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Cheap flights from Madison to Caribbean from $190

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 5/14. 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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0 bags

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Find the cheapest flights from Madison to Caribbean

Cheap round-trip flights

These are some of the best round-trip flight deals from Madison to Caribbean that have been recently found on momondo from popular airlines, departing in the coming months.
American Airlines Logo
8:27 pm - 4:20 pmMSN-SJU
18h 53m2 stops
American Airlines Logo
3:55 pm - 9:28 pmSJU-MSN
6h 33m1 stop
$225American Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
8:27 pm - 2:47 pmMSN-SJU
17h 20m2 stops
American Airlines Logo
3:55 pm - 11:14 pmSJU-MSN
8h 19m2 stops
$317American Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
7:00 am - 7:48 pmMSN-SJU
11h 48m2 stops
Delta Logo
1:55 pm - 11:21 pmSJU-MSN
10h 26m2 stops
$377Delta
Find Deal
Fri, May 30 - Sat, Jun 7
American Airlines Logo
5:00 am - 10:30 pmMSN-SJU
16h 30m1 stop
American Airlines Logo
6:30 am - 10:54 pmSJU-MSN
17h 24m1 stop
$379American Airlines
Find Deal
Wed, May 14 - Mon, May 19
United Airlines Logo
2:35 pm - 11:54 pmMSN-SJU
8h 19m1 stop
United Airlines Logo
3:56 pm - 10:33 pmSJU-MSN
7h 37m1 stop
$389United Airlines
Find Deal
Wed, Jul 16 - Tue, Jul 29
United Airlines Logo
12:55 pm - 11:54 pmMSN-SJU
9h 59m1 stop
United Airlines Logo
1:05 am - 12:13 pmSJU-MSN
12h 08m2 stops
$392United Airlines
Find Deal
Tue, Jun 3 - Mon, Jun 16
Delta Logo
6:45 am - 3:12 pmMSN-SJU
7h 27m1 stop
Delta Logo
4:25 pm - 11:27 pmSJU-MSN
8h 02m1 stop
$405Delta
Find Deal
Sat, Aug 2 - Sat, Aug 9
 Logo
6:30 am - 6:00 pmMSN-STT
10h 30m2 stops
 Logo
2:10 pm - 9:41 pmSTT-MSN
8h 31m1 stop
Tue, Sep 30 - Sat, Oct 4
 Logo
6:30 am - 6:00 pmMSN-STT
10h 30m2 stops
 Logo
2:10 pm - 9:41 pmSTT-MSN
8h 31m1 stop
Tue, Oct 14 - Sat, Oct 18
Air Canada Logo
3:58 pm - 11:15 amMSN-MBJ
19h 17m2 stops
Air Canada Logo
12:05 pm - 3:02 pmMBJ-MSN
26h 57m2 stops
$2,273Air Canada
Find Deal
Thu, Aug 28 - Mon, Sep 1

United Airlines flights from Madison to Caribbean

Our best United Airlines deals on Madison to Caribbean flight tickets
United Airlines
Jul 16
MSN2:35 pmMadison Truax Field
8h 19m
1 stop
SJU11:54 pmSan Juan Luis Munoz Marin Intl
Jul 29
SJU3:56 pmSan Juan Luis Munoz Marin Intl
7h 37m
1 stop
MSN10:33 pmMadison Truax Field
United Airlines
Jun 3
MSN12:55 pmMadison Truax Field
9h 59m
1 stop
SJU11:54 pmSan Juan Luis Munoz Marin Intl
Jun 16
SJU1:05 amSan Juan Luis Munoz Marin Intl
12h 08m
2 stops
MSN12:13 pmMadison Truax Field
United Airlines
Sep 13
MSN10:50 amMadison Truax Field
12h 07m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Sep 19
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 44m
2 stops
MSN1:49 pmMadison Truax Field

Delta flights from Madison to Caribbean

Our best Delta deals on Madison to Caribbean flight tickets
Delta
May 30
MSN7:00 amMadison Truax Field
11h 48m
2 stops
SJU7:48 pmSan Juan Luis Munoz Marin Intl
Jun 7
SJU1:55 pmSan Juan Luis Munoz Marin Intl
10h 26m
2 stops
MSN11:21 pmMadison Truax Field
Delta
Aug 2
MSN6:45 amMadison Truax Field
7h 27m
1 stop
SJU3:12 pmSan Juan Luis Munoz Marin Intl
Aug 9
SJU4:25 pmSan Juan Luis Munoz Marin Intl
8h 02m
1 stop
MSN11:27 pmMadison Truax Field
Delta
May 30
MSN5:30 amMadison Truax Field
6h 46m
1 stop
SJU1:16 pmSan Juan Luis Munoz Marin Intl
Jun 7
SJU1:55 pmSan Juan Luis Munoz Marin Intl
10h 26m
2 stops
MSN11:21 pmMadison Truax Field

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, August 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 $407. If you don’t want to visit Caribbean in August, 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 21 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $542 when searching 21 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.

Cheap Madison to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Caribbean

Best Price Found

$190

Fastest flight time

5h 08m

Direct flights

None

Airports in Caribbean

7 airports
The best one-way flight to Caribbean from Madison in the past 72 hours is $190. The best round-trip flight deal from Madison to Caribbean found on momondo in the last 72 hours is $225.
The fastest flight from Madison to Caribbean takes 5h 08m
There are no direct flights from Madison to Caribbean. Popular non-direct routes for this connection are Madison Truax Field Airport - Punta Cana Airport and Madison Truax Field Airport - San Juan Luis Munoz Marin Intl Airport.
There are 7 airports near Caribbean: Nassau Intl (NAS), Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

  • 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?

  • 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
DeltaPriceFrom $264Free CancellationRating
8.0
7,934 reviews
Search Delta flights
American AirlinesPriceFrom $330Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $331Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights

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.


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1 adult
Tue 5/6
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