HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$293+ Cheap flights from Jamaica 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Jamaica to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Jamaica to Madison

Keep the following information in mind while searching for Jamaica to Madison flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars
Provider with most accurate pricing for Montego Bay Sangster Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Madison Truax Field flights.
Search Deals

Find flight deals from Jamaica to Madison

One-way flights from Jamaica to Madison
Search for one-way flight options from Jamaica to Madison. Find affordable one-way fares based on user searches. Data last updated October 29, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 1/74:05 pmMBJ - MSN
1 stop7h 35mDelta
Deal found 10/28$293
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 1/74:16 pmMBJ - MSN
2 stops19h 27mAmerican Airlines
Deal found 10/28$308
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/73:05 pmMBJ - MSN
3 stops47h 43mMultiple Airlines
Deal found 10/28$327
This American Airlines deal was found by Cheapflights users on 10/28. 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 1/16:00 pmMBJ - MSN
1 stop17h 37mAmerican Airlines
Deal found 10/28$397
This United Airlines deal was found by Cheapflights users on 10/28. 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 1/13:20 pmMBJ - MSN
2 stops19h 50mUnited Airlines
Deal found 10/28$557

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica 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 October 29, 2025.
Use the filters below to find and compare flights from Jamaica to Madison that are best for you.

Fly from

Jamaica

Fly to

Madison

Route

Depart

Return

Price

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 1/7

4:05 pm-10:40 pm

1 stop7h 35m

$293

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 1/7

4:16 pm-10:43 am

2 stops19h 27m

$308

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 1/7

3:05 pm-1:48 pm

3 stops47h 43m

$327

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 1/1

6:00 pm-10:37 am

1 stop17h 37m

$397

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 1/1

3:20 pm-11:48 am

2 stops21h 28m

$557

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Best time to book a flight from Jamaica to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Jamaica 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 Jamaica to Madison
No data available for this route at this time. Please check back soon.

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 October 29, 2025.
Read through reviews of airlines operating flights from Jamaica to Madison, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Overall

7.2

Food

6.4

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Overall

7.2

Food

6.4

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Jamaica 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 Jamaica?

    If you book a flight to Madison from Jamaica, 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 deals for flights from Jamaica to Madison that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Jamaica 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.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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 Jamaica to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Punta Cana to O'Hare Intl flights
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Minneapolis flights
Luis Munoz Marin Intl to Milwaukee flights
Santo Domingo to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Nassau to O'Hare Intl flights
Montego Bay to O'Hare Intl flights
Saint Thomas Island to O'Hare Intl flights
Punta Cana to Minneapolis flights
Luis Munoz Marin Intl to Madison flights
Willemstad to O'Hare Intl flights
Port of Spain to Minneapolis flights
Simpson Bay to Madison flights
Kingston to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Simpson Bay to O'Hare Intl flights
George Town to O'Hare Intl flights
Nassau to Minneapolis flights
Montego Bay to Minneapolis flights
Christiansted to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Roseau to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Oranjestad to Minneapolis flights
Aguadilla to Minneapolis flights
Santiago de los Caballeros to Minneapolis flights
Puerto Plata to Minneapolis flights
Saint Thomas Island to Minneapolis flights
Port of Spain to Milwaukee flights
Georgetown to Minneapolis flights
Montego Bay to Eau Claire flights
Punta Cana to Milwaukee flights
St. John's to O'Hare Intl flights
Montego Bay to Milwaukee flights
Aguadilla to O'Hare Intl flights
Road Town to O'Hare Intl flights
Vieques to O'Hare Intl flights
Port Au Prince to O'Hare Intl flights
Port Au Prince to Minneapolis flights
Nassau to Wausau flights

Top airline flying from Jamaica to Madison

Discover the top airline that operate flights from Jamaica 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$436Average$502FlexibilityNo cancel feeOn-time71%

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.