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Culebra

$526+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPX
jun 17 — jun 241
ter 6/17
ter 6/24
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 junho 12, 2025.

Round-trip from

$526
(Mytrip)
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 junho 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/12. 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.
sex 6/2712:03 pmORD - CPX
1 stop25h 41mMultiple Airlines
ter 7/13:05 pmCPX - ORD
2 stops18h 45mMultiple Airlines
Deal found 6/12$526
This United Airlines deal was found by Cheapflights users on 6/11. 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.
dom 6/298:49 amORD - CPX
1 stop7h 02mUnited Airlines
qua 7/910:13 amCPX - ORD
2 stops12h 23mUnited Airlines
Deal found 6/11$995

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 junho 12, 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

sex 6/27

12:03 pm-2:44 pm

1 stop25h 41m

Culebra

ter 7/1

3:05 pm-8:50 am

2 stops18h 45m

$526

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

dom 6/29

8:49 am-4:51 pm

1 stop7h 02m

Culebra

qua 7/9

10:13 am-9:36 pm

2 stops12h 23m

$995

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

sáb 7/26

5:56 pm-4:51 pm

2 stops21h 55m

$663

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 junho 12, 2025.
United Airlines
7.4
Good
8,790 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

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
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

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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