Cheap flights from Madison to Caribbean from $113
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Caribbean departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Madison to Caribbean
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United Airlines flights from Madison to Caribbean
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How to get the cheapest flight ticket from Madison to Caribbean
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Caribbean?
In general, November is the cheapest month to fly from Madison to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $418. If you don’t want to visit Caribbean in November, then you should wait until April to fly from Madison, when ticket prices are also cheap, with an average price of $450.
What is the cheapest day to depart on your flight to Caribbean?
The cheapest day to depart from Madison to Caribbean is on a Monday when prices can be found for as low as $494. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $609. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.
What is the cheapest time of day to depart on your flight to Caribbean?
In the afternoon is the cheapest time of day to fly from Madison to Caribbean when you can find flight prices for as low as $370. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $701.
How far in advance should I book a flight to Caribbean?
You are more likely to see cheaper flights to Caribbean from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $531 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Madison for as low as $356 on momondo.
What is the cheapest airline that flies from Madison Truax Field to Caribbean?
United Airlines, American Airlines, and Delta are the most popular carriers operating from Madison Truax Field to Caribbean
What airlines fly to Caribbean?
American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Madison according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.
Cheap Madison to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Madison to Caribbean
When did momondo last update prices for flights from Madison Truax Field Airport to Caribbean?
Prices for flights from Madison Truax Field Airport to Caribbean are updated daily.
How many operators does momondo search for flights from Madison Truax Field Airport to Caribbean?
The number of operators available for flights from Madison Truax Field Airport to Caribbean is 3 as of July 2025.
How old do you have to be to fly from Madison Truax Field Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Madison Truax Field Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
Best airlines flying from Madison to Caribbean
Compare and see reviews for airlines that fly from Madison to Caribbean with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $264 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $330 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $331 | Free Cancellation | Rating 7.4 8,861 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Madison to Caribbean?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Madison to Caribbean for you.
Can I find flights from Madison to Caribbean with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Madison to Caribbean flights to just show those with flexible booking policies.
How can momondo help me find flights from Madison to Caribbean?
momondo helps you find the best flight between Madison and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Madison to Caribbean right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Madison to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.