Culebra

$236+ Cheap flights from Chicago (CHI) 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPX
Jul 8 — Jul 151
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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 July 3, 2025.

Round-trip from

$519
(Mytrip)

One-way from

$236
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$376
From Chicago (CHI) to Culebra
One-way flight from Chicago (CHI) to Culebra
Highest demand for flights based on searches. 12% potential increase in price ($55 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/2. 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 7/176:23 pmORD - CPX
1 stop12h 36mMultiple Airlines
Mon 7/213:05 pmCPX - ORD
2 stops18h 50mMultiple Airlines
Deal found 7/2$519
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 9/28:52 amORD - CPX
1 stop6h 59mUnited Airlines
Tue 9/910:13 amCPX - ORD
2 stops10h 58mUnited Airlines
Deal found 7/1$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 July 3, 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 7/17

6:23 pm-7:59 am

1 stop12h 36m

Culebra

Mon 7/21

3:05 pm-8:55 am

2 stops18h 50m

$519

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 9/2

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Tue 9/9

10:13 am-8:11 pm

2 stops10h 58m

$995

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 7/15

4:36 pm-12:11 pm

2 stops18h 35m

$236

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 7/15

8:49 am-4:51 pm

1 stop7h 02m

$538

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 July 3, 2025.
Peruse reviews from past customers who have flown with United Airlines from Chicago to Culebra to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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??

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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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