$198+ Cheap flights from Madison (MSN) 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Madison 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 Madison to Caribbean
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) 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 January 17, 2025.
Round-trip from | $242 (Frontier) |
|---|---|
One-way from | $198 (American Airlines) |
Find flight deals from Madison to Caribbean
Cheapest flights from Madison to CaribbeanExplore the most affordable flight options available from Madison to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.
Explore the most affordable flight options available from Madison to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.
This Frontier deal was found by Cheapflights users on 1/16. 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 Delta deal was found by Cheapflights users on 1/14. 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 American Airlines deal was found by Cheapflights users on 1/15. 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 United Airlines deal was found by Cheapflights users on 1/16. 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 Mytrip deal was found by Cheapflights users on 1/14. 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 CheapOair deal was found by Cheapflights users on 1/15. 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 CheapOair 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 1/15. 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 American Airlines deal was found by Cheapflights users on 1/15. 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 United Airlines deal was found by Cheapflights users on 1/15. 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 American Airlines deal was found by Cheapflights users on 1/15. 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 American Airlines deal was found by Cheapflights users on 1/16. 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 American Airlines deal was found by Cheapflights users on 1/16. 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.
Find flights from Madison to Caribbean within your budget
Customize your flight search to find flights from Madison 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 January 17, 2025.
Fly from
Fly to
Route
Depart
Return
Price
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Mon 3/10
3:59 pm-1:49 am
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Fri 3/14
5:45 am-5:39 pm
1 stop12h 54m
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Wed 4/2
6:10 am-3:18 pm
1 stop8h 08m
San Juan Luis Munoz Marin Intl
Tue 4/8
6:15 am-4:36 pm
1 stop11h 21m
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Tue 2/25
5:26 pm-5:09 am
1 stop9h 43m
San Juan Luis Munoz Marin Intl
Tue 3/11
7:25 am-11:43 pm
1 stop17h 18m
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Mon 1/27
6:30 am-10:22 pm
2 stops13h 52m
San Juan Luis Munoz Marin Intl
Sun 2/2
2:05 am-11:54 am
2 stops11h 49m
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Sat 2/15
6:16 pm-9:43 am
1 stop13h 27m
San Juan Luis Munoz Marin Intl
Fri 2/21
9:34 pm-5:36 pm
2 stops22h 02m
MadisonPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Sat 3/1
11:14 am-1:14 pm
2 stops24h 00m
Punta Cana
Wed 3/5
6:10 pm-1:04 pm
2 stops20h 54m
MadisonPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Mon 2/10
6:35 am-5:15 pm
1 stop8h 40m
Punta Cana
Fri 2/14
3:30 pm-10:42 pm
1 stop9h 12m
MadisonSaint Thomas Island
MSN - STT
MSNSTT
Madison Truax Field
Wed 4/2
4:21 pm-10:50 am
1 stop17h 29m
Saint Thomas Island Cyril E King
Tue 4/8
5:50 pm-10:37 am
2 stops17h 47m
MadisonPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Mon 2/10
6:30 am-5:11 pm
1 stop8h 41m
Punta Cana
Fri 2/14
1:00 pm-9:11 pm
2 stops10h 11m
MadisonPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Wed 2/5
11:43 am-11:55 am
1 stop22h 12m
Punta Cana
Sun 2/9
5:40 pm-10:12 am
1 stop18h 32m
Best time to book a flight from Madison to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Madison with our price prediction graph.
Travel insights for flights from Madison to Caribbean
Get recent, data-driven insights about flights from Madison to Caribbean including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Madison to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Madison to Caribbean (average of $254). Flying from Madison to Caribbean in March is currently the most expensive (average of $378). 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 MSN to CB?
Find hourly flight availability from Madison 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 January 17, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Caribbean as you normally would.
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 January 17, 2025.
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.