$64+ 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 1/27. 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 December 22, 2024.
Round-trip from | $151 (FlightHub) |
|---|---|
One-way from | $64 (Frontier) |
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 December 22, 2024.
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 December 22, 2024.
This FlightHub deal was found by Cheapflights users on 12/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.com 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 Booking.com 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 American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.com deal was found by Cheapflights users on 12/20. 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 Booking.com 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 Frontier 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 Frontier 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 12/20. 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 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 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 Frontier 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 Frontier 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 December 22, 2024.
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 1/16
9:26 pm-12:51 am
Nonstop5h 25m
Chicago O'Hare Intl
Tue 1/21
1:44 pm-8:21 pm
Nonstop4h 37m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sun 2/23
3:54 am-4:03 pm
1 stop14h 09m
Chicago O'Hare Intl
Fri 2/28
7:18 pm-9:35 am
1 stop12h 17m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 2/20
7:57 pm-11:20 pm
Nonstop5h 23m
Chicago O'Hare Intl
Mon 2/24
7:08 pm-9:35 am
1 stop12h 27m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 1/16
9:49 pm-5:52 pm
1 stop22h 03m
Milwaukee-Mitchell
Mon 1/20
5:28 pm-9:21 am
1 stop13h 53m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 2/6
10:09 pm-4:23 pm
1 stop20h 14m
Milwaukee-Mitchell
Mon 2/10
5:28 pm-9:21 am
1 stop13h 53m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/2
3:05 pm-7:25 pm
Nonstop5h 20m
Chicago O'Hare Intl
Mon 5/5
8:05 am-1:45 pm
Nonstop4h 40m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 1/23
2:20 pm-9:56 pm
1 stop9h 36m
Milwaukee-Mitchell
Tue 1/28
6:44 am-10:07 pm
1 stop13h 23m
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
Wed 2/19
2:47 pm-10:54 pm
2 stops10h 07m
Minneapolis St Paul
Mon 2/24
5:07 pm-5:01 pm
2 stops21h 54m
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
Thu 2/13
5:19 pm-9:24 am
1 stop18h 05m
Minneapolis St Paul
Thu 2/27
10:39 am-12:46 am
1 stop12h 07m
Santo DomingoChicago
SDQ - ORD
SDQORD
Santo Domingo Las Americas
Tue 3/4
4:00 pm-4:31 pm
2 stops26h 31m
Chicago O'Hare Intl
Sat 3/8
9:25 am-1:49 pm
1 stop26h 24m
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 December 22, 2024.
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 December 22, 2024.
Entertainment
Food
Comfort
Overall
Boarding
Crew
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
Comfort
Overall
Boarding
Crew
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
Comfort
Overall
Boarding
Crew
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
Comfort
Overall
Boarding
Crew
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
Comfort
Overall
Boarding
Crew
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
Comfort
Overall
Boarding
Crew
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.
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Alternative routes for Caribbean to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Caribbean to Wisconsin
Discover the top 5 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 December 22, 2024.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$268 | Average$468 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$334 | Average$459 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$478 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$388 | Average$462 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$443 | Average$516 | FlexibilityNo cancel fee | On-time69% |