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Cheap flights from Madison to Caribbean Islands from $185

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 2/4. 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 from Madison to Caribbean Islands

The cheapest plane tickets from Madison to Caribbean Islands found on KAYAK recently.
3:59 pm - 1:49 amMSN-SJU
8h 50m1 stop
2:44 am - 2:59 pmSJU-MSN
13h 15m1 stop
$260Frontier
Find Deal
Mon, Mar 10 - Sun, Mar 16
3:59 pm - 8:35 amMSN-SJU
15h 36m1 stop
2:12 pm - 5:39 pmSJU-MSN
28h 27m1 stop
$263Frontier
Find Deal
Mon, Mar 10 - Thu, Mar 13
11:43 am - 12:04 amMSN-SJU
10h 21m2 stops
8:05 am - 11:50 pmSJU-MSN
17h 45m1 stop
$270American Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 12
11:45 am - 10:35 pmMSN-SJU
8h 50m2 stops
6:05 am - 11:23 pmSJU-MSN
18h 18m1 stop
$275American Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 12
6:10 am - 8:10 pmMSN-SJU
13h 00m2 stops
6:15 am - 4:36 pmSJU-MSN
11h 21m1 stop
$355Delta
Find Deal
Tue, Mar 11 - Wed, Mar 19
6:30 am - 9:28 pmMSN-SJU
12h 58m2 stops
2:05 am - 3:08 pmSJU-MSN
15h 03m2 stops
$360United Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 11
6:15 am - 2:38 pmMSN-SJU
7h 23m1 stop
7:35 am - 1:44 pmSJU-MSN
7h 09m1 stop
$365United Airlines
Find Deal
Tue, Mar 11 - Wed, Mar 19
11:34 am - 8:10 pmMSN-SJU
7h 36m1 stop
6:15 am - 4:36 pmSJU-MSN
11h 21m1 stop
$380Delta
Find Deal
Sun, Mar 16 - Thu, Mar 20
6:16 pm - 9:43 amMSN-SJU
13h 27m1 stop
5:22 pm - 5:36 pmSJU-MSN
26h 14m2 stops
Sat, Feb 22 - Tue, Mar 4
6:16 pm - 1:24 pmMSN-SJU
17h 08m1 stop
3:38 am - 5:36 pmSJU-MSN
14h 58m1 stop
Wed, Feb 26 - Tue, Mar 11
11:43 am - 11:58 pmMSN-SJU
10h 15m1 stop
$185American Airlines
Find Deal
Tue, Feb 4
1:05 pm - 11:54 pmMSN-SJU
9h 49m1 stop
$201United Airlines
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Thu, Apr 10
7:17 am - 9:40 pmMSN-SJU
13h 23m1 stop
$203American Airlines
Find Deal
Sun, Jun 22
6:16 pm - 4:25 pmMSN-NAS
21h 09m1 stop
Wed, Feb 26
6:16 pm - 4:25 pmMSN-NAS
21h 09m1 stop
Wed, Feb 26
6:01 am - 5:50 pmMSN-NAS
10h 49m2 stops
$224American Airlines
Find Deal
Wed, Feb 26
4:13 pm - 11:53 amMSN-PUJ
17h 40m1 stop
$241American Airlines
Find Deal
Mon, Feb 24
6:30 am - 12:36 amMSN-SJU
16h 06m3 stops
$566United Airlines
Find Deal
Tue, Feb 4
5:45 am - 2:00 pmMSN-UVF
7h 15m1 stop
$720Delta
Find Deal
Sat, Mar 22
1:05 pm - 2:45 pmMSN-UVF
24h 40m2 stops
$751Air Canada
Find Deal
Sat, Mar 22
6:35 am - 5:15 pmMSN-PUJ
8h 40m1 stop
3:29 pm - 10:39 pmPUJ-MSN
9h 10m1 stop
$701Delta
Find Deal
Thu, Jan 23 - Tue, Jan 28
7:10 am - 3:55 pmMSN-PUJ
6h 45m1 stop
5:04 pm - 11:13 amPUJ-MSN
20h 09m2 stops
$705American Airlines
Find Deal
Thu, Jan 23 - Tue, Jan 28
6:00 am - 5:46 pmMSN-NAS
10h 46m2 stops
12:59 pm - 9:10 pmNAS-MSN
9h 11m2 stops
$885American Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
11:43 am - 12:36 pmMSN-NAS
23h 53m1 stop
7:45 am - 5:49 pmNAS-MSN
11h 04m2 stops
$901American Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
8:12 am - 2:55 pmMSN-NAS
5h 43m1 stop
2:55 pm - 11:43 pmNAS-MSN
9h 48m1 stop
$903United Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
5:42 am - 3:16 pmMSN-SXM
7h 34m1 stop
1:40 pm - 10:49 pmSXM-MSN
11h 09m1 stop
$956Delta
Find Deal
Sun, Jan 26 - Sun, Feb 2
4:16 pm - 2:12 pmMSN-SXM
19h 56m2 stops
5:19 pm - 11:00 amSXM-MSN
19h 41m2 stops
$961American Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
11:14 am - 8:52 pmMSN-MBJ
8h 38m1 stop
4:49 pm - 10:49 pmMBJ-MSN
7h 00m1 stop
$961Delta
Find Deal
Fri, Jan 24 - Mon, Jan 27
5:29 pm - 3:45 pmMSN-ANU
20h 16m2 stops
5:10 pm - 9:27 pmANU-MSN
30h 17m2 stops
$1,136Air Canada
Find Deal
Sat, Jan 25 - Tue, Feb 4
12:40 pm - 3:45 pmMSN-ANU
25h 05m2 stops
5:10 pm - 9:27 pmANU-MSN
30h 17m2 stops
$1,173Air Canada
Find Deal
Sat, Jan 25 - Thu, Feb 6

