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Madison

$132+ Cheap flights from Caribbean to Madison (MSN)

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MSN
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Caribbean to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$311
(American Airlines)

One-way from

$132
(United Airlines)
From Caribbean to Madison Truax Field
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One-way flight from Caribbean to Madison Truax Field
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Find flight deals from Caribbean to Madison

Cheapest flights from Caribbean to Madison
Explore the most affordable flight options available from Caribbean to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This American Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/231:00 pmSJU - MSN
2 stops11h 48mAmerican Airlines
Sun 1/1211:43 amMSN - SJU
1 stop10h 15mAmerican Airlines
Deal found 12/22$311
This United Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/262:05 amSJU - MSN
2 stops11h 35mUnited Airlines
Sun 1/1212:40 pmMSN - SJU
2 stops15h 32mUnited Airlines
Deal found 12/21$635
This United Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:55 pmMBJ - MSN
2 stops20h 45mUnited Airlines
Sat 10/45:30 pmMSN - MBJ
2 stops19h 55mUnited Airlines
Deal found 12/22$666
This Delta deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/283:05 pmMBJ - MSN
1 stop8h 40mDelta
Tue 10/75:45 amMSN - MBJ
1 stop6h 03mDelta
Deal found 12/20$747
This American Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3011:15 amMBJ - MSN
2 stops11h 45mAmerican Airlines
Tue 10/76:49 pmMSN - MBJ
2 stops18h 06mAmerican Airlines
Deal found 12/22$756
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/261:18 pmSJU - MSN
2 stops26h 47mMultiple Airlines
Mon 12/304:00 pmMSN - SJU
3 stops28h 30mMultiple Airlines
Deal found 12/21$952
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/253:13 amSJU - MSN
2 stops12h 47mDelta
Mon 12/307:00 amMSN - SJU
2 stops13h 44mDelta
Deal found 12/21$1,646
This Justfly.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/292:45 pmMBJ - MSN
2 stops26h 55mAir Canada
Tue 10/73:55 pmMSN - MBJ
2 stops27h 30mAir Canada
Deal found 12/22$1,846

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 2,558,603 searches. Data last updated December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NassauMadison

NAS - MSN

NASMSN

Nassau Intl

Sat 1/18

3:57 pm-9:20 pm

1 stop6h 23m

Madison Truax Field

Sat 1/25

8:12 am-2:55 pm

1 stop5h 43m

$635

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 1/20

8:05 am-11:50 pm

1 stop17h 45m

Madison Truax Field

Mon 1/27

6:00 am-9:38 pm

2 stops13h 38m

$711

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 1/1

2:28 pm-8:39 pm

1 stop7h 11m

Madison Truax Field

Tue 10/7

5:45 am-11:48 am

1 stop6h 03m

$795

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 1/1

11:28 am-11:03 pm

1 stop12h 35m

Madison Truax Field

Fri 10/10

6:43 am-1:47 pm

1 stop7h 04m

$853

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Sun 1/19

2:05 am-4:43 pm

2 stops16h 38m

Madison Truax Field

Mon 1/27

6:30 am-12:36 am

2 stops16h 06m

$910

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Sun 1/5

3:20 pm-11:40 am

2 stops21h 20m

Madison Truax Field

Sun 1/19

3:53 pm-2:37 pm

2 stops21h 44m

$1,116

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 1/13

2:05 am-11:54 am

2 stops11h 49m

$132

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 1/14

3:23 pm-10:39 pm

2 stops9h 16m

$156

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 1/14

8:45 am-9:08 am

3 stops26h 23m

$177

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Sat 12/28

6:20 am-4:13 pm

1 stop11h 53m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 14 results
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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.

Travel insights for flights from Caribbean to Madison

Get recent, data-driven insights about flights from Caribbean to Madison including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean to Madison?

Currently, January is the cheapest month in which you can book a flight from Caribbean to Madison (average of $338). Flying from Caribbean to Madison in June is currently the most expensive (average of $423). 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.

What is the cheapest time of day to fly from CB to MSN?

Find hourly flight availability from Caribbean to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

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.

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

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 December 22, 2024.
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,594 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,028 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Sun Country Air
7.0
Good
392 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $132. Delta flights start at $156 while deals on American Airlines start at $179 one-way.

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

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

  • 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.

  • What is the cheapest month to book a flight from Caribbean to Madison?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Madison (average of $338). Flying from Caribbean to Madison in June is currently the most expensive (average of $423). 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 2,558,603 searches. Data last updated December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$334Average$489FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$443Average$516FlexibilityNo cancel feeOn-time69%
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