$157 Find Cheap Flights from Aruba to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 3/17. 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, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$263
Spirit Airlines
Wed 3/25Wed 4/1
AUA - ORD • 1 stop
Cheapest non-stop
$463
American Airlines
Thu 2/12Wed 2/18
AUA - ORD • Non-stop
Top airlines
American Airlines
Most flights • 8 per week
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Aruba to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Aruba to Chicago 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 Aruba to Chicago

Wed, Mar 25 - Wed, Apr 1
Spirit Airlines Logo
3:41 pm - 11:17 pm
AUA
-
ORD
8h 36m
1 stop
Spirit Airlines Logo
5:05 am - 2:26 pm
ORD
-
AUA
8h 21m
1 stop
$263Spirit Airlines
Mon, Mar 23 - Tue, Mar 31
Multiple Airlines Logo
3:41 pm - 10:36 am
AUA
-
ORD
19h 55m
1 stop
Multiple Airlines Logo
6:36 pm - 2:26 pm
ORD
-
AUA
18h 50m
1 stop
$293Multiple Airlines
Mon, Mar 23 - Wed, Apr 1
Multiple Airlines Logo
3:41 pm - 10:36 am
AUA
-
ORD
19h 55m
1 stop
Multiple Airlines Logo
5:05 am - 2:26 pm
ORD
-
AUA
8h 21m
1 stop
$295Multiple Airlines
Tue, Mar 24 - Mon, Mar 30
Spirit Airlines Logo
3:41 pm - 11:17 pm
AUA
-
ORD
8h 36m
1 stop
Spirit Airlines Logo
8:41 pm - 2:26 pm
ORD
-
AUA
16h 45m
1 stop
$297Spirit Airlines
Mon, Mar 23 - Wed, Apr 1
Multiple Airlines Logo
3:41 pm - 10:36 am
AUA
-
ORD
19h 55m
1 stop
Multiple Airlines Logo
5:05 am - 2:26 pm
ORD
-
AUA
8h 21m
1 stop
$299Multiple Airlines
Wed, Mar 25 - Wed, Apr 1
Spirit Airlines Logo
3:41 pm - 11:17 pm
AUA
-
ORD
8h 36m
1 stop
Spirit Airlines Logo
5:05 am - 2:26 pm
ORD
-
AUA
8h 21m
1 stop
$300Spirit Airlines
Thu, Feb 12 - Wed, Feb 18
Delta Logo
4:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
Delta Logo
6:00 am - 3:20 pm
MDW
-
AUA
7h 20m
1 stop
$466Delta
Thu, Feb 12 - Wed, Feb 18
Delta Logo
4:35 pm - 10:31 pm
AUA
-
MDW
7h 56m
1 stop
Delta Logo
6:00 am - 3:20 pm
MDW
-
AUA
7h 20m
1 stop
$469Delta
Thu, Feb 12 - Wed, Feb 18
Southwest Logo
5:55 pm - 8:50 am
AUA
-
MDW
16h 55m
2 stops
Southwest Logo
5:00 am - 2:25 pm
MDW
-
AUA
7h 25m
1 stop
$510Southwest
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
1:45 pm - 8:15 pm
AUA
-
MDW
7h 30m
1 stop
Southwest Logo
5:10 am - 12:45 pm
MDW
-
AUA
6h 35m
1 stop
$712Southwest
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Oranjestad $378 one-way - $464 round-trip.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport, with an average flight price of $138.

Good to know

Cheapest flight$156
Flight from Oranjestad to Chicago

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    There are 3 major airports in Chicago. The nearest airport from Chicago city center is Chicago Midway Airport (9 miles), followed by Chicago O'Hare Airport (16 miles) and Chicago Greater Rockford (79 miles).

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $599. The cheapest price found on KAYAK in the last 2 weeks cost $212 and departed from Oranjestad Reina Beatrix Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Monday where tickets can be as cheap as $455. On the other hand, the most expensive day to fly is Thursday, where prices are $1,129 on average.

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

    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 to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to 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 to Chicago?

    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 Chicago with an airline and back with another airline.

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

    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 Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chicago?

    The cheapest time of day to fly to Chicago is generally in the evening, when flights cost $635 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $647.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $378 or less one-way and $464 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top airline flying from Aruba to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Aruba to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? 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.
7.2
American AirlinesOverall score based on 11205 reviews
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
8.0Crew
Airline reviews

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

10.0 Excellentaras, Jan 2026
PIT - ORD
Read more American Airlines reviews

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.