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Cheap flights from Madison to Caribbean Islands from $232

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 Islands departing on 2/13. 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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Find the cheapest flights from Madison to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Madison to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Madison to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from Madison to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Madison to Caribbean Islands

Find recent round-trip train or bus tickets from Madison to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
10:59 am - 11:45 pmMSN-SJU
10h 46m2 stops
4:25 pm - 10:39 pmSJU-MSN
8h 14m1 stop
$264Delta
Find Deal
Tue, Jan 21 - Thu, Jan 23
10:38 am - 10:07 pmMSN-SJU
9h 29m2 stops
6:15 am - 1:46 pmSJU-MSN
9h 31m2 stops
$265American Airlines
Find Deal
Tue, Jan 21 - Thu, Jan 23
11:17 am - 11:45 pmMSN-SJU
10h 28m1 stop
7:30 am - 4:28 pmSJU-MSN
10h 58m1 stop
$334Delta
Find Deal
Wed, Jan 15 - Mon, Jan 27
9:48 am - 10:51 amMSN-STT
23h 03m2 stops
11:46 am - 9:08 amSTT-MSN
23h 22m2 stops
Sat, Jan 11 - Tue, Jan 21
8:12 am - 10:22 pmMSN-SJU
12h 10m2 stops
2:05 am - 3:08 pmSJU-MSN
15h 03m2 stops
$354United Airlines
Find Deal
Tue, Jan 21 - Wed, Jan 22
12:40 pm - 6:12 amMSN-SJU
15h 32m2 stops
2:05 am - 11:54 amSJU-MSN
11h 49m2 stops
$424United Airlines
Find Deal
Sat, Jan 18 - Fri, Jan 24
1:16 pm - 5:00 amMSN-SJU
14h 44m1 stop
5:47 am - 4:52 pmSJU-MSN
12h 05m1 stop
$464American Airlines
Find Deal
Thu, Mar 27 - Thu, Apr 3
5:17 pm - 12:45 pmMSN-PUJ
18h 28m2 stops
1:30 am - 10:16 amPUJ-MSN
33h 46m2 stops
$1,177LATAM Airlines
Find Deal
Tue, Mar 25 - Mon, Mar 31
5:34 pm - 12:45 pmMSN-PUJ
17h 11m2 stops
2:45 am - 10:06 pmPUJ-MSN
21h 21m2 stops
$1,313LATAM Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:27 pm - 4:55 pmMSN-GCM
45h 28m3 stops
6:50 pm - 9:50 pmGCM-MSN
28h 00m3 stops
$7,094British Airways
Find Deal
Wed, Jan 22 - Tue, Jan 28
6:44 am - 10:35 pmMSN-SJU
13h 51m1 stop
$232American Airlines
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Thu, Feb 13
6:15 am - 11:19 pmMSN-SJU
15h 04m2 stops
$257Delta
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Tue, Dec 24
7:16 pm - 1:56 pmMSN-SJU
17h 40m1 stop
$277American Airlines
Find Deal
Thu, Mar 13
6:15 am - 11:19 pmMSN-SJU
15h 04m2 stops
$278Delta
Find Deal
Wed, Dec 25
10:55 am - 2:18 amMSN-SJU
13h 23m2 stops
$303Delta
Find Deal
Fri, Dec 20
6:48 am - 12:42 amMSN-SJU
15h 54m1 stop
$309American Airlines
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Sat, Nov 30
5:18 pm - 4:09 pmMSN-SXM
20h 51m2 stops
$316American Airlines
Find Deal
Thu, Jan 2
6:00 am - 3:51 pmMSN-SXM
7h 51m1 stop
$332United Airlines
Find Deal
Thu, Jan 2
6:00 am - 3:51 pmMSN-SXM
7h 51m1 stop
$337United Airlines
Find Deal
Thu, Jan 2
1:45 pm - 2:40 pmMSN-MBJ
23h 55m2 stops
$674Sun Country Air
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Fri, Dec 20
5:45 am - 3:20 pmMSN-AUA
7h 35m1 stop
4:35 pm - 10:04 pmAUA-MSN
7h 29m1 stop
$856Delta
Find Deal
Tue, Nov 19 - Mon, Nov 25
6:07 pm - 2:00 pmMSN-AUA
17h 53m2 stops
5:59 pm - 10:20 amAUA-MSN
18h 21m2 stops
$861American Airlines
Find Deal
Tue, Nov 19 - Mon, Nov 25
3:50 pm - 1:40 pmMSN-AUA
43h 50m2 stops
3:25 pm - 12:56 amAUA-MSN
35h 31m2 stops
$1,001United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
6:30 am - 4:40 pmMSN-AUA
8h 10m1 stop
3:25 pm - 12:56 amAUA-MSN
35h 31m2 stops
$1,091United Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
6:30 am - 1:46 pmMSN-MBJ
6h 16m1 stop
1:25 pm - 10:01 amMBJ-MSN
21h 36m2 stops
$1,117United Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29
7:00 am - 12:51 pmMSN-AUA
27h 51m1 stop
1:15 pm - 10:48 pmAUA-MSN
11h 33m1 stop
$1,125American Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
6:30 am - 1:46 pmMSN-MBJ
6h 16m1 stop
1:25 pm - 10:55 pmMBJ-MSN
10h 30m1 stop
$1,168United Airlines
Find Deal
Sat, Nov 23 - Fri, Nov 29

