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Culebra

$549+ Cheap flights from Chicago (CHI) to Culebra (CPX)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPX
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Chicago to Culebra

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 April 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$549
(Mytrip)
Provider with most accurate pricing for Chicago (CHI)-Culebra flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Culebra flights.
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From Chicago (CHI) to Culebra
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Find flight deals from Chicago to Culebra

Cheapest flights from Chicago to Culebra
Explore the most affordable flight options available from Chicago to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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 5/1510:00 amORD - CPX
2 stops30h 21mMultiple Airlines
Thu 5/2211:40 amCPX - ORD
1 stop23h 45mMultiple Airlines
Deal found 3/31$549
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/216:00 amORD - CPX
2 stops34h 21mUnited Airlines
Tue 4/2910:48 amCPX - ORD
2 stops37h 41mUnited Airlines
Deal found 3/31$1,282

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 April 1, 2025.
Use the filters below to find and compare flights from Chicago to Culebra that are best for you.

Fly from

Chicago

Fly to

Culebra

Route

Depart

Return

Price

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 5/15

10:00 am-5:21 pm

2 stops30h 21m

Culebra

Thu 5/22

11:40 am-10:25 am

1 stop23h 45m

$549

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 4/21

6:00 am-5:21 pm

2 stops34h 21m

Culebra

Tue 4/29

10:48 am-11:29 pm

2 stops37h 41m

$1,282

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 5/16

8:52 am-5:21 pm

1 stop7h 29m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

  • Most accurate provider: When it comes to deals on Chicago-Culebra flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Culebra flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Culebra flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Culebra flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Culebra flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Culebra

Have a flexible travel schedule? Discover the best time to fly to Culebra from Chicago 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 to Culebra
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Culebra

Get insights into the airlines that provide service to Culebra. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Culebra. Reviews last updated April 1, 2025.
United Airlines
7.4
Good
8,615 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.0

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,615 reviews
United Airlines
7.4
Good
8,615 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.0

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    For a flight from Chicago to Culebra, you will be flying into Culebra. Culebra (CPX) is just 0.6 mi from the center of the city. Culebra is the only Culebra airport and it handles 0 inbound flights from Chicago per day. 0 airlines have flights to Culebra from Chicago on a regular basis.

  • Can I find deals for flights from Chicago to Culebra that include hotel bookings?

    Yes. In addition to deals on Chicago to Culebra flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Culebra?

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

  • Can I find deals for business class flights from Chicago to Culebra?

    Yes. Cheapflights offers flight deals from Chicago 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.

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