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Jamaica

$491+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$491
(American Airlines)

Popular in

October

Cheapest in

January

Average price

$548
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. 12% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 4, 2025.

This American Airlines deal was found by Cheapflights users on 4/3. 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.
Sat 4/264:22 pmMSN - MBJ
1 stop16h 48mAmerican Airlines
Fri 5/212:25 pmMBJ - MSN
1 stop9h 49mAmerican Airlines
Deal found 4/3$491
This Delta deal was found by Cheapflights users on 4/3. 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 4/116:10 amMSN - MBJ
1 stop7h 23mDelta
Wed 5/71:02 pmMBJ - MSN
1 stop8h 11mDelta
Deal found 4/3$513
This United Airlines deal was found by Cheapflights users on 4/3. 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 4/101:05 pmMSN - MBJ
1 stop23h 44mUnited Airlines
Tue 5/62:17 pmMBJ - MSN
2 stops19h 51mUnited Airlines
Deal found 4/3$591
This Justfly.com deal was found by Cheapflights users on 4/3. 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.
Mon 4/75:30 pmMSN - MBJ
2 stops17h 40mAir Canada
Wed 5/712:10 pmMBJ - MSN
2 stops33h 18mAir Canada
Deal found 4/3$1,556

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 April 4, 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

Sat 4/26

4:22 pm-9:10 am

1 stop16h 48m

Montego Bay Sangster Intl

Fri 5/2

12:25 pm-10:14 pm

1 stop9h 49m

$491

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 5/18

6:30 am-1:30 pm

2 stops31h 00m

Montego Bay Sangster Intl

Sun 5/25

4:33 pm-3:14 pm

2 stops22h 41m

$679

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

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, January is the cheapest month in which you can book a flight from Madison to Jamaica (average of $403). Flying from Madison to Jamaica in July is currently the most expensive (average of $569). 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 April 4, 2025.

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

Rainfall in Jamaica by month

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

In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

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

If weather is an important factor for your trip to Jamaica, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 4, 2025.
Read through reviews of airlines operating flights from Madison to Jamaica, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,618 reviews

Comfort

7.3

Entertainment

7.0

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,618 reviews
United Airlines
7.4
Good
8,618 reviews

Comfort

7.3

Entertainment

7.0

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,618 reviews

Comfort

7.3

Entertainment

7.0

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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, January is the cheapest month in which you can book a flight from Madison to Jamaica (average of $403). Flying from Madison to Jamaica in July is currently the most expensive (average of $569). 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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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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$491Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$529Average$589FlexibilityNo cancel feeOn-time69%
DeltaCheapest$534Average$724FlexibilityNo cancel feeOn-timeN/A

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