$90+ Cheap flights from Wisconsin to Caribbean
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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Wisconsin to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to Caribbean
Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Caribbean (0CB). 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 December 22, 2024.
Round-trip from | $162 (Kiwi.com) |
|---|---|
One-way from | $91 (FlightHub) |
Find flight deals from Wisconsin to Caribbean
Cheapest flights from Wisconsin to CaribbeanExplore the most affordable flight options available from Wisconsin to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.
Explore the most affordable flight options available from Wisconsin to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.
This eDestinos deal was found by Cheapflights users on 12/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This eDestinos deal was found by Cheapflights users on 12/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 12/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 12/21. 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.
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 12/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United deal was found by Cheapflights users on 12/22. 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.
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Wisconsin to Caribbean within your budget
Customize your flight search to find flights from Wisconsin to Caribbean 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 December 22, 2024.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 1/11
1:44 pm-8:21 pm
Nonstop4h 37m
San Juan Luis Munoz Marin Intl
Fri 1/17
9:26 pm-12:51 am
Nonstop5h 25m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 1/19
1:44 pm-8:21 pm
Nonstop4h 37m
San Juan Luis Munoz Marin Intl
Sun 1/26
6:30 am-1:55 pm
1 stop9h 25m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 1/20
5:28 pm-2:19 am
1 stop6h 51m
San Juan Luis Munoz Marin Intl
Sun 1/26
6:30 am-1:55 pm
1 stop9h 25m
MinneapolisSan Juan
MSP - SJU
MSPSJU
Minneapolis St Paul
Tue 2/18
10:39 am-9:35 am
1 stop20h 56m
San Juan Luis Munoz Marin Intl
Mon 2/24
10:43 pm-9:39 am
1 stop12h 56m
MinneapolisSan Juan
MSP - SJU
MSPSJU
Minneapolis St Paul
Mon 1/27
10:14 am-2:19 am
1 stop14h 05m
San Juan Luis Munoz Marin Intl
Tue 2/4
8:40 pm-12:57 pm
2 stops18h 17m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 3/19
2:50 pm-11:37 pm
1 stop7h 47m
San Juan Luis Munoz Marin Intl
Thu 3/27
5:00 am-12:02 pm
1 stop8h 02m
MinneapolisSan Juan
MSP - SJU
MSPSJU
Minneapolis St Paul
Mon 1/27
6:00 am-12:57 am
2 stops16h 57m
San Juan Luis Munoz Marin Intl
Fri 1/31
10:16 am-11:31 pm
2 stops15h 15m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 1/12
11:15 am-10:22 pm
1 stop9h 07m
San Juan Luis Munoz Marin Intl
Mon 1/13
2:05 am-9:40 am
1 stop9h 35m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 2/2
6:55 am-3:45 pm
1 stop6h 50m
Punta Cana
Wed 2/12
4:48 pm-11:58 pm
1 stop9h 10m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Fri 1/24
8:12 pm-11:10 am
1 stop12h 58m
Punta Cana
Sat 2/1
4:50 pm-11:32 pm
1 stop8h 42m
Best time to book a flight from Wisconsin to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Wisconsin with our price prediction graph.
Travel insights for flights from Wisconsin to Caribbean
Get recent, data-driven insights about flights from Wisconsin to Caribbean including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Wisconsin to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to Caribbean (average of $254). Flying from Wisconsin to Caribbean in March is currently the most expensive (average of $380). 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.
What is the cheapest time of day to fly from WI to CB?
Find hourly flight availability from Wisconsin to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.
When flying from Wisconsin to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Rainfall in Caribbean by month
Plan your trip to Caribbean by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.
Temperature in Caribbean by month
Plan your trip to Caribbean by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated December 22, 2024.
Food
Crew
Overall
Comfort
Entertainment
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Crew
Overall
Comfort
Entertainment
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Crew
Overall
Comfort
Entertainment
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Crew
Overall
Comfort
Entertainment
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Crew
Overall
Comfort
Entertainment
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Food
Crew
Overall
Comfort
Entertainment
Boarding
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Wisconsin to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Wisconsin to Caribbean
Discover the top 8 airlines that operate flights from Wisconsin to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$352 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$168 | Average$409 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$258 | Average$647 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$274 | Average$651 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$284 | Average$665 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$360 | Average$573 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$379 | Average$725 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$498 | Average$670 | FlexibilityNo cancel fee | On-time83% |