HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Madison (MSN) to Caribbean Islands from $212

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MSN — SJU
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Users have found that booking a flight from Madison to Caribbean Islands at least 9 days early can save you up to 106% on average compared to booking a flight this week. If booking 9 days before your flight isn’t an option for you, users have found flights from Madison to Caribbean Islands for as little as $312 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $643 for flights departing within the next 3 days.

What is the cheapest month to fly from Madison to Caribbean Islands?

The best pricing can be found in the month of September. Prices to Caribbean Islands from Madison average $536. You can even find prices in September for less than $536, as users have found deals to Caribbean Islands from as low as $290. The month of June appears to be one of the more expensive times to travel to Caribbean Islands from Madison. Flying in the targeted month can save you up to 41%.

When is the cheapest time to fly from Madison to Caribbean Islands (MSN - EPX)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Caribbean Islands as you normally would.

Cheap Delta flights from Madison to Caribbean Islands

Explore cheap flight options specifically provided by Delta for the route between Madison and Caribbean Islands. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Check out some of the cheapest Delta flights we've come across from Madison to Caribbean Islands. Come back soon if you're not finding the exact deal you're looking for.
Fri 9/65:55 amMSN - SJU
1 stop9h 18mDelta
Mon 9/92:25 pmSJU - MSN
1 stop9h 08mDelta
Deal found 5/5$377
Mon 5/277:20 amMSN - NAS
1 stop6h 43mDelta
Thu 5/301:17 pmNAS - MSN
1 stop10h 46mDelta
Deal found 5/5$443
Mon 5/277:20 amMSN - NAS
1 stop6h 43mDelta
Thu 5/301:17 pmNAS - MSN
2 stops8h 47mDelta
Deal found 5/5$448
Sun 8/185:55 amMSN - GCM
1 stop5h 35mDelta
Fri 8/2312:50 pmGCM - MSN
1 stop9h 52mDelta
Deal found 5/6$522
Sun 8/185:55 amMSN - GCM
1 stop5h 35mDelta
Mon 8/2612:50 pmGCM - MSN
1 stop9h 52mDelta
Deal found 5/6$524
Thu 8/155:55 amMSN - GCM
1 stop5h 35mDelta
Mon 8/2612:50 pmGCM - MSN
1 stop9h 52mDelta
Deal found 5/6$526
Sun 8/187:00 amMSN - GCM
2 stops28h 30mDelta
Fri 8/2312:50 pmGCM - MSN
1 stop9h 52mDelta
Deal found 5/6$527
Sun 8/182:00 pmMSN - GCM
2 stops21h 30mDelta
Sat 8/2412:50 pmGCM - MSN
1 stop9h 52mDelta
Deal found 5/6$529
Sat 8/1710:45 amMSN - GCM
2 stops24h 45mDelta
Mon 8/2612:50 pmGCM - MSN
1 stop9h 52mDelta
Deal found 5/6$531

