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.
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.