$68+ Cheap flights from Caribbean to Wisconsin
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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Caribbean to Wisconsin 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 Caribbean to Wisconsin
Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Wisconsin (USWI). 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 enero 21, 2025.
Round-trip from | $136 (Mytrip) |
|---|---|
One-way from | $70 (eDestinos) |
Find flight deals from Caribbean to Wisconsin
Cheapest flights from Caribbean to WisconsinExplore the most affordable flight options available from Caribbean to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.
Explore the most affordable flight options available from Caribbean to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.
This eDestinos deal was found by Cheapflights users on 1/21. 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 1/21. 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 Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This OneTravel deal was found by Cheapflights users on 1/20. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 1/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This OneTravel deal was found by Cheapflights users on 1/20. 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 OneTravel 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 1/20. 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 Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines 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 1/20. 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 1/20. 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.
Find flights from Caribbean to Wisconsin within your budget
Customize your flight search to find flights from Caribbean to Wisconsin 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 enero 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 2/20
7:57 pm-11:20 pm
Nonstop5h 23m
Chicago O'Hare Intl
lun. 2/24
12:55 pm-7:26 pm
Nonstop4h 31m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 2/27
6:35 am-1:20 pm
1 stop8h 45m
Chicago O'Hare Intl
mar. 3/4
3:14 pm-9:49 am
1 stop16h 35m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
vie. 2/21
8:31 pm-11:55 pm
Nonstop5h 24m
Chicago O'Hare Intl
lun. 2/24
7:08 pm-9:49 am
1 stop12h 41m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
mié. 2/19
9:34 pm-5:52 pm
1 stop22h 18m
Milwaukee-Mitchell
dom. 2/23
6:47 pm-11:25 pm
1 stop26h 38m
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
jue. 4/10
5:45 am-1:42 pm
1 stop8h 57m
Minneapolis St Paul
jue. 4/17
2:42 pm-1:50 am
1 stop10h 08m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
jue. 2/20
9:34 pm-5:52 pm
1 stop22h 18m
Milwaukee-Mitchell
lun. 2/24
2:14 pm-9:49 am
1 stop17h 35m
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
vie. 1/31
10:16 am-11:31 pm
2 stops15h 15m
Minneapolis St Paul
lun. 2/3
10:14 am-2:19 am
1 stop14h 05m
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
mié. 5/14
1:10 am-1:17 pm
1 stop13h 07m
Minneapolis St Paul
mié. 5/21
2:17 pm-12:12 am
1 stop8h 55m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
vie. 2/14
10:43 pm-1:14 pm
1 stop16h 31m
Milwaukee-Mitchell
mar. 2/25
2:14 pm-9:49 am
1 stop17h 35m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mié. 2/5
2:05 am-9:40 am
1 stop9h 35m
Chicago O'Hare Intl
dom. 2/9
8:50 am-9:28 pm
1 stop10h 38m
Best time to book a flight from Caribbean to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Caribbean with our price prediction graph.
Travel insights for flights from Caribbean to Wisconsin
Get recent, data-driven insights about flights from Caribbean to Wisconsin including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Caribbean to Wisconsin?
Currently, February is the cheapest month in which you can book a flight from Caribbean to Wisconsin (average of $280). Flying from Caribbean to Wisconsin in June is currently the most expensive (average of $376). 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 CB to WI?
Find hourly flight availability from Caribbean to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.
When flying from Caribbean to Wisconsin, 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 Wisconsin by month
Plan your trip to Wisconsin by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.
Temperature in Wisconsin by month
Plan your trip to Wisconsin by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated enero 21, 2025.
Entertainment
Food
Boarding
Crew
Overall
Comfort
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.
Entertainment
Food
Boarding
Crew
Overall
Comfort
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.
Entertainment
Food
Boarding
Crew
Overall
Comfort
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.
Entertainment
Food
Boarding
Crew
Overall
Comfort
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.
Entertainment
Food
Boarding
Crew
Overall
Comfort
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.
Entertainment
Food
Boarding
Crew
Overall
Comfort
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 Caribbean to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Caribbean to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Caribbean to Wisconsin
Discover the top 6 airlines that operate flights from Caribbean to Wisconsin. 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 enero 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$125 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$268 | Average$478 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$331 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$481 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$388 | Average$462 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$404 | Average$616 | FlexibilityNo cancel fee | On-time69% |