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Cheap flights from Aruba to Chicago from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aruba to Chicago departing on 5/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Aruba to Chicago

Recent round-trip flight deals from Aruba to Chicago

Enter your travel dates to find the best prices.
Air Canada Logo
4:05 pm - 3:15 pm
AUA
-
ORD
24h 10m
1 stop
Air Canada Logo
2:00 pm - 3:15 pm
ORD
-
AUA
24h 15m
1 stop
$358Air Canada
Thu, Apr 23 - Wed, Apr 29
Air Canada Logo
4:05 pm - 3:15 pm
AUA
-
ORD
24h 10m
1 stop
Air Canada Logo
6:40 pm - 3:15 pm
ORD
-
AUA
19h 35m
1 stop
$362Air Canada
Thu, Apr 23 - Wed, Apr 29
Air Canada Logo
4:05 pm - 7:58 am
AUA
-
ORD
16h 53m
2 stops
Air Canada Logo
6:21 pm - 3:15 pm
ORD
-
AUA
19h 54m
2 stops
$365Air Canada
Thu, Apr 23 - Wed, Apr 29
Air Canada Logo
4:05 pm - 10:53 am
AUA
-
ORD
19h 48m
2 stops
Air Canada Logo
6:40 pm - 3:15 pm
ORD
-
AUA
19h 35m
1 stop
$383Air Canada
Thu, Apr 23 - Wed, Apr 29
Multiple Airlines Logo
3:41 pm - 11:15 pm
AUA
-
ORD
8h 34m
1 stop
Multiple Airlines Logo
7:20 am - 4:22 pm
ORD
-
AUA
32h 02m
2 stops
$451Multiple Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
3:41 pm - 11:15 pm
AUA
-
ORD
8h 34m
1 stop
Multiple Airlines Logo
11:20 pm - 10:45 am
ORD
-
AUA
10h 25m
1 stop
$485Multiple Airlines
Mon, May 4 - Sun, May 10
Delta Logo
1:10 pm - 10:28 pm
AUA
-
MDW
10h 18m
1 stop
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
$539Delta
Thu, Apr 23 - Wed, Apr 29
Delta Logo
3:25 pm - 10:28 pm
AUA
-
MDW
8h 03m
1 stop
Delta Logo
6:00 am - 2:10 pm
MDW
-
AUA
7h 10m
1 stop
$540Delta
Thu, Apr 23 - Wed, Apr 29
Southwest Logo
2:45 pm - 12:05 am
AUA
-
MDW
10h 20m
1 stop
Southwest Logo
6:00 am - 1:45 pm
MDW
-
AUA
6h 45m
1 stop
$549Southwest
Thu, Apr 16 - Wed, Apr 22
Southwest Logo
2:35 pm - 7:35 am
AUA
-
MDW
18h 00m
2 stops
Southwest Logo
8:55 pm - 1:35 pm
MDW
-
AUA
15h 40m
2 stops
$589Southwest
Mon, May 4 - Sun, May 10

American Airlines flights from Aruba to Chicago

Our best American Airlines deals on Aruba to Chicago flight tickets
American Airlines
Apr 16
AUA2:30 pmOranjestad Reina Beatrix
10h 24m
2 stops
ORD11:54 pmChicago O'Hare Intl
Apr 22
ORD5:00 amChicago O'Hare Intl
10h 25m
2 stops
AUA4:25 pmOranjestad Reina Beatrix
$546
American Airlines
Apr 16
AUA2:30 pmOranjestad Reina Beatrix
10h 24m
2 stops
ORD11:54 pmChicago O'Hare Intl
Apr 22
ORD7:15 amChicago O'Hare Intl
7h 05m
1 stop
AUA3:20 pmOranjestad Reina Beatrix
$547
American Airlines
Apr 23
AUA2:30 pmOranjestad Reina Beatrix
10h 24m
2 stops
ORD11:54 pmChicago O'Hare Intl
Apr 29
ORD5:00 amChicago O'Hare Intl
10h 25m
2 stops
AUA4:25 pmOranjestad Reina Beatrix
$584