Cheap American Airlines flights from Madison to Caribbean Islands

Explore cheap flight options specifically provided by American Airlines for the route between Madison and Caribbean Islands. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
To aid your search, here are some of the cheapest American Airlines flights we've found from Madison to Caribbean Islands. Ensure the flight price, dates, time, and airline match your criteria before you book.
Sat 8/246:50 amMSN - SJU
2 stops13h 30mAmerican Airlines
Sat 8/313:50 pmSJU - MSN
1 stop7h 29mAmerican Airlines
Deal found 5/5$396
Wed 9/251:31 pmMSN - SJU
1 stop9h 51mAmerican Airlines
Wed 10/233:54 pmSJU - MSN
1 stop6h 30mAmerican Airlines
Deal found 5/5$398
Fri 9/201:31 pmMSN - SJU
1 stop9h 51mAmerican Airlines
Fri 9/277:32 amSJU - MSN
1 stop16h 27mAmerican Airlines
Deal found 5/5$399
Fri 9/64:28 pmMSN - SJU
2 stops17h 42mAmerican Airlines
Mon 9/96:33 amSJU - MSN
2 stops14h 29mAmerican Airlines
Deal found 5/5$435
Tue 9/36:50 amMSN - PUJ
1 stop7h 59mAmerican Airlines
Fri 9/65:27 pmPUJ - MSN
1 stop17h 56mAmerican Airlines
Deal found 5/5$446
Sat 9/284:28 pmMSN - SJU
2 stops21h 18mAmerican Airlines
Tue 10/13:54 pmSJU - MSN
2 stops19h 51mAmerican Airlines
Deal found 5/4$447
Fri 9/207:21 pmMSN - SJU
2 stops18h 25mAmerican Airlines
Fri 9/275:32 pmSJU - MSN
2 stops17h 51mAmerican Airlines
Deal found 5/5$449
Tue 9/34:24 pmMSN - PUJ
2 stops17h 38mAmerican Airlines
Fri 9/65:27 pmPUJ - MSN
1 stop17h 56mAmerican Airlines
Deal found 5/5$451
Tue 9/34:24 pmMSN - PUJ
2 stops19h 18mAmerican Airlines
Fri 9/66:21 pmPUJ - MSN
2 stops20h 42mAmerican Airlines
Deal found 5/5$452

Cheap Madison to Caribbean Islands flights in May & June 2024

Find cheap flight options from Madison to Caribbean Islands specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 6, 2024.
Check out some of the best flight deals from Madison to Caribbean Islands in 2024. For more flight deals, be sure to check back very soon.
Mon 5/277:20 amMSN - NAS
1 stop6h 43mDelta
Thu 5/301:17 pmNAS - MSN
1 stop10h 46mDelta
Deal found 5/5$443
Mon 5/277:20 amMSN - NAS
1 stop6h 43mDelta
Thu 5/301:17 pmNAS - MSN
2 stops8h 47mDelta
Deal found 5/5$448
Wed 6/55:35 amMSN - NAS
1 stop6h 55mAmerican Airlines
Sun 6/92:25 pmNAS - MSN
1 stop6h 41mAmerican Airlines
Deal found 5/5$488
Wed 6/56:45 amMSN - NAS
2 stops13h 09mAmerican Airlines
Sun 6/92:25 pmNAS - MSN
1 stop6h 41mAmerican Airlines
Deal found 5/5$493
Tue 6/116:20 amMSN - SJU
1 stop16h 00mAmerican Airlines
Sun 6/168:00 amSJU - MSN
1 stop15h 30mAmerican Airlines
Deal found 5/5$500
Tue 5/217:00 amMSN - SJU
2 stops13h 00mAmerican Airlines
Sat 5/251:35 pmSJU - MSN
2 stops10h 45mAmerican Airlines
Deal found 5/5$506
Thu 6/610:30 amMSN - SJU
1 stop11h 50mAmerican Airlines
Mon 6/106:00 amSJU - MSN
1 stop15h 06mAmerican Airlines
Deal found 5/5$519
Fri 6/1410:30 amMSN - SJU
1 stop11h 50mAmerican Airlines
Thu 6/206:15 amSJU - MSN
2 stops17h 15mAmerican Airlines
Deal found 5/5$526
Sun 6/307:13 amMSN - MBJ
1 stop8h 27mAmerican Airlines
Tue 7/92:05 pmMBJ - MSN
1 stop28h 02mAmerican Airlines
Deal found 5/5$526

