Menu

Cheap flights from Madison (MSN) to Caribbean

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Madison (MSN) to Caribbean

How far in advance should I book a flight from Madison to Caribbean?

To save on the cost of your flight from Madison to Caribbean, book at least 41 days before your planned departure. Booking around this time can save you about 11% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $380 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $415.

What is the cheapest month to fly from Madison to Caribbean?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, September can be a great choice for travel to Caribbean. Flights to Caribbean from Madison in September are about $380 on average during September, but can be found for as low as $194.

Cheap flights from Madison to Caribbean in August, September 2020

The best prices found for MSN to Caribbean flights for August, September
22 Aug - 30 Aug
$194pp
MSN
Madison Truax Field
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
 
1 STOP
MSN
Madison Truax Field
25 Jul - 2 Aug
$210pp
MSN
Madison Truax Field
Multiple Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
MSN
Madison Truax Field
25 Jul - 1 Aug
$248pp
MSN
Madison Truax Field
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
MSN
Madison Truax Field

Madison to Caribbean 2020 flight deals

Cheap flights to Caribbean from Madison found for this year
22 Aug - 30 Aug
$194pp
MSN
Madison Truax Field
Multiple Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
 
1 STOP
MSN
Madison Truax Field
25 Jul - 2 Aug
$210pp
MSN
Madison Truax Field
Multiple Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
MSN
Madison Truax Field
25 Jul - 1 Aug
$248pp
MSN
Madison Truax Field
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
MSN
Madison Truax Field

Last minute flights from Madison to Caribbean

Late deals on round-trip flights to Caribbean from Madison, departing today and this week
25 Jul - 2 Aug
$210pp
MSN
Madison Truax Field
Multiple Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
MSN
Madison Truax Field
25 Jul - 1 Aug
$248pp
MSN
Madison Truax Field
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
MSN
Madison Truax Field

One-way flights to Caribbean from Madison

The cheapest one-way flights from Madison to Caribbean
2:00 am - 9:25 am
Delta
1 Stop
6h 25m
MSN - SJU
Delta
$295
Delta
10:00 am - 9:41 am
Sun Country Air
2 Stops
46h 41m
MSN - SJU
Sun Country Air
$363
KAYAK
8:10 am - 6:33 pm
Multiple Airlines
2 Stops
9h 23m
MSN - SJU
Multiple Airlines
$2612
United

Related info for your journey

Useful info, stats and facts about Madison to Caribbean flights.

Flight FAQs

From Madison to Caribbean

Are flight prices decreasing from Madison to Caribbean due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Madison and Caribbean for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Madison to Caribbean for under $200 on Cheapflights?

Yes, there are multiple flights from Madison to Caribbean for under $200. The cheapest flight booked recently is on Multiple Airlines for just $194, but on average you can expect to pay $478.

Are there nonstop flights from Madison to Caribbean for under $200 on Cheapflights?

There are no nonstop flights from Madison to Caribbean, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Madison to Caribbean for under $300?

There are currently 2+ open flights from Madison to Caribbean within the next 7 days for less than $300.

What are the most popular airlines that fly from Madison to Caribbean?

Consider American Airlines, Delta or Frontier when booking your flight. These represent the most popular airlines when flying from Madison to Caribbean.

What are the most popular routes from Madison to Caribbean?

While some choose either Madison Truax Field - Simpson Bay Princess Juliana or Madison Truax Field - Port of Spain Piarco Intl, Madison Truax Field - San Juan Luis Munoz Marin Intl is the most popular route from Madison to Caribbean.

What are the cheapest Flights from Madison to Caribbean?

While on average a flight from Madison to Caribbean is generally $407, our data shows the cheapest flight currently is $228. When looking at the most popular route, (Madison Truax Field - San Juan Luis Munoz Marin Intl), you can expect to pay $238 for that flight.

How long is the flight from Madison to Caribbean?

Departing from Madison to Caribbean will take you 5h 35m.

What is the cheapest airline to fly from Madison to Caribbean round-trip?

Our cheapest airline available from Madison to Caribbean is Delta. Our recent data shows that you can find tickets from as low as $520 on this airline.

What are the cheapest airlines to fly from Madison to Caribbean one-way?

$295 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Sun Country Air, with prices from $363.

Arrival points for flights from Madison to Caribbean

Destination information for Caribbean

Things to know before you go. Useful info for your trip from Madison to Caribbean
Today's exchange rate
$1 = $1.00

Airports servicing Madison

Home Caribbean Cheap flights from Madison to Caribbean