CHI - AUA

$142 Find Cheap Flights from Chicago to Oranjestad

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Oranjestad departing on 12/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Oranjestad

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oranjestad.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oranjestad.
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Flight Deals

Cheap Flights from Chicago to Oranjestad (CHI-AUA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Oranjestad that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Oranjestad

Tue, Nov 4 - Tue, Nov 11
Multiple Airlines Logo
10:20 pm - 4:20 pmORD-AUA
16h 00m1 stop
Multiple Airlines Logo
4:50 pm - 11:42 pmAUA-ORD
8h 52m1 stop
$488Multiple Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
9:06 pm - 1:50 pmORD-AUA
15h 44m2 stops
American Airlines Logo
2:30 pm - 7:25 amAUA-ORD
17h 55m1 stop
$489American Airlines
Find Deal
Tue, Nov 11 - Sat, Nov 15
Delta Logo
6:00 am - 3:20 pmMDW-AUA
7h 20m1 stop
Delta Logo
4:35 pm - 11:32 pmAUA-MDW
8h 57m1 stop
$492Delta
Find Deal
Sat, Nov 1 - Sat, Nov 8
Spirit Airlines Logo
5:05 am - 2:32 pmORD-AUA
8h 27m1 stop
Spirit Airlines Logo
4:50 pm - 7:01 pmAUA-ORD
28h 11m3 stops
$506Spirit Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
United Airlines Logo
9:05 pm - 1:40 pmORD-AUA
14h 35m1 stop
United Airlines Logo
2:50 pm - 6:36 pmAUA-ORD
5h 46mnonstop
$507United Airlines
Find Deal
Fri, Oct 17 - Sat, Oct 25
Spirit Airlines Logo
4:53 pm - 2:32 pmORD-AUA
20h 39m1 stop
Spirit Airlines Logo
3:45 pm - 11:45 pmAUA-ORD
9h 00m1 stop
$508Spirit Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Delta Logo
6:10 pm - 1:55 pmORD-AUA
17h 45m2 stops
Delta Logo
4:35 pm - 8:42 amAUA-ORD
18h 07m1 stop
$510Delta
Find Deal
Mon, Feb 16 - Thu, Feb 19
United Airlines Logo
9:25 am - 4:40 pmORD-AUA
5h 15mnonstop
United Airlines Logo
3:00 pm - 6:46 pmAUA-ORD
5h 46mnonstop
$515United Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
Southwest Logo
5:05 am - 2:55 pmMDW-AUA
7h 50m1 stop
Southwest Logo
2:40 pm - 10:00 pmAUA-MDW
9h 20m1 stop
$696Southwest
Find Deal
Wed, Nov 5 - Thu, Nov 13
Southwest Logo
8:20 pm - 3:00 pmMDW-AUA
16h 40m2 stops
Southwest Logo
4:00 pm - 9:35 amAUA-MDW
19h 35m2 stops
$699Southwest
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
American's Main Cabin Extra includes early boarding.
United's Economy Plus offers extra legroom benefits.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $489 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-AUA
Cheapest
ORD-AUA
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 12% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
1 day a week
There are direct flights from Chicago to Oranjestad 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$488
Overall average: $701
Multiple Airlines
Tue 11/4Tue 11/11
ORD - AUA • 1 stop
Cheapest non-stop
$495
Typical prices: $621-811
American Airlines
Mon 2/16Mon 2/23
ORD - AUA • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oranjestad!
Expert advice

Expert advice for your flight from Chicago to Oranjestad

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

American's Main Cabin Extra offers early boarding and complimentary drinks for a small fee.


American Airlines' Flagship Lounges provide upgraded seating, meals, and shower suites.

United Airlines

United's Polaris Lounge offers a luxurious experience with seated meals and less crowding.


United's Economy Plus seats offer up to six inches more legroom than standard economy.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Booking Insights

KAYAK's insights & trends for Chicago to Oranjestad flights

Get data-powered insights and trends into flights from Chicago to Oranjestad to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Oranjestad flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Oranjestad costs $530 on the route between Chicago O'Hare Intl Airport (ORD) and Oranjestad (AUA). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Oranjestad?

The average price of all round-trip flights from Chicago to Oranjestad clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Oranjestad, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Thursdays.

What is the cheapest month to fly from Chicago to Oranjestad?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Oranjestad, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Oranjestad is August, where tickets cost $635 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $959 and $840 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Oranjestad, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Oranjestad, you should book around 4 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$142
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to Oranjestad

When to book flights from Chicago to Oranjestad

Are your dates flexible? Find out the best times to travel from Chicago to Oranjestad based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Oranjestad

  • What is the cheapest flight from Chicago to Oranjestad?

    In the last 3 days, the lowest price for a flight from Chicago to Oranjestad was $142 for a one-way ticket and $488 for a round-trip.

  • Do I need a passport to fly between Chicago and Oranjestad?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Oranjestad.

  • Which airports will I be using when flying from Chicago to Oranjestad?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Oranjestad Reina Beatrix.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Oranjestad?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Oranjestad flight route.

  • Which aircraft models fly most regularly from Chicago to Oranjestad?

    The Boeing 737-900 is the aircraft model that flies most regularly on the Chicago to Oranjestad flight route.

  • Which airline alliances offer flights from Chicago to Oranjestad?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Chicago and Oranjestad, with Star Alliance being the most commonly used for this route.

  • What is the most popular layover when flying to Oranjestad from Chicago?

    Charlotte is the most popular layover city among KAYAK users traveling from Chicago to Oranjestad.

  • Which is the best airline for flights from Chicago to Oranjestad, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Oranjestad are Southwest and Delta. With an average price for the route of $845 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $775 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago to Oranjestad?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Oranjestad.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Oranjestad?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oranjestad from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Oranjestad?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oranjestad with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Oranjestad?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oranjestad from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Oranjestad

  • Looking for a cheap flight? 25% of our users found flights on this route for $403 or less one-way and $640 or less round-trip.

Prefer to fly direct from Chicago to Oranjestad?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Oranjestad Reina Beatrix.
Find which airlines fly direct from Chicago to Oranjestad Reina Beatrix Airport, which days they fly and book direct flights.

Direct departures

Chicago to Oranjestad Reina Beatrix

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Oranjestad Reina Beatrix to Chicago

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 5 airlines serving from Chicago to Oranjestad

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oranjestad. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Oranjestad? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4242 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

I will use spirit more New clean aircraft Excellent crew ! Quick boarding process !

Everything you need to know for your flight from Chicago to Oranjestad

Information on your arrival and departure airports

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