Madison to Caribbean Islands 2024 flight deals

Discover exclusive flight deals for travel between Madison and Caribbean Islands in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Check out some of the best flight deals from Madison to Caribbean Islands in 2024. For more flight deals, be sure to check back very soon.
Fri 9/65:55 amMSN - SJU
1 stop9h 18mDelta
Mon 9/92:25 pmSJU - MSN
1 stop9h 08mDelta
Deal found 5/5$377
Sat 8/246:50 amMSN - SJU
2 stops13h 30mAmerican Airlines
Sat 8/313:50 pmSJU - MSN
1 stop7h 29mAmerican Airlines
Deal found 5/5$396
Wed 9/251:31 pmMSN - SJU
1 stop9h 51mAmerican Airlines
Wed 10/233:54 pmSJU - MSN
1 stop6h 30mAmerican Airlines
Deal found 5/5$398
Fri 9/201:31 pmMSN - SJU
1 stop9h 51mAmerican Airlines
Fri 9/277:32 amSJU - MSN
1 stop16h 27mAmerican Airlines
Deal found 5/5$399
Sat 9/286:35 amMSN - SJU
1 stop7h 00mUnited Airlines
Mon 9/301:05 amSJU - MSN
2 stops10h 05mUnited Airlines
Deal found 5/5$434
Fri 9/64:28 pmMSN - SJU
2 stops17h 42mAmerican Airlines
Mon 9/96:33 amSJU - MSN
2 stops14h 29mAmerican Airlines
Deal found 5/5$435
Mon 5/277:20 amMSN - NAS
1 stop6h 43mDelta
Thu 5/301:17 pmNAS - MSN
1 stop10h 46mDelta
Deal found 5/5$443
Tue 9/36:50 amMSN - PUJ
1 stop7h 59mAmerican Airlines
Fri 9/65:27 pmPUJ - MSN
1 stop17h 56mAmerican Airlines
Deal found 5/5$446
Sat 9/284:28 pmMSN - SJU
2 stops21h 18mAmerican Airlines
Tue 10/13:54 pmSJU - MSN
2 stops19h 51mAmerican Airlines
Deal found 5/4$447

Madison to Caribbean Islands flights leaving soon

Find last-minute flight options from Madison to Caribbean Islands for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Users seeking a last-minute flight from Madison to Caribbean Islands should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Sat 5/115:55 amMSN - PUJ
1 stop8h 50mDelta
Wed 5/152:50 pmPUJ - MSN
1 stop9h 13mDelta
Deal found 5/5$591
Mon 5/135:37 pmMSN - SDQ
2 stops18h 28mDelta
Thu 5/162:30 pmSDQ - MSN
1 stop20h 39mDelta
Deal found 5/4$666
Mon 5/135:05 pmMSN - SDQ
1 stop19h 00mDelta
Thu 5/162:30 pmSDQ - MSN
1 stop20h 39mDelta
Deal found 5/4$672
Sat 5/118:48 amMSN - PUJ
2 stops26h 52mUnited Airlines
Wed 5/154:35 pmPUJ - MSN
2 stops18h 44mUnited Airlines
Deal found 5/4$686
Mon 5/136:30 amMSN - SDQ
2 stops18h 20mUnited Airlines
Thu 5/161:10 pmSDQ - MSN
2 stops22h 09mUnited Airlines
Deal found 5/4$785
Mon 5/136:11 pmMSN - SDQ
2 stops19h 59mAmerican Airlines
Thu 5/1612:10 pmSDQ - MSN
2 stops11h 13mAmerican Airlines
Deal found 5/5$802
Mon 5/135:55 amMSN - SDQ
1 stop6h 10mDelta
Thu 5/162:30 pmSDQ - MSN
1 stop20h 39mDelta
Deal found 5/5$948
Mon 5/135:48 pmMSN - SDQ
2 stops22h 42mDelta
Thu 5/162:30 pmSDQ - MSN
1 stop20h 39mDelta
Deal found 5/5$978