Frontier flights from Madison to Caribbean Islands

Our best Frontier deals on Madison to Caribbean Islands flight tickets
Frontier
Mar 10
MSN3:59 pmMadison Truax Field
8h 50m
1 stop
SJU1:49 amSan Juan Luis Munoz Marin Intl
Mar 16
SJU2:44 amSan Juan Luis Munoz Marin Intl
13h 15m
1 stop
MSN2:59 pmMadison Truax Field
Frontier
Mar 10
MSN3:59 pmMadison Truax Field
15h 36m
1 stop
SJU8:35 amSan Juan Luis Munoz Marin Intl
Mar 13
SJU2:12 pmSan Juan Luis Munoz Marin Intl
28h 27m
1 stop
MSN5:39 pmMadison Truax Field
Frontier
Mar 10
MSN3:59 pmMadison Truax Field
8h 50m
1 stop
SJU1:49 amSan Juan Luis Munoz Marin Intl
Mar 17
SJU5:45 amSan Juan Luis Munoz Marin Intl
10h 14m
1 stop
MSN2:59 pmMadison Truax Field

Delta flights from Madison to Caribbean Islands

Our best Delta deals on Madison to Caribbean Islands flight tickets
Delta
Mar 11
MSN6:10 amMadison Truax Field
13h 00m
2 stops
SJU8:10 pmSan Juan Luis Munoz Marin Intl
Mar 19
SJU6:15 amSan Juan Luis Munoz Marin Intl
11h 21m
1 stop
MSN4:36 pmMadison Truax Field
Delta
Mar 16
MSN11:34 amMadison Truax Field
7h 36m
1 stop
SJU8:10 pmSan Juan Luis Munoz Marin Intl
Mar 20
SJU6:15 amSan Juan Luis Munoz Marin Intl
11h 21m
1 stop
MSN4:36 pmMadison Truax Field
Delta
Mar 17
MSN6:10 amMadison Truax Field
8h 20m
1 stop
SJU3:30 pmSan Juan Luis Munoz Marin Intl
Mar 19
SJU6:15 amSan Juan Luis Munoz Marin Intl
11h 21m
1 stop
MSN4:36 pmMadison Truax Field

See travel insights to Caribbean Islands from

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 month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Madison, with most prices found around $399. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Madison averaging around $460.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Madison to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets 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 Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Madison to Caribbean Islands in the afternoon for as low as $370. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $701. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Madison when booking 2 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $545 when searching 2 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Madison for as low as $404 on momondo.

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

$185

Fastest flight time

5h 40m

Direct flights

None

Airports in Caribbean Islands

9 airports
The best one-way flight to Caribbean Islands from Madison in the past 72 hours is $185. The best round-trip flight deal from Madison to Caribbean Islands found on momondo in the last 72 hours is $260.
The fastest flight from Madison to Caribbean Islands takes 5h 40m
There are no direct flights from Madison to Caribbean Islands. Popular non-direct routes for this connection are Madison Truax Field Airport - Punta Cana Airport, Madison Truax Field Airport - San Juan Luis Munoz Marin Intl Airport and Madison Truax Field Airport - Nassau Intl Airport.
There are 9 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Castries Hewanorra (UVF), Montego Bay Sangster Intl (MBJ), St. John's V.C. Bird Intl (ANU), 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 $176Free CancellationRating
6.0
3,441 reviews
Search Frontier flights
DeltaPriceFrom $264Free CancellationRating
8.0
8,512 reviews
Search Delta flights
American AirlinesPriceFrom $332Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $396Free CancellationRating
7.4
8,975 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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Popular flights according to clicks in the last 7 days on momondo