Delta flights from Madison to Caribbean Islands

Our best Delta deals on Madison to Caribbean Islands flight tickets
Delta
Jan 21
MSN10:59 amMadison Truax Field
10h 46m
2 stops
SJU11:45 pmSan Juan Luis Munoz Marin Intl
Jan 23
SJU4:25 pmSan Juan Luis Munoz Marin Intl
8h 14m
1 stop
MSN10:39 pmMadison Truax Field
Delta
Jan 15
MSN11:17 amMadison Truax Field
10h 28m
1 stop
SJU11:45 pmSan Juan Luis Munoz Marin Intl
Jan 27
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 58m
1 stop
MSN4:28 pmMadison Truax Field
Delta
Jan 15
MSN11:17 amMadison Truax Field
10h 28m
1 stop
SJU11:45 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 58m
1 stop
MSN4:28 pmMadison Truax Field

American Airlines flights from Madison to Caribbean Islands

Our best American Airlines deals on Madison to Caribbean Islands flight tickets
American Airlines
Jan 21
MSN10:38 amMadison Truax Field
9h 29m
2 stops
SJU10:07 pmSan Juan Luis Munoz Marin Intl
Jan 23
SJU6:15 amSan Juan Luis Munoz Marin Intl
9h 31m
2 stops
MSN1:46 pmMadison Truax Field
American Airlines
Mar 27
MSN1:16 pmMadison Truax Field
14h 44m
1 stop
SJU5:00 amSan Juan Luis Munoz Marin Intl
Apr 3
SJU5:47 amSan Juan Luis Munoz Marin Intl
12h 05m
1 stop
MSN4:52 pmMadison Truax Field
American Airlines
Feb 1
MSN6:38 pmMadison Truax Field
19h 17m
2 stops
PUJ3:55 pmPunta Cana
Feb 6
PUJ1:30 pmPunta Cana
12h 25m
2 stops
MSN11:55 pmMadison Truax Field

How to get the cheapest flight ticket from Madison to Caribbean Islands

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 airline that flies to Caribbean Islands from Madison?

Frontier. Frontier, United Airlines, and American Airlines are the most popular carriers operating from Madison to Caribbean Islands

What is the cheapest Madison to Caribbean Islands flight route?

Madison Truax Field - San Juan Luis Munoz Marin Intl. Fly from Madison Truax Field to San Juan Luis Munoz Marin Intl for the best Madison - Caribbean Islands flight prices

Can stopping save me money on Madison to Caribbean Islands flights?

You could potentially save up to 2% on your flight if you consider stops on a Madison to Caribbean Islands flight.

Cheap Madison to Caribbean Islands flight deals and tips

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

Best Price Found

$232

Fastest flight time

5h 35m

Direct flights

None

Airports in Caribbean Islands

7 airports
The best one-way flight to Caribbean Islands from Madison in the past 72 hours is $232. The best round-trip flight deal from Madison to Caribbean Islands found on momondo in the last 72 hours is $264.
The fastest flight from Madison to Caribbean Islands takes 5h 35m
There are no direct flights from Madison to Caribbean Islands. Popular non-direct routes for this connection are Madison Truax Field Airport - Simpson Bay Princess Juliana Airport, Madison Truax Field Airport - Saint Thomas Island Cyril E King Airport and Madison Truax Field Airport - San Juan Luis Munoz Marin Intl Airport.
There are 7 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Simpson Bay Princess Juliana (SXM), San Juan Luis Munoz Marin Intl (SJU)

  • When did momondo last update prices for flights from Madison Truax Field Airport to Caribbean Islands?

    Prices for flights from Madison Truax Field Airport to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Caribbean Islands?

  • How old do you have to be to fly from Madison Truax Field Airport to Caribbean Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The necessary travel and health documents for your Caribbean Islands 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.

  • What is the most popular plane model from Madison to Caribbean Islands?


Best airlines flying from Madison to Caribbean Islands

Compare and see reviews for airlines that fly from Madison to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $234Free CancellationRating
6.1
3,543 reviews
Search Frontier flights
DeltaPriceFrom $284Free CancellationRating
8.0
8,766 reviews
Search Delta flights
American AirlinesPriceFrom $339Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $358Free CancellationRating
7.4
9,168 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Madison to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Madison to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Madison to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Madison to Caribbean Islands?

Once all potential Madison to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Madison to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Madison are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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