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Cheap flights from Oranjestad to Chicago from $157

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 5/8. 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 Oranjestad to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
3:41 pm - 12:24 am
AUA
-
ORD
9h 43m
1 stop
Spirit Airlines Logo
5:05 am - 2:36 pm
ORD
-
AUA
8h 31m
1 stop
$210Spirit Airlines
Sat, Apr 25 - Mon, May 4
Spirit Airlines Logo
3:41 pm - 11:07 pm
AUA
-
ORD
8h 26m
2 stops
Spirit Airlines Logo
5:05 am - 2:36 pm
ORD
-
AUA
8h 31m
1 stop
$276Spirit Airlines
Sat, Apr 25 - Mon, May 4
Spirit Airlines Logo
3:41 pm - 1:05 pm
AUA
-
ORD
22h 24m
3 stops
Spirit Airlines Logo
5:05 am - 2:36 pm
ORD
-
AUA
8h 31m
1 stop
$328Spirit Airlines
Sat, Apr 25 - Mon, May 4
Spirit Airlines Logo
3:41 pm - 11:15 pm
AUA
-
ORD
8h 34m
1 stop
Spirit Airlines Logo
5:05 am - 2:36 pm
ORD
-
AUA
8h 31m
1 stop
$360Spirit Airlines
Sat, May 23 - Sat, May 30
Multiple Airlines Logo
3:41 pm - 8:22 am
AUA
-
ORD
17h 41m
1 stop
Multiple Airlines Logo
7:52 pm - 2:36 pm
ORD
-
AUA
41h 44m
2 stops
$364Multiple Airlines
Sat, May 23 - Sat, May 30
Multiple Airlines Logo
3:41 pm - 11:59 pm
AUA
-
ORD
9h 18m
1 stop
Multiple Airlines Logo
5:05 am - 2:36 pm
ORD
-
AUA
8h 31m
1 stop
$391Multiple Airlines
Fri, May 8 - Fri, May 15
Delta Logo
1:15 pm - 9:09 pm
AUA
-
MDW
8h 54m
1 stop
Delta Logo
5:12 pm - 12:00 pm
MDW
-
AUA
17h 48m
1 stop
$541Delta
Thu, May 21 - Wed, May 27
Delta Logo
1:15 pm - 9:09 pm
AUA
-
MDW
8h 54m
1 stop
Delta Logo
5:12 pm - 12:00 pm
MDW
-
AUA
17h 48m
1 stop
$602Delta
Thu, May 21 - Wed, May 27
Southwest Logo
1:45 pm - 7:30 am
AUA
-
MDW
18h 45m
2 stops
Southwest Logo
4:45 pm - 12:45 pm
MDW
-
AUA
19h 00m
2 stops
$656Southwest
Thu, Sep 17 - Tue, Sep 22
Southwest Logo
2:45 pm - 7:10 am
AUA
-
MDW
17h 25m
2 stops
Southwest Logo
6:50 pm - 1:35 pm
MDW
-
AUA
17h 45m
2 stops
$666Southwest
Thu, Apr 30 - Wed, May 6

JetBlue flights from Oranjestad to Chicago

Our best JetBlue deals on Oranjestad to Chicago flight tickets
JetBlue
Apr 30
AUA5:35 pmOranjestad Reina Beatrix
15h 06m
1 stop
ORD7:41 amChicago O'Hare Intl
May 7
ORD9:49 amChicago O'Hare Intl
24h 22m
1 stop
AUA11:11 amOranjestad Reina Beatrix
$567
JetBlue
Apr 30
AUA5:35 pmOranjestad Reina Beatrix
15h 06m
1 stop
ORD7:41 amChicago O'Hare Intl
May 6
ORD9:49 amChicago O'Hare Intl
24h 22m
1 stop
AUA11:11 amOranjestad Reina Beatrix
$573
JetBlue
May 21
AUA5:00 pmOranjestad Reina Beatrix
16h 00m
1 stop
ORD8:00 amChicago O'Hare Intl
May 27
ORD8:30 pmChicago O'Hare Intl
19h 16m
1 stop
AUA4:46 pmOranjestad Reina Beatrix
$588

