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Culebra

$703+ Cheap flights from Illinois 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CPX
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap flight deals from Illinois to Culebra

Cheapest flights from Illinois to Culebra
Explore the most affordable flight options available from Illinois to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/79:23 am
ORD
-
CPX
2 stops23h 30m
Multiple Airlines
Wed 2/1111:13 am
CPX
-
ORD
1 stop30h 35m
Multiple Airlines
Deal found 1/31$703
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Wed 6/311:03 am
ORD
-
CPX
2 stops29h 18m
United Airlines
Tue 6/910:48 am
CPX
-
ORD
2 stops28h 52m
United Airlines
Deal found 1/31$1,016
This United Airlines deal was found by Cheapflights users on 1/30. 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 4/274:03 pm
ORD
-
CPX
2 stops47h 10m
United Airlines
Thu 4/3010:30 am
CPX
-
ORD
2 stops36h 06m
United Airlines
Deal found 1/30$1,166
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 4/189:28 pm
ORD
-
CPX
2 stops41h 45m
United Airlines
Thu 4/2310:30 am
CPX
-
ORD
2 stops37h 45m
United Airlines
Deal found 2/1$1,263
This United Airlines deal was found by Cheapflights users on 1/30. 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 3/231:06 pm
ORD
-
CPX
2 stops26h 07m
United Airlines
Wed 4/110:30 am
CPX
-
ORD
2 stops13h 45m
United Airlines
Deal found 1/30$1,451
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Thu 6/45:30 am
ORD
-
CPX
2 stops10h 51m
United Airlines
Wed 6/1010:48 am
CPX
-
ORD
2 stops13h 27m
United Airlines
Deal found 1/31$1,558
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 4/199:18 pm
ORD
-
CPX
2 stops17h 55m
United Airlines
Thu 4/2310:30 am
CPX
-
ORD
2 stops37h 45m
United Airlines
Deal found 2/1$1,582
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 4/186:01 pm
ORD
-
CPX
2 stops21h 12m
United Airlines
Fri 4/2410:30 am
CPX
-
ORD
2 stops12h 03m
United Airlines
Deal found 2/1$1,708
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Sat 3/219:15 pm
ORD
-
CPX
2 stops41h 58m
United Airlines
Fri 3/2710:30 am
CPX
-
ORD
2 stops13h 43m
United Airlines
Deal found 1/31$1,806
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 4/209:18 pm
ORD
-
CPX
2 stops17h 55m
United Airlines
Fri 4/2410:30 am
CPX
-
ORD
2 stops12h 03m
United Airlines
Deal found 2/1$1,877
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Wed 3/117:00 pm
STL
-
CPX
2 stops20h 13m
United Airlines
Mon 3/1610:30 am
CPX
-
STL
2 stops12h 46m
United Airlines
Deal found 1/31$2,390
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Thu 3/126:25 am
STL
-
CPX
2 stops8h 48m
United Airlines
Mon 3/1610:30 am
CPX
-
STL
2 stops12h 46m
United Airlines
Deal found 1/31$2,446

Find flight deals from Illinois to Culebra

Keep the following information in mind while searching for Illinois to Culebra flight deals. Data was last updated February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,016
(United Airlines)

One-way from

$897
(United Airlines)

Popular in

December

Cheapest in

April

Average price

$376
Provider with most accurate pricing for Chicago (CHI)-San Juan Luis Munoz Marin Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San Juan Luis Munoz Marin Intl flights.
Search Deals
From Illinois to Culebra
Search Deals
One-way flight from Illinois to Culebra
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 2, 2026.
Use the filters below to find and compare flights from Illinois to Culebra that are best for you.

Fly from

Illinois

Fly to

Culebra

Route

Depart

Return

Price

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 4/27

4:03 pm-4:13 pm

2 stops47h 10m

Culebra

Thu 4/30

10:30 am-9:36 pm

2 stops36h 06m

$1,166

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 4/18

9:28 pm-4:13 pm

2 stops41h 45m

Culebra

Thu 4/23

10:30 am-11:15 pm

2 stops37h 45m

$1,263

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/23

1:06 pm-4:13 pm

2 stops26h 07m

Culebra

Wed 4/1

10:30 am-11:15 pm

2 stops13h 45m

$1,451

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 6/4

5:30 am-5:21 pm

2 stops10h 51m

Culebra

Wed 6/10

10:48 am-11:15 pm

2 stops13h 27m

$1,558

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 4/19

9:18 pm-4:13 pm

2 stops17h 55m

Culebra

Thu 4/23

10:30 am-11:15 pm

2 stops37h 45m

$1,582

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 4/18

6:01 pm-4:13 pm

2 stops21h 12m

Culebra

Fri 4/24

10:30 am-9:33 pm

2 stops12h 03m

$1,708

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 4/19

9:18 pm-4:13 pm

2 stops17h 55m

Culebra

Fri 4/24

10:30 am-11:15 pm

2 stops13h 45m

$1,708

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 3/21

9:15 pm-4:13 pm

2 stops41h 58m

Culebra

Thu 3/26

10:30 am-11:08 pm

2 stops13h 38m

$1,806

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 4/20

9:18 pm-4:13 pm

2 stops17h 55m

Culebra

Fri 4/24

10:30 am-9:33 pm

2 stops12h 03m

$1,877

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 3/21

9:15 pm-4:13 pm

2 stops41h 58m

Culebra

Sun 3/29

10:30 am-7:44 am

2 stops22h 14m

$1,916

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 31 results
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Best time to book a flight from Illinois to Culebra

Have a flexible travel schedule? Discover the best time to fly to Culebra from Illinois 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 Illinois to Culebra

What is the cheapest month to book a flight from Illinois to Culebra?

Currently, April is the cheapest month in which you can book a flight from Illinois to Culebra (average of $91). Flying from Illinois 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 Illinois 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 Illinois?

    Culebra (CPX) is the airport you will fly into if you book a flight from Illinois to Culebra. It is only a 0.6 mi journey from Culebra (CPX) to Culebra’s city center.

  • How long is the flight from Illinois to Culebra?

    A quick flight from Illinois to Culebra can take about 47h 10m. United Airlines provides one of the quickest options available for as low as $1,166. Airlines will cover a distance of 2105 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Culebra?

    Currently, April is the cheapest month in which you can book a flight from Illinois to Culebra (average of $91). Flying from Illinois 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Culebra

See prices for flight routes from nearby airports that may be better suited for you.
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