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Cheap flights from Caribbean to Madison (MSN) from $145

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 7/11. 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.
SJU — MSN
May 27 — Jun 31
From?
To?
Mon 5/27
Mon 6/3
1 adult, Economy
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How far in advance should I book a flight from Caribbean to Madison?

Find a great deal and save up to 115% by booking at least 19 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Caribbean to Madison within the next two weeks, with the cheapest ticket starting at $546.

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

Flights from Caribbean to Madison lean towards being more expensive in June. Prices are generally better when you fly from Caribbean to Madison in September, with the cheapest ticket starting at $297.

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

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

Cheap American Airlines flights from Caribbean to Madison

Explore cheap flight options specifically provided by American Airlines for the route between Caribbean and Madison. 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 2,708,702 searches. Data last updated May 22, 2024.
Tue 8/278:00 amSJU - MSN
1 stop15h 19mAmerican Airlines
Sat 9/76:38 amMSN - SJU
2 stops12h 33mAmerican Airlines
Deal found 5/21$333
Tue 8/278:00 amSJU - MSN
1 stop15h 19mAmerican Airlines
Sat 9/77:11 amMSN - SJU
1 stop16h 11mAmerican Airlines
Deal found 5/21$341
Thu 7/188:00 amSJU - MSN
1 stop14h 59mAmerican Airlines
Tue 7/237:15 amMSN - SJU
1 stop14h 20mAmerican Airlines
Deal found 5/21$461
Thu 7/188:00 amSJU - MSN
1 stop14h 59mAmerican Airlines
Tue 7/236:05 amMSN - SJU
2 stops12h 35mAmerican Airlines
Deal found 5/21$500
Thu 6/208:00 amSJU - MSN
1 stop15h 30mAmerican Airlines
Thu 6/277:13 amMSN - SJU
1 stop14h 17mAmerican Airlines
Deal found 5/21$548
Wed 7/171:30 amSJU - MSN
1 stop10h 17mAmerican Airlines
Tue 7/237:15 amMSN - SJU
1 stop14h 20mAmerican Airlines
Deal found 5/21$583
Wed 7/171:30 amSJU - MSN
1 stop10h 17mAmerican Airlines
Tue 7/236:05 amMSN - SJU
2 stops12h 35mAmerican Airlines
Deal found 5/21$621
Thu 7/1811:49 amSJU - MSN
2 stops11h 10mAmerican Airlines
Tue 7/236:05 amMSN - SJU
2 stops12h 35mAmerican Airlines
Deal found 5/21$696
Thu 6/208:00 amSJU - MSN
1 stop15h 30mAmerican Airlines
Thu 6/277:13 amMSN - SJU
2 stops13h 21mAmerican Airlines
Deal found 5/21$710

Cheap Delta flights from Caribbean to Madison

Explore cheap flight options specifically provided by Delta for the route between Caribbean and Madison. 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 2,708,702 searches. Data last updated May 22, 2024.
Tue 8/278:15 amSJU - MSN
2 stops13h 59mDelta
Sat 9/710:45 amMSN - SJU
2 stops11h 39mDelta
Deal found 5/21$334
Tue 8/278:15 amSJU - MSN
2 stops13h 59mDelta
Sat 9/710:45 amMSN - SJU
2 stops11h 39mDelta
Deal found 5/21$367

Cheap Caribbean to Madison flights in May & June 2024

Find cheap flight options from Caribbean to Madison specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,708,702 searches. Prices were last updated on May 22, 2024.
Thu 6/208:00 amSJU - MSN
1 stop15h 30mAmerican Airlines
Thu 6/277:13 amMSN - SJU
1 stop14h 17mAmerican Airlines
Deal found 5/21$548
Thu 6/204:07 pmSJU - MSN
2 stops28h 57mFrontier
Thu 6/279:04 pmMSN - SJU
2 stops16h 57mFrontier
Deal found 5/21$597
Thu 6/208:00 amSJU - MSN
1 stop15h 30mAmerican Airlines
Thu 6/277:13 amMSN - SJU
2 stops13h 21mAmerican Airlines
Deal found 5/21$710
Wed 6/191:05 amSJU - MSN
2 stops21h 07mUnited Airlines
Thu 6/276:32 amMSN - SJU
1 stop7h 10mUnited Airlines
Deal found 5/21$852

