$349+ Cheap flights from Jamaica to Madison (MSN)
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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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
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One-way
One-way flights from Jamaica to MadisonSearch for one-way flight options from Jamaica to Madison. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
Search for one-way flight options from Jamaica to Madison. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This United Airlines deal was found by Cheapflights users on 10/12. 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 10/2012:52 pm -
2 stops21h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$349
This Mytrip deal was found by Cheapflights users on 10/12. 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.
Tue 10/2012:45 pm -
3 stops28h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$1,019
Find 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 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
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 7,457,451 searches. Data last updated October 13, 2026.
Use the filters below to find and compare flights from Jamaica to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Tue 10/20
12:52 pm-9:54 am
2 stops21h 02m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$349
Montego BayMadison
MBJ Montego Bay Sangster Intl - MSN Madison Truax Field
MBJMSN
Montego Bay Sangster Intl
Tue 10/20
12:45 pm-5:08 pm
3 stops28h 23m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$1,019
Sorted by cheapest first
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.
MBJ-MSN
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
JM0-MSN
MBJ-MSN
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 13, 2026.
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.
Entertainment
6.8
Boarding
7.4
Comfort
7.2
Crew
7.9
Food
6.4
Overall
7.0
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Entertainment
6.8
Boarding
7.4
Comfort
7.2
Crew
7.9
Food
6.4
Overall
7.0
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 13, 2026.
Jamaica and Madison flights
Browse other Jamaica and Madison flight options. Last updated on October 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$484 | FlexibilityNo cancel fee | On-time71% |