United Airlines flights from Aruba to Chicago

Our best United Airlines deals on Aruba to Chicago flight tickets
United Airlines
Apr 16
AUA1:50 pmOranjestad Reina Beatrix
5h 48m
ORD6:38 pmChicago O'Hare Intl
Apr 22
ORD9:04 amChicago O'Hare Intl
5h 16m
AUA3:20 pmOranjestad Reina Beatrix
$645
United Airlines
Apr 16
AUA1:50 pmOranjestad Reina Beatrix
5h 48m
ORD6:38 pmChicago O'Hare Intl
Apr 22
ORD7:00 amChicago O'Hare Intl
8h 40m
1 stop
AUA4:40 pmOranjestad Reina Beatrix
$646
United Airlines
Apr 23
AUA1:50 pmOranjestad Reina Beatrix
5h 48m
ORD6:38 pmChicago O'Hare Intl
Apr 29
ORD9:04 amChicago O'Hare Intl
5h 16m
AUA3:20 pmOranjestad Reina Beatrix
$652

momondo 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, momondo users made 832,500 searches. Data last updated March 30, 2026.
Use the filters below to find and compare flights from Aruba to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 4/23

4:05 pm-3:15 pm

1 stop24h 10m

Chicago O'Hare Intl

Wed 4/29

2:00 pm-3:15 pm

1 stop24h 15m

$358

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 4/23

4:05 pm-3:15 pm

1 stop24h 10m

Chicago O'Hare Intl

Wed 4/29

6:40 pm-3:15 pm

1 stop19h 35m

$362

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 4/23

4:05 pm-7:58 am

2 stops16h 53m

Chicago O'Hare Intl

Wed 4/29

6:21 pm-3:15 pm

2 stops19h 54m

$365

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 4/23

4:05 pm-10:53 am

2 stops19h 48m

Chicago O'Hare Intl

Wed 4/29

6:40 pm-3:15 pm

1 stop19h 35m

$383

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Mon 5/11

3:41 pm-11:15 pm

1 stop8h 34m

Chicago O'Hare Intl

Mon 5/18

7:20 am-4:22 pm

2 stops32h 02m

$451

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Mon 5/4

3:41 pm-11:15 pm

1 stop8h 34m

Chicago O'Hare Intl

Sun 5/10

11:20 pm-10:45 am

1 stop10h 25m

$485

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 4/23

1:10 pm-10:28 pm

1 stop10h 18m

Chicago Midway

Wed 4/29

6:00 am-2:10 pm

1 stop7h 10m

$539
Quickest round-trip

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 4/23

3:25 pm-10:28 pm

1 stop8h 03m

Chicago Midway

Wed 4/29

6:00 am-2:10 pm

1 stop7h 10m

$540

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 4/16

2:45 pm-12:05 am

1 stop10h 20m

Chicago Midway

Wed 4/22

6:00 am-1:45 pm

1 stop6h 45m

$549

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Mon 5/4

2:35 pm-7:35 am

2 stops18h 00m

Chicago Midway

Sun 5/10

8:55 pm-1:35 pm

2 stops15h 40m

$589

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Aruba to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $501. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Aruba to Chicago for around $1,129.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Aruba to Chicago during this time can be as low as $581. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $635.

What is the cheapest Aruba to Chicago flight route?

Fly from Oranjestad Reina Beatrix to Chicago O'Hare Intl for the best Aruba - Chicago flight prices

What cabin class options are available on Aruba to Chicago flights?

There are 4 cabin classes available to choose from on Aruba to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Aruba to Chicago flights?

You could potentially save up to 18% on your flight if you consider stops on a Aruba to Chicago flight.

Cheap Aruba to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Aruba to Chicago

Best Price Found

$288

Fastest flight time

5h 48m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Aruba in the past 72 hours is $288. The best round-trip flight deal from Aruba to Chicago found on momondo in the last 72 hours is $343.
The fastest flight from Aruba to Chicago takes 5h 48m
Direct flights go from Aruba to Chicago every day.
There are 3 airports in Chicago. From Aruba there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • When did momondo last update prices for flights from Aruba to Chicago?

    Prices for flights from Aruba to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Aruba to Chicago?

  • How old do you have to be to fly from Aruba to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Aruba to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Aruba to Chicago?

Best airlines flying from Aruba to Chicago

Compare and see reviews for airlines that fly from Aruba to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $343Free CancellationRating
7.4
9,514 reviews
Search United Airlines flights
American AirlinesPriceFrom $464Free CancellationRating
7.1
11,530 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Aruba to Chicago?

Finding the right flight to Chicago from Aruba is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Aruba to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Aruba with this policy.

How can momondo help me find flights from Aruba to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Aruba to Chicago.

I’m not ready to book a flight from Aruba to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Aruba. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport