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Culebra

$1,254+ Cheap flights from Wisconsin 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CPX
Nov 25 — Dec 21
Tue 11/25
Tue 12/2
1 adult, Economy
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Cheap flight deals from Wisconsin to Culebra

Keep the following information in mind while searching for Wisconsin to Culebra flight deals. Data was last updated October 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$1,254
(United)

Popular in

June

Cheapest in

September

Average price

$338
Provider with most accurate pricing for Milwaukee-Mitchell-San Juan Luis Munoz Marin Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San Juan Luis Munoz Marin Intl flights.
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From Wisconsin to Culebra
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Highest demand for flights based on searches. 11% potential increase in price ($53 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 October 2025
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Find flight deals from Wisconsin to Culebra

Cheapest flights from Wisconsin to Culebra
Explore the most affordable flight options available from Wisconsin to Culebra. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2025.

This United deal was found by Cheapflights users on 10/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:55 amORD - CPX
1 stop23h 15mMultiple Airlines
Tue 12/301:05 pmCPX - ORD
1 stop24h 27mMultiple Airlines
Deal found 10/25$1,254
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/1811:07 amORD - CPX
2 stops27h 06mUnited Airlines
Tue 12/2310:30 amCPX - ORD
2 stops38h 07mUnited Airlines
Deal found 10/25$1,703
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/259:23 pmORD - CPX
2 stops40h 50mUnited Airlines
Wed 12/3110:30 amCPX - ORD
2 stops36h 56mUnited Airlines
Deal found 10/25$2,000
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/209:15 pmORD - CPX
2 stops16h 58mUnited Airlines
Mon 12/2910:30 amCPX - ORD
2 stops25h 14mUnited Airlines
Deal found 10/25$2,212
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/2012:05 pmMSP - CPX
2 stops26h 08mUnited Airlines
Mon 12/2910:30 amCPX - MSP
2 stops36h 13mUnited Airlines
Deal found 10/25$2,259
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Fri 12/268:51 amORD - CPX
2 stops29h 22mUnited Airlines
Wed 12/3110:30 amCPX - ORD
2 stops35h 25mUnited Airlines
Deal found 10/25$2,316
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/239:15 pmORD - CPX
2 stops16h 58mUnited Airlines
Mon 12/2910:30 amCPX - ORD
2 stops25h 14mUnited Airlines
Deal found 10/25$2,424
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/219:15 pmORD - CPX
2 stops16h 58mUnited Airlines
Mon 12/2910:30 amCPX - ORD
2 stops25h 14mUnited Airlines
Deal found 10/25$2,446
This United Airlines deal was found by Cheapflights users on 10/24. 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 12/2312:05 pmMSP - CPX
2 stops26h 08mUnited Airlines
Tue 1/610:30 amCPX - MSP
2 stops15h 11mUnited Airlines
Deal found 10/24$2,471
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/2112:05 pmMSP - CPX
2 stops26h 08mUnited Airlines
Mon 12/2910:30 amCPX - MSP
2 stops36h 13mUnited Airlines
Deal found 10/25$2,500
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Fri 12/269:15 pmORD - CPX
2 stops16h 58mUnited Airlines
Tue 12/3010:30 amCPX - ORD
2 stops30h 10mUnited Airlines
Deal found 10/25$2,511
This United Airlines deal was found by Cheapflights users on 10/24. 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 12/2812:05 pmMSP - CPX
2 stops26h 08mUnited Airlines
Tue 1/610:30 amCPX - MSP
2 stops15h 11mUnited Airlines
Deal found 10/24$2,719

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 October 26, 2025.
Use the filters below to find and compare flights from Wisconsin to Culebra that are best for you.

Fly from

Wisconsin

Fly to

Culebra

Route

Depart

Return

Price

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 12/23

8:55 am-10:10 am

1 stop23h 15m

Culebra

Tue 12/30

1:05 pm-11:32 am

1 stop24h 27m

$1,254

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 12/18

11:07 am-4:13 pm

2 stops27h 06m

Culebra

Tue 12/23

10:30 am-10:37 pm

2 stops38h 07m

$1,703

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 12/25

9:23 pm-4:13 pm

2 stops40h 50m

Culebra

Wed 12/31

10:30 am-9:26 pm

2 stops36h 56m

$2,000

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 12/20

9:15 pm-4:13 pm

2 stops16h 58m

Culebra

Mon 12/29

10:30 am-9:44 am

2 stops25h 14m

$2,212

MinneapolisCulebra

MSP - CPX

MSPCPX

Minneapolis St Paul

Sat 12/20

12:05 pm-4:13 pm

2 stops26h 08m

Culebra

Mon 12/29

10:30 am-8:43 pm

2 stops36h 13m

$2,259

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 12/26

8:51 am-4:13 pm

2 stops29h 22m

Culebra

Wed 12/31

10:30 am-7:55 pm

2 stops35h 25m

$2,316

MinneapolisCulebra

MSP - CPX

MSPCPX

Minneapolis St Paul

Thu 1/1

12:05 pm-4:13 pm

2 stops26h 08m

Culebra

Mon 1/5

10:30 am-4:22 pm

2 stops31h 52m

$2,318

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 12/23

9:15 pm-4:13 pm

2 stops16h 58m

Culebra

Mon 12/29

10:30 am-9:44 am

2 stops25h 14m

$2,424

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 12/21

9:15 pm-4:13 pm

2 stops16h 58m

Culebra

Mon 12/29

10:30 am-9:44 am

2 stops25h 14m

$2,446

MinneapolisCulebra

MSP - CPX

MSPCPX

Minneapolis St Paul

Tue 12/23

12:05 pm-4:13 pm

2 stops26h 08m

Culebra

Tue 1/6

10:30 am-11:41 pm

2 stops15h 11m

$2,471

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 22 results
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Best time to book a flight from Wisconsin to Culebra

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

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

Currently, October is the cheapest month in which you can book a flight from Wisconsin to Culebra (average of $143). Flying from Wisconsin to Culebra in June is currently the most expensive (average of $379). 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 Wisconsin 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 Wisconsin?

    Culebra (CPX), located 0.6 mi from the city center, is the airport you fly into when you book flights from Wisconsin to Culebra.

  • How long is the flight from Wisconsin to Culebra?

    There are many flights that can get you from Wisconsin to Culebra in 27h 06m. Fly via United Airlines to get the fastest option. Airlines will cover a distance of 2105 mi.

  • What are the most popular routes from Wisconsin to Culebra?

    The most popular route from Wisconsin to Culebra is Chicago O'Hare Intl - Culebra. You may also consider Minneapolis St Paul - Culebra or Madison Truax Field - Culebra.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Wisconsin to Culebra (average of $143). Flying from Wisconsin to Culebra in June is currently the most expensive (average of $379). 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

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Alternative routes for Wisconsin to Culebra

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