Caribbean to Madison 2024 flight deals

Discover exclusive flight deals for travel between Caribbean and Madison in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,708,702 searches. Data last updated May 22, 2024.
Tue 8/278:00 amSJU - MSN
1 stop15h 19mAmerican Airlines
Sat 9/76:38 amMSN - SJU
2 stops12h 33mAmerican Airlines
Deal found 5/21$333
Tue 8/278:15 amSJU - MSN
2 stops13h 59mDelta
Sat 9/710:45 amMSN - SJU
2 stops11h 39mDelta
Deal found 5/21$334
Tue 8/278:00 amSJU - MSN
1 stop15h 19mAmerican Airlines
Sat 9/77:11 amMSN - SJU
1 stop16h 11mAmerican Airlines
Deal found 5/21$341
Tue 8/278:15 amSJU - MSN
2 stops13h 59mDelta
Sat 9/710:45 amMSN - SJU
2 stops11h 39mDelta
Deal found 5/21$367
Sat 12/218:00 amMBJ - MSN
1 stop10h 06mDelta
Sat 1/185:52 pmMSN - MBJ
2 stops17h 31mDelta
Deal found 5/21$443
Sat 12/213:07 pmMBJ - MSN
2 stops19h 46mUnited Airlines
Sat 1/185:30 pmMSN - MBJ
2 stops20h 08mUnited Airlines
Deal found 5/21$456
Thu 7/188:00 amSJU - MSN
1 stop14h 59mAmerican Airlines
Tue 7/237:15 amMSN - SJU
1 stop14h 20mAmerican Airlines
Deal found 5/21$461
Thu 7/188:00 amSJU - MSN
1 stop14h 59mAmerican Airlines
Tue 7/236:05 amMSN - SJU
2 stops12h 35mAmerican Airlines
Deal found 5/21$500
Mon 8/261:05 amSJU - MSN
2 stops11h 46mUnited Airlines
Sat 9/76:30 amMSN - SJU
1 stop7h 12mUnited Airlines
Deal found 5/21$519

One-way flights to Madison from Caribbean

Search for one-way flight options from Caribbean to Madison. 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 2,708,702 searches. Data last updated May 22, 2024.
Thu 7/114:11 pmSJU - MSN
2 stops17h 32mFrontier
Deal found 5/21$145
Thu 6/204:07 pmSJU - MSN
2 stops28h 57mFrontier
Deal found 5/21$163
Wed 7/103:08 pmSJU - MSN
1 stop6h 23mDelta
Deal found 5/21$167
Sat 7/64:31 pmSJU - MSN
2 stops17h 41mFrontier
Deal found 5/21$177
Tue 7/93:08 pmSJU - MSN
1 stop6h 23mDelta
Deal found 5/21$200
Tue 7/97:15 amSJU - MSN
2 stops14h 16mDelta
Deal found 5/21$206
Tue 5/2812:59 amSJU - MSN
1 stop8h 31mMultiple Airlines
Deal found 5/21$261
Fri 7/512:52 pmSJU - MSN
1 stop10h 41mDelta
Deal found 5/21$262
Thu 6/208:00 amSJU - MSN
1 stop15h 30mAmerican Airlines
Deal found 5/21$274

Find flights from Caribbean to Madison within your budget

Customize your flight search to find flights from Caribbean to Madison 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 2,708,702 searches. Data last updated May 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$333 - $612

