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Culebra

$249+ Cheap flights from O'Hare Intl (ORD) to Culebra (CPX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CPX
Mar 23 — Mar 301
Mon 3/23
Mon 3/30
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Culebra

Cheapest flights from O'Hare Intl to Culebra
Explore the most affordable flight options available from O'Hare Intl to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.

This Mytrip deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:44 pm
ORD
-
CPX
2 stops17h 21m
Multiple Airlines
Tue 3/108:25 am
CPX
-
ORD
3 stops35h 46m
Multiple Airlines
Deal found 2/19$659
This Mytrip deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:44 am
ORD
-
CPX
2 stops19h 21m
Multiple Airlines
Mon 3/93:03 pm
CPX
-
ORD
3 stops21h 19m
Multiple Airlines
Deal found 2/18$677
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/276:55 pm
ORD
-
CPX
2 stops36h 10m
Multiple Airlines
Thu 4/24:33 pm
CPX
-
ORD
1 stop14h 12m
Multiple Airlines
Deal found 2/19$847
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/204:44 pm
ORD
-
CPX
2 stops38h 21m
Multiple Airlines
Mon 3/303:03 pm
CPX
-
ORD
1 stop15h 42m
Multiple Airlines
Deal found 2/20$850

Find flight deals from O'Hare Intl to Culebra

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Culebra (CPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$659
(Mytrip)

One-way from

$249
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$396
Provider with most accurate pricing for Chicago (CHI)-San Juan Luis Munoz Marin Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Juan Luis Munoz Marin Intl flights.
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From Chicago O'Hare Intl to Culebra
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One-way flight from Chicago O'Hare Intl to Culebra
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Highest demand for flights based on searches. 11% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Culebra 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, Cheapflights users made 2,558,603 searches. Data last updated February 21, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Culebra that are best for you.

Fly from

O'Hare Intl

Fly to

Culebra

Route

Depart

Return

Price

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 3/6

12:44 pm-8:05 am

2 stops17h 21m

Culebra

Tue 3/10

8:25 am-7:11 pm

3 stops35h 46m

$659

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 3/5

10:44 am-8:05 am

2 stops19h 21m

Culebra

Mon 3/9

3:03 pm-11:22 am

3 stops21h 19m

$677

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 3/27

6:55 pm-8:05 am

2 stops36h 10m

Culebra

Thu 4/2

4:33 pm-5:45 am

1 stop14h 12m

$847

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 3/20

4:44 pm-8:05 am

2 stops38h 21m

Culebra

Mon 3/30

3:03 pm-5:45 am

1 stop15h 42m

$850

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/16

8:56 pm-8:05 am

1 stop10h 09m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Best time to book a flight from O'Hare Intl to Culebra

Have a flexible travel schedule? Discover the best time to fly to Culebra from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Culebra

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Culebra?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Culebra (average of $125). Flying from Chicago O'Hare Intl Airport to Culebra in December is currently the most expensive (average of $224). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Culebra. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Culebra from Chicago O'Hare Intl?

    Culebra (CPX) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Culebra. You should not have trouble finding flights to Culebra from Chicago O'Hare Intl; the airport handles an average of 0 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Culebra airport from Chicago O'Hare Intl. It is only a 0.6 mi journey from Culebra (CPX) to Culebra’s city center.

  • Can I find deals for flights from O'Hare Intl to Culebra that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Culebra flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Culebra?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Culebra.

  • Can I find deals for business class flights from O'Hare Intl to Culebra?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Culebra by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Culebra?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Culebra (average of $125). Flying from Chicago O'Hare Intl Airport to Culebra in December is currently the most expensive (average of $224). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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