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Cheap flights from Oranjestad to Chicago from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oranjestad to Chicago departing on 1/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Oranjestad to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
4:40 pm - 11:46 pm
AUA
-
ORD
9h 06m1 stop
Spirit Airlines Logo
5:15 am - 3:35 pm
ORD
-
AUA
8h 20m1 stop
$219Spirit Airlines
Thu, Jan 22 - Sat, Jan 31
Spirit Airlines Logo
4:40 pm - 11:46 pm
AUA
-
ORD
9h 06m1 stop
Spirit Airlines Logo
10:07 am - 3:45 pm
ORD
-
AUA
27h 38m2 stops
$284Spirit Airlines
Thu, Jan 22 - Sat, Jan 31
Frontier Logo
12:05 pm - 11:45 am
AUA
-
MDW
25h 40m1 stop
Frontier Logo
5:01 pm - 11:00 am
MDW
-
AUA
15h 59m1 stop
$286Frontier
Sat, Jan 24 - Fri, Jan 30
Spirit Airlines Logo
4:40 pm - 11:46 pm
AUA
-
ORD
9h 06m1 stop
Spirit Airlines Logo
5:53 pm - 3:35 pm
ORD
-
AUA
19h 42m2 stops
$312Spirit Airlines
Sat, Jan 24 - Fri, Jan 30
Multiple Airlines Logo
12:05 pm - 8:18 am
AUA
-
ORD
22h 13m2 stops
Multiple Airlines Logo
8:43 pm - 3:35 pm
ORD
-
AUA
16h 52m1 stop
$339Multiple Airlines
Fri, Jan 30 - Fri, Feb 6
Delta Logo
4:35 pm - 10:07 pm
AUA
-
MDW
7h 32m1 stop
Delta Logo
6:14 pm - 12:55 pm
MDW
-
AUA
16h 41m1 stop
$451Delta
Thu, Jan 15 - Wed, Jan 21
Southwest Logo
3:20 pm - 5:05 am
AUA
-
MDW
15h 45m2 stops
Southwest Logo
5:00 am - 2:25 pm
MDW
-
AUA
7h 25m1 stop
$492Southwest
Thu, Jan 15 - Wed, Jan 21
Delta Logo
1:45 pm - 10:22 pm
AUA
-
MDW
10h 37m1 stop
Delta Logo
9:33 am - 1:55 pm
MDW
-
AUA
26h 22m2 stops
$510Delta
Sat, Jan 24 - Fri, Jan 30
Multiple Airlines Logo
7:05 am - 7:52 pm
AUA
-
MDW
14h 47m2 stops
Multiple Airlines Logo
5:01 pm - 11:00 am
MDW
-
AUA
15h 59m1 stop
$616Multiple Airlines
Fri, Jan 30 - Fri, Feb 6
Southwest Logo
3:20 pm - 5:05 am
AUA
-
MDW
15h 45m2 stops
Southwest Logo
4:10 pm - 2:25 pm
MDW
-
AUA
20h 15m2 stops
$676Southwest
Thu, Jan 15 - Wed, Jan 21

Air Canada flights from Oranjestad to Chicago

Our best Air Canada deals on Oranjestad to Chicago flight tickets
Air Canada
Jan 22
AUA4:05 pmOranjestad Reina Beatrix
25h 05m
1 stop
ORD3:10 pmChicago O'Hare Intl
Jan 26
ORD2:00 pmChicago O'Hare Intl
23h 00m
1 stop
AUA3:00 pmOranjestad Reina Beatrix
$422
Find similar
Air Canada
Mar 26
AUA3:05 pmOranjestad Reina Beatrix
27h 43m
1 stop
ORD5:48 pmChicago O'Hare Intl
Mar 30
ORD7:55 amChicago O'Hare Intl
30h 20m
1 stop
AUA3:15 pmOranjestad Reina Beatrix
$450
Find similar
Air Canada
Mar 26
AUA3:05 pmOranjestad Reina Beatrix
19h 08m
1 stop
ORD9:13 amChicago O'Hare Intl
Mar 31
ORD2:00 pmChicago O'Hare Intl
24h 15m
2 stops
AUA3:15 pmOranjestad Reina Beatrix
$460
Find similar

United Airlines flights from Oranjestad to Chicago

Our best United Airlines deals on Oranjestad to Chicago flight tickets
United Airlines
Mar 25
AUA2:00 pmOranjestad Reina Beatrix
5h 46m
ORD6:46 pmChicago O'Hare Intl
Apr 1
ORD9:04 amChicago O'Hare Intl
5h 16m
AUA3:20 pmOranjestad Reina Beatrix
$443
Find similar
United Airlines
Mar 25
AUA2:00 pmOranjestad Reina Beatrix
5h 46m
ORD6:46 pmChicago O'Hare Intl
Mar 30
ORD6:16 pmChicago O'Hare Intl
17h 24m
1 stop
AUA12:40 pmOranjestad Reina Beatrix
$448
Find similar
United Airlines
Mar 23
AUA2:00 pmOranjestad Reina Beatrix
5h 46m
ORD6:46 pmChicago O'Hare Intl
Mar 31
ORD9:04 amChicago O'Hare Intl
5h 16m
AUA3:20 pmOranjestad Reina Beatrix
$473
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oranjestad 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 December 18, 2025.
Use the filters below to find and compare flights from Oranjestad to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 1/22