One-way flights to Caribbean Islands from Madison

Search for one-way flight options from Madison to Caribbean Islands. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Some of the best available deals we've found on one-way flights from Madison to Caribbean Islands. For those needing a return trip from Madison, there is a search form available above.
Tue 9/34:24 pmMSN - MBJ
2 stops18h 43mAmerican Airlines
Deal found 5/5$212
Tue 5/146:11 pmMSN - SJU
1 stop17h 34mAmerican Airlines
Deal found 5/5$276
Thu 10/317:22 amMSN - SJU
2 stops26h 42mAmerican Airlines
Deal found 5/5$306
Thu 10/317:22 amMSN - SJU
1 stop13h 11mAmerican Airlines
Deal found 5/5$311
Tue 5/146:30 amMSN - SJU
2 stops13h 08mUnited Airlines
Deal found 5/5$327
Mon 5/136:11 pmMSN - SJU
2 stops21h 29mAmerican Airlines
Deal found 5/5$396
Mon 5/136:11 pmMSN - SJU
1 stop17h 34mAmerican Airlines
Deal found 5/5$426
Thu 10/318:25 amMSN - SJU
3 stops28h 15mUnited Airlines
Deal found 5/5$471

Find flights from Madison to Caribbean Islands within your budget

Customize your flight search to find flights from Madison to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$377 - $467

Route

Depart

Return

Price

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Fri 9/6

1 stop9h 18m

San Juan Luis Munoz Marin Intl

Mon 9/9

1 stop9h 08m

$377

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Sat 8/24

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Sat 8/31

1 stop7h 29m

$396

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Wed 9/25

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Wed 10/23

1 stop6h 30m

$398

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Fri 9/20

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Fri 9/27

1 stop16h 27m

$399

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/28

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Mon 9/30

2 stops10h 05m

$434

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Fri 9/6

2 stops17h 42m

San Juan Luis Munoz Marin Intl

Mon 9/9

2 stops14h 29m

$435

Madison Truax FieldNassau Intl

MSN - NAS

MSNNAS

Madison Truax Field

Mon 5/27

1 stop6h 43m

Nassau Intl

Thu 5/30

1 stop10h 46m

$443

Madison Truax FieldNassau Intl

MSN - NAS

MSNNAS

Madison Truax Field

Mon 5/27

1 stop6h 43m

Nassau Intl

Thu 5/30

2 stops8h 47m

$448

Madison Truax FieldSan Juan Luis Munoz Marin Intl

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/28

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Mon 9/30

2 stops12h 00m

$467

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated May 6, 2024.
See what other customers who have flown with Delta, American Airlines and United Airlines from Madison to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,818 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,818 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

United Airlines
7.4
Good
11,090 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

American Airlines
7.3
Good
14,697 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Air Canada
7.0
Good
6,915 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Madison to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Caribbean Islands?

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Caribbean Islands. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

  • Can I find flights from Madison to Caribbean Islands for under $400 on Cheapflights?

    Yes, there are multiple flights from Madison to Caribbean Islands for under $400. The cheapest flight booked recently is on Delta for just $377, but on average you can expect to pay $451.

  • Are there last-minute flights available from Madison to Caribbean Islands for under $600?

    There are currently 8+ open flights from Madison to Caribbean Islands within the next 7 days for less than $600.

  • What are the most popular routes from Madison to Caribbean Islands?

    While some choose either Madison Truax Field - Simpson Bay Princess Juliana or Madison Truax Field - Punta Cana, Madison Truax Field - San Juan Luis Munoz Marin Intl is the most popular route from Madison to Caribbean Islands.

  • What are the most popular airlines that fly from Madison to Caribbean Islands?

    When booking a flight from Madison to Caribbean Islands, you may want to consider flying on American Airlines, Delta or Frontier as they are the most popular for this route.

  • What does MSN to SJU mean?

    Madison Truax Field Airport is MSN and San Juan Luis Munoz Marin Intl Airport is SJU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS).

  • Can I find deals for flights from Madison to Caribbean Islands that include extra baggage allowance?

    The amount of baggage you can bring on your Madison to Caribbean Islands flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Madison to Caribbean Islands with specific airlines?

    Yes, Cheapflights allows you to browse and filter Madison to Caribbean Islands flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Madison to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Madison to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Caribbean Islands.

  • Can I find deals for business class flights from Madison to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Madison to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Madison to Caribbean Islands that allow pets onboard?

    Many airlines flying from Madison to Caribbean Islands offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Madison to Caribbean Islands?

