h 02m. There are 2302 mi between Chicago and Oranjestad. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Oranjestad round-trip?

    Our cheapest airline available from Chicago to Oranjestad is Frontier. Our recent data shows that you can find tickets from as low as $210 on this airline. Additional options worth looking into are JetBlue and Spirit Airlines, starting at $261 and $290 round-trip. Users have found that Frontier is 70% cheaper than the other options available to this destination.

  • What are the cheapest flights from Chicago to Oranjestad?

    Looking for the cheapest flight from Chicago to Oranjestad? While on average our users pay $575, our data indicates the cheapest price to be $298. The most popular route (Chicago O'Hare Intl - Oranjestad Reina Beatrix), is priced around $248.

  • Can I find deals for flights from Chicago to Oranjestad that include hotel bookings?

    Yes. In addition to deals on Chicago to Oranjestad flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Oranjestad?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Oranjestad.

  • Can I find deals for business class flights from Chicago to Oranjestad?

    Yes. Cheapflights offers flight deals from Chicago to Oranjestad 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 Chicago to Oranjestad?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Oranjestad (average of $313). Flying from Chicago to Oranjestad in March is currently the most expensive (average of $522). 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 Oranjestad?

Book flights to Oranjestad if you plan to visit one of these locations
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Alternative routes for Chicago to Oranjestad

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Oranjestad flights
Midway to Oranjestad flights
St. Louis to Oranjestad flights
Peoria to Oranjestad flights
Moline to Oranjestad flights

Top 8 airlines flying from Chicago to Oranjestad

Discover the top 8 airlines that operate flights from Chicago to Oranjestad. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$210Average$387FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$261Average$512FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$290Average$383FlexibilityNo cancel feeOn-time65%
AviancaCheapest$398Average$536FlexibilityNo cancel feeOn-time71%
DeltaCheapest$458Average$749FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$530Average$701FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$538Average$785FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$595Average$886FlexibilityNo cancel feeOn-time63%

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