4:40 pm-11:46 pm

1 stop9h 06m

Chicago O'Hare Intl

Sat 1/31

5:15 am-3:35 pm

1 stop8h 20m

$219

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Thu 1/22

4:40 pm-11:46 pm

1 stop9h 06m

Chicago O'Hare Intl

Sat 1/31

10:07 am-3:45 pm

2 stops27h 38m

$284

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 1/24

12:05 pm-11:45 am

1 stop25h 40m

Chicago Midway

Fri 1/30

5:01 pm-11:00 am

1 stop15h 59m

$286

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 1/24

4:40 pm-11:46 pm

1 stop9h 06m

Chicago O'Hare Intl

Fri 1/30

5:53 pm-3:35 pm

2 stops19h 42m

$312

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Fri 1/30

12:05 pm-8:18 am

2 stops22h 13m

Chicago O'Hare Intl

Fri 2/6

8:43 pm-3:35 pm

1 stop16h 52m

$339

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/15

4:35 pm-10:07 pm

1 stop7h 32m

Chicago Midway

Wed 1/21

6:14 pm-12:55 pm

1 stop16h 41m

$451

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/15

3:20 pm-5:05 am

2 stops15h 45m

Chicago Midway

Wed 1/21

5:00 am-2:25 pm

1 stop7h 25m

$492

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Sat 1/24

1:45 pm-10:22 pm

1 stop10h 37m

Chicago Midway

Fri 1/30

9:33 am-1:55 pm

2 stops26h 22m

$510

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Fri 1/30

7:05 am-7:52 pm

2 stops14h 47m

Chicago Midway

Fri 2/6

5:01 pm-11:00 am

1 stop15h 59m

$616

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 1/15

3:20 pm-5:05 am

2 stops15h 45m

Chicago Midway

Wed 1/21

4:10 pm-2:25 pm

2 stops20h 15m

$676

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 Oranjestad 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 $391. 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 Oranjestad to Chicago for around $1,541.

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 Oranjestad to Chicago during this time can be as low as $647. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $656.

What is the cheapest Oranjestad Reina Beatrix to Chicago flight route?

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

What cabin class options are available on Oranjestad Reina Beatrix to Chicago flights?

There are 2 cabin classes available to choose from on Oranjestad Reina Beatrix 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 Oranjestad to Chicago flights?

No. A direct flight is the cheapest option for a flight between Oranjestad to Chicago.

How have Oranjestad to Chicago flight prices changed over time?

As of December 2025, prices for Oranjestad to Chicago flights are approximately 16% more expensive when compared to flights at the same time last year.

When to book flights from Oranjestad to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Oranjestad to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oranjestad to Chicago (AUA to CHI) flight deals and tips

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

Best Price Found

$227

Fastest flight time

5h 46m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Oranjestad in the past 72 hours is $227. The best round-trip flight deal from Oranjestad to Chicago found on momondo in the last 72 hours is $361.
The fastest flight from Oranjestad to Chicago takes 5h 46m
Direct flights go from Oranjestad to Chicago every day.
There are 3 airports in Chicago. From Oranjestad there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Oranjestad Reina Beatrix to Chicago by plane?

    The straight-line distance from Oranjestad Reina Beatrix to Chicago is 2286.5 mi. A reasonable flight in good conditions will take 5h 46m.

  • When did momondo last update prices for flights from Oranjestad Reina Beatrix Airport to Chicago?

    Prices for flights from Oranjestad Reina Beatrix Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Oranjestad Reina Beatrix Airport to Chicago?

  • How old do you have to be to fly from Oranjestad Reina Beatrix Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oranjestad Reina Beatrix Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

  • What is the most popular airline from Oranjestad to Chicago?

Best airlines flying from Oranjestad to Chicago

Compare and see reviews for airlines that fly from Oranjestad to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $343Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights
American AirlinesPriceFrom $451Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

  • United Airlines Flights From Oranjestad to Chicago

    United Airlines flies from Oranjestad to Chicago around 7 times per week, with 9,091 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Oranjestad to Chicago in the last 72 hours was $343 (round-trip), much lower than the average airfare cost of $591 for United Airlines flights on this route.

  • American Airlines Flights From Oranjestad to Chicago

    American Airlines is also a popular choice for this route. American Airlines flight deals for Oranjestad to Chicago start from as low as $451 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $790. American Airlines operates 4 flights to Chicago from Oranjestad in an average week. Users have rated it 7.2/10 across 11,054 reviews.

Traveling to a place near Chicago?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Oranjestad to Chicago for you.

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

Flights from Oranjestad to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Oranjestad and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Chicago from Oranjestad are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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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