    Yes, you can often find last-minute deals on Madison to Caribbean Islands flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Madison to Caribbean Islands flight deals updated?

    The Madison to Caribbean Islands flight deals you see on this page were last updated on 5/5.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.

Milwaukee to Seattle flights
Milwaukee to Las Vegas flights
Milwaukee to LaGuardia flights
Milwaukee to Denver flights
Milwaukee to John F Kennedy Intl flights
Milwaukee to Newark flights
Milwaukee to Boston flights
Madison to Denver flights
Milwaukee to Orlando flights
Madison to LaGuardia flights
Milwaukee to Atlanta flights
Madison to Seattle flights
Madison to Reagan-National flights
Madison to Newark flights
Appleton to Dallas/Fort Worth flights
Madison to John F Kennedy Intl flights
Milwaukee to Hobby flights
Milwaukee to Dallas/Fort Worth flights
Milwaukee to Salt Lake City flights
Madison to Las Vegas flights
Madison to Dulles Intl flights
Milwaukee to Fort Lauderdale flights
Milwaukee to Sky Harbor Intl flights
Milwaukee to George Bush Intcntl flights
Milwaukee to Miami flights
Appleton to Denver flights
Milwaukee to Philadelphia flights
Milwaukee to Cancún flights
Milwaukee to Baltimore flights
Milwaukee to Los Angeles flights
Madison to Portland flights
Milwaukee to Tampa flights
Milwaukee to Minneapolis flights
Appleton to Seattle flights
Milwaukee to Charleston flights
Milwaukee to Nashville flights
Appleton to Las Vegas flights
Appleton to Orlando flights
Madison to Dallas/Fort Worth flights
Madison to Sky Harbor Intl flights
Milwaukee to New Orleans flights
Madison to Atlanta flights
Madison to Fort Myers flights
Madison to Austin flights
Madison to Baltimore flights
Milwaukee to San Francisco flights
Milwaukee to Reagan-National flights
Milwaukee to Dulles Intl flights
Appleton to Savannah flights
Milwaukee to Charlotte flights

Top 4 airlines flying from Madison to Caribbean Islands

Discover the top 4 airlines that operate flights from Madison to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$234Average$275FlexibilityNo cancel feeOn-time62%
Search Frontier flights
American AirlinesCheapest$310Average$692FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$330Average$640FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$380Average$653FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Chicago to Orlando flights
Philadelphia to Los Angeles flights
Seattle to San Diego flights
Miami to The Bahamas flights
Los Angeles to Hawaii flights
Chicago to Minneapolis flights
Los Angeles to London flights
Dallas to Minneapolis flights
Los Angeles to Orlando flights
Los Angeles to Kaua'i flights
Orlando to Toronto flights
Madison to Riviera Maya flights

Search flights from Madison to Caribbean Islands by cabin class

Find flights from Madison to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Saint Peter Jersey
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Naxos
Flights to Ningbo Lishe Intl
Flights to Edremit/Korfez
Flights to Bourgas
Flights to Bodø
Flights to Pellston Emmet County
Flights to Cornwall Newquay
Flights to Ordu/Giresun
Flights to Batumi
Flights to Mason City
Flights to Biarritz Parme
Flights to Zakynthos Dionsios Salomos
Flights to Cortez Montezuma County
Flights to Clermont-Ferrand Aulnat
Flights to Nevsehir
Flights to Hyannis Barnstable
Flights to Girona Costa Brava
Flights to Kagoshima
Flights to Perugia Sant Egidio
Flights to Oran Es Senia
Flights to Chios

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Madison to Caribbean Islands?

Cheapflights makes it easy to find Madison to Caribbean Islands flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Madison to Caribbean Islands?

Cheapflights simply makes it quick and affordable to book flights from Madison to Caribbean Islands by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Madison to Caribbean Islands with no change fees?

Certainly. Search results for flights to Caribbean Islands from Madison shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Madison to Caribbean Islands become cheaper?

Yes, Cheapflights offers price alerts on Madison to Caribbean Islands flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines