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Jamaica

$473+ Cheap flights from Madison (MSN) to Jamaica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Madison to Jamaica

Keep the following information in mind while searching for Madison to Jamaica flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$473
(Delta)

Popular in

July

Cheapest in

October

Average price

$694
Provider with most accurate pricing for Madison Truax Field-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Montego Bay Sangster Intl flights.
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From Madison Truax Field to Jamaica
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Highest demand for flights based on searches. 8% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Madison to Jamaica

Cheapest flights from Madison to Jamaica
Explore the most affordable flight options available from Madison to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Delta deal was found by Cheapflights users on 11/18. 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.
Tue 12/25:38 amMSN - MBJ
1 stop6h 26mDelta
Mon 12/82:29 pmMBJ - MSN
1 stop8h 57mDelta
Deal found 11/18$473
This Delta deal was found by Cheapflights users on 11/19. 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.
Fri 12/55:38 amMSN - MBJ
1 stop7h 35mDelta
Tue 12/93:38 pmMBJ - MSN
2 stops18h 22mDelta
Deal found 11/19$478
This American Airlines deal was found by Cheapflights users on 11/18. 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.
Thu 12/48:08 pmMSN - MBJ
1 stop18h 14mAmerican Airlines
Wed 12/102:27 pmMBJ - MSN
1 stop10h 13mAmerican Airlines
Deal found 11/18$479
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/23:37 pmMSN - MBJ
2 stops20h 23mAmerican Airlines
Mon 12/84:23 pmMBJ - MSN
2 stops19h 08mAmerican Airlines
Deal found 11/19$508
This American Airlines deal was found by Cheapflights users on 11/18. 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.
Fri 12/58:05 amMSN - MBJ
1 stop6h 44mAmerican Airlines
Thu 12/115:04 pmMBJ - MSN
1 stop7h 45mAmerican Airlines
Deal found 11/18$550
This Delta deal was found by Cheapflights users on 11/18. 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.
Tue 12/236:31 amMSN - MBJ
1 stop7h 19mDelta
Thu 1/18:00 amMBJ - MSN
1 stop13h 36mDelta
Deal found 11/18$596
This Delta deal was found by Cheapflights users on 11/20. 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.
Sun 12/286:31 amMSN - MBJ
1 stop7h 19mDelta
Fri 1/22:12 pmMBJ - MSN
1 stop7h 33mDelta
Deal found 11/20$641
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:05 pmMSN - MBJ
2 stops17h 16mAmerican Airlines
Thu 1/111:27 amMBJ - MSN
2 stops11h 34mAmerican Airlines
Deal found 11/20$830

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Jamaica 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 November 20, 2025.
Use the filters below to find and compare flights from Madison to Jamaica that are best for you.

Fly from

Madison

Fly to

Jamaica

Route

Depart

Return

Price

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 12/2

5:38 am-1:04 pm

1 stop6h 26m

Montego Bay Sangster Intl

Mon 12/8

2:29 pm-10:26 pm

1 stop8h 57m

$473

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

5:38 am-1:04 pm

1 stop6h 26m

Montego Bay Sangster Intl

Tue 12/9

2:29 pm-10:26 pm

1 stop8h 57m

$473

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

5:45 am-3:22 pm

1 stop8h 37m

Montego Bay Sangster Intl

Thu 12/11

5:04 pm-10:16 am

2 stops18h 12m

$478

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Mon 12/1

5:00 am-3:28 pm

1 stop9h 28m

Montego Bay Sangster Intl

Tue 12/9

4:51 pm-9:19 am

2 stops17h 28m

$478

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 2/5

5:22 pm-1:34 pm

2 stops19h 12m

Montego Bay Sangster Intl

Sat 2/14

4:29 pm-9:10 am

2 stops17h 41m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Best time to book a flight from Madison to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Madison 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.

Cheapflights Insights

Everything you need to know about your flight from Madison to Jamaica

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

Currently, October is the cheapest month in which you can book a flight from Madison to Jamaica (average of $312). Flying from Madison to Jamaica in July is currently the most expensive (average of $637). 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 MSN to JM?

Find hourly flight availability from Madison to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

When flying from Madison to Jamaica, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 65% versus a flight in the evening.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated November 20, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Madison to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,029 reviews
Delta
7.9
Good
8,002 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,047 reviews
Delta
7.9
Good
8,002 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison to Jamaica. 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 Jamaica?

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

  • How long is the flight from Madison to Jamaica?

    For as low as $473, Delta can have you in Jamaica from Madison in 6h 26m. The distance from Madison to Jamaica is about 1826 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Jamaica 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 Madison to Jamaica?

    Currently, October is the cheapest month in which you can book a flight from Madison to Jamaica (average of $312). Flying from Madison to Jamaica in July is currently the most expensive (average of $637). 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 Madison to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Jamaica

Discover the top 3 airlines that operate flights from Madison to Jamaica. 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$529Average$689FlexibilityNo cancel feeOn-time69%
DeltaCheapest$534Average$564FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$538Average$638FlexibilityNo cancel feeOn-time71%

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