Route

Depart

Return

Price

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 8/27

1 stop15h 19m

Madison Truax Field

Sat 9/7

2 stops12h 33m

$333

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 8/27

2 stops13h 59m

Madison Truax Field

Sat 9/7

2 stops11h 39m

$334

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 8/27

1 stop15h 19m

Madison Truax Field

Sat 9/7

1 stop16h 11m

$341

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 8/27

2 stops13h 59m

Madison Truax Field

Sat 9/7

2 stops11h 39m

$367

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 7/18

1 stop14h 59m

Madison Truax Field

Tue 7/23

1 stop14h 20m

$461

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 7/18

1 stop14h 59m

Madison Truax Field

Tue 7/23

2 stops12h 35m

$500

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 8/26

2 stops11h 46m

Madison Truax Field

Sat 9/7

1 stop7h 12m

$519

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 6/20

2 stops28h 57m

Madison Truax Field

Thu 6/27

2 stops16h 57m

$597

San Juan Luis Munoz Marin IntlMadison Truax Field

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 8/26

2 stops10h 09m

Madison Truax Field

Sat 9/7

2 stops21h 12m

$612

Flights are sorted by cheapest first

Deals found on 5/21

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

Best time to book a flight from Caribbean to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated May 22, 2024.
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,585 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,870 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,421 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.3
Okay
4,046 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Madison. 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 into for flights to Madison from Caribbean?

    If you book a flight to Madison from Caribbean, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

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

    Yes, there are multiple flights from Caribbean to Madison for under $400. The cheapest flight booked recently is on American Airlines for just $333, but on average you can expect to pay $568.

  • What are the cheapest airlines to fly from Caribbean to Madison one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $145. Delta flights start at $167 while deals on American Airlines start at $274 one-way.

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

    The most popular route from Caribbean to Madison is Montego Bay Sangster Intl - Madison Truax Field. You may also consider San Juan Luis Munoz Marin Intl - Madison Truax Field or Simpson Bay Princess Juliana - Madison Truax Field.

  • What does SJU to MSN mean?

    Great question - SJU to MSN just means San Juan Luis Munoz Marin Intl Airport to Madison Truax Field Airport. Now you’ll know what these unique codes when you look for flights! Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI) are some additional IATA codes for airports related to your trip.

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

    The amount of baggage you can bring on your Caribbean to Madison 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 Caribbean to Madison with specific airlines?

    Yes, Cheapflights allows you to browse and filter Caribbean to Madison 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 Caribbean to Madison that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Madison 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 Caribbean to Madison that allow pets onboard?

    Many airlines flying from Caribbean to Madison 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 Caribbean to Madison?

    Yes, you can often find last-minute deals on Caribbean to Madison 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 Caribbean to Madison flight deals updated?

    The Caribbean to Madison flight deals you see on this page were last updated on 5/22.

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

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

  • When is the best time to book a flight from Caribbean to Madison?

    Currently, February is the cheapest month in which you can book a flight from Caribbean to Madison (average of $335). Flying from Caribbean to Madison in June is currently the most expensive (average of $456). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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

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Top 3 airlines flying from Caribbean to Madison

Discover the top 3 airlines that operate flights from Caribbean to Madison. 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 2,708,702 searches. Data last updated May 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$368Average$444FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$376Average$510FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$519Average$575FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Philadelphia to Atlanta flights
Tampa to Miami flights
Boston to New York flights
Los Angeles to Guadalajara flights
Houston to Atlanta flights
New York to Singapore flights
Seattle to Tokyo flights
New Orleans to Las Vegas flights
Las Vegas to San Francisco flights
Honolulu to Las Vegas flights
Tampa to Orlando flights
Caribbean to Minneapolis flights

Search flights from Caribbean to Madison by cabin class

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

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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 Caribbean to Madison?

Cheapflights makes it easy to find Caribbean to Madison 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 Caribbean to Madison?

Cheapflights simply makes it quick and affordable to book flights from Caribbean to Madison 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 Caribbean to Madison with no change fees?

Yes, we can. To see specific flights from Caribbean to Madison with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Of course! You can now track prices for flights from Caribbean to Madison and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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