American Airlines flights from Oranjestad to Chicago

Our best American Airlines deals on Oranjestad to Chicago flight tickets
American Airlines
May 21
AUA2:33 pmOranjestad Reina Beatrix
10h 26m
2 stops
ORD11:59 pmChicago O'Hare Intl
May 27
ORD6:55 amChicago O'Hare Intl
9h 04m
2 stops
AUA4:59 pmOranjestad Reina Beatrix
$546
American Airlines
May 8
AUA2:30 pmOranjestad Reina Beatrix
10h 24m
2 stops
ORD11:54 pmChicago O'Hare Intl
May 15
ORD5:00 amChicago O'Hare Intl
8h 00m
1 stop
AUA2:00 pmOranjestad Reina Beatrix
$589
American Airlines
May 21
AUA2:33 pmOranjestad Reina Beatrix
10h 26m
2 stops
ORD11:59 pmChicago O'Hare Intl
May 27
ORD6:55 amChicago O'Hare Intl
9h 04m
2 stops
AUA4:59 pmOranjestad Reina Beatrix
$607

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 April 9, 2026.
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

Cheapest round-trip

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 4/25

3:41 pm-12:24 am

1 stop9h 43m

Chicago O'Hare Intl

Mon 5/4

5:05 am-2:36 pm

1 stop8h 31m

$210
Quickest round-trip

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 4/25

3:41 pm-11:07 pm

2 stops8h 26m

Chicago O'Hare Intl

Mon 5/4

5:05 am-2:36 pm

1 stop8h 31m

$276

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 4/25

3:41 pm-1:05 pm

3 stops22h 24m

Chicago O'Hare Intl

Mon 5/4

5:05 am-2:36 pm

1 stop8h 31m

$328

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 5/23

3:41 pm-11:15 pm

1 stop8h 34m

Chicago O'Hare Intl

Sat 5/30

5:05 am-2:36 pm

1 stop8h 31m

$360

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Sat 5/23

3:41 pm-8:22 am

1 stop17h 41m

Chicago O'Hare Intl

Sat 5/30

7:52 pm-2:36 pm

2 stops41h 44m

$364

OranjestadChicago

AUA - ORD

AUAORD

Oranjestad Reina Beatrix

Fri 5/8

3:41 pm-11:59 pm

1 stop9h 18m

Chicago O'Hare Intl

Fri 5/15

5:05 am-2:36 pm

1 stop8h 31m

$391

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 5/21

1:15 pm-9:09 pm

1 stop8h 54m

Chicago Midway

Wed 5/27

5:12 pm-12:00 pm

1 stop17h 48m

$541

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 5/21

1:15 pm-9:09 pm

1 stop8h 54m

Chicago Midway

Wed 5/27

5:12 pm-12:00 pm

1 stop17h 48m

$602

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 9/17

1:45 pm-7:30 am

2 stops18h 45m

Chicago Midway

Tue 9/22

4:45 pm-12:45 pm

2 stops19h 00m

$656

OranjestadChicago

AUA - MDW

AUAMDW

Oranjestad Reina Beatrix

Thu 4/30

2:45 pm-7:10 am

2 stops17h 25m

Chicago Midway

Wed 5/6

6:50 pm-1:35 pm

2 stops17h 45m

$666

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 $501. This is often the case because there is less demand to fly during this day of the week. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Oranjestad to Chicago for around $802.

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 $591. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $601.

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 4 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?

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

How have Oranjestad to Chicago flight prices changed over time?

As of April 2026, prices for Oranjestad to Chicago flights are approximately 6% 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

$334

Fastest flight time

5h 48m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Oranjestad in the past 72 hours is $334. The best round-trip flight deal from Oranjestad to Chicago found on momondo in the last 72 hours is $343.
The fastest flight from Oranjestad to Chicago takes 5h 48m
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

Frequently asked questions about flying from Oranjestad to Chicago

  • 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 48m.

  • 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?

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
9,554 reviews
Search United Airlines flights
American AirlinesPriceFrom $464Free CancellationRating
7.1
11,560 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 9,554 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 $562 for United Airlines flights on this route.

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 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