$204+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Jun 15 — Jun 221
Round-trip
1 adult, Economy
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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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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
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Best
Last-minute
One-way
Cheapest flights from Jamaica to MadisonExplore the most affordable flight options available from Jamaica to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.
Explore the most affordable flight options available from Jamaica to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/275:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Mon 8/316:00 am
MSN
- MBJ
1 stop7h 58m
American Airlines
Deal found 5/13![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 5/162:40 pm
MBJ
- MSN
2 stops30h 40m
United Airlines
Sun 9/138:30 pm
MSN
- MBJ
2 stops39h 13m
United Airlines
Deal found 5/12![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 5/162:40 pm
MBJ
- MSN
2 stops30h 40m
United Airlines
Sun 5/318:10 am
MSN
- MBJ
2 stops31h 00m
United Airlines
Deal found 5/12![United Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/161:18 pm
MBJ
- MSN
1 stop7h 41m
Delta
Sun 9/135:45 am
MSN
- MBJ
1 stop7h 24m
Delta
Deal found 5/12![Delta logo]()
$403
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:13 am
MBJ
- MSN
1 stop13h 42m
American Airlines
Thu 9/105:46 pm
MSN
- MBJ
1 stop22h 31m
American Airlines
Deal found 5/12![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:47 pm
MBJ
- MSN
1 stop21h 51m
American Airlines
Tue 9/86:00 am
MSN
- MBJ
1 stop7h 58m
American Airlines
Deal found 5/12![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/295:17 pm
MBJ
- MSN
2 stops17h 40m
American Airlines
Wed 9/96:23 pm
MSN
- MBJ
2 stops18h 22m
American Airlines
Deal found 5/13![American Airlines logo]()
$408
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/164:37 pm
MBJ
- MSN
2 stops18h 25m
American Airlines
Sat 9/125:46 pm
MSN
- MBJ
1 stop22h 31m
American Airlines
Deal found 5/13![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:10 pm
MBJ
- MSN
1 stop8h 22m
American Airlines
Sun 5/316:02 am
MSN
- MBJ
1 stop7h 52m
American Airlines
Deal found 5/12![American Airlines logo]()
$454
Best flights from Jamaica to MadisonDiscover carefully curated flight deals from Jamaica to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 16, 2026.
Discover carefully curated flight deals from Jamaica to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 16, 2026.
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/275:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Mon 8/316:00 am
MSN
- MBJ
1 stop7h 58m
American Airlines
Deal found 5/13![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:14 pm
MBJ
- MSN
2 stops19h 11m
American Airlines
Tue 9/85:47 pm
MSN
- MBJ
2 stops19h 20m
American Airlines
Deal found 5/12![American Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 5/16. 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 5/295:17 pm
MBJ
- MSN
2 stops17h 40m
American Airlines
Wed 9/94:21 pm
MSN
- MBJ
2 stops18h 29m
American Airlines
Deal found 5/16![American Airlines logo]()
$408
Last-minute flights from Jamaica to MadisonDiscover last-minute flight deals from Jamaica to Madison. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Madison. Data last updated May 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:17 am
MBJ
- MSN
2 stops10h 57m
American Airlines
Fri 9/116:23 pm
MSN
- MBJ
2 stops16h 27m
American Airlines
Deal found 5/12![American Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 5/162:40 pm
MBJ
- MSN
2 stops30h 40m
United Airlines
Sun 9/138:30 pm
MSN
- MBJ
2 stops39h 13m
United Airlines
Deal found 5/12![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 5/162:40 pm
MBJ
- MSN
2 stops30h 40m
United Airlines
Sun 5/318:10 am
MSN
- MBJ
2 stops31h 00m
United Airlines
Deal found 5/12![United Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/161:18 pm
MBJ
- MSN
1 stop7h 41m
Delta
Sun 9/135:45 am
MSN
- MBJ
1 stop7h 24m
Delta
Deal found 5/12![Delta logo]()
$403
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:13 am
MBJ
- MSN
1 stop13h 42m
American Airlines
Thu 9/105:46 pm
MSN
- MBJ
1 stop22h 31m
American Airlines
Deal found 5/12![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/164:37 pm
MBJ
- MSN
2 stops18h 25m
American Airlines
Sat 9/125:46 pm
MSN
- MBJ
1 stop22h 31m
American Airlines
Deal found 5/13![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:10 pm
MBJ
- MSN
1 stop8h 22m
American Airlines
Sun 5/316:02 am
MSN
- MBJ
1 stop7h 52m
American Airlines
Deal found 5/12![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/275:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Mon 8/316:00 am
MSN
- MBJ
1 stop7h 58m
American Airlines
Deal found 5/13![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/295:17 pm
MBJ
- MSN
2 stops17h 40m
American Airlines
Wed 9/96:23 pm
MSN
- MBJ
2 stops18h 22m
American Airlines
Deal found 5/13![American Airlines logo]()
$408
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 May 16, 2026.
Search for one-way flight options from Jamaica to Madison. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/282:30 pm
MBJ
- MSN
1 stop9h 25m
American Airlines
Deal found 5/13![American Airlines logo]()
$204
This United Airlines deal was found by Cheapflights users on 5/16. 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 6/22:40 pm
MBJ
- MSN
2 stops32h 25m
United Airlines
Deal found 5/16![United Airlines logo]()
$208
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Fri 5/292:40 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Deal found 5/13![United Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 5/13. 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.
Thu 5/214:59 pm
MBJ
- MSN
2 stops15h 50m
Delta
Deal found 5/13![Delta logo]()
$244
This United Airlines deal was found by Cheapflights users on 5/14. 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 5/214:12 pm
MBJ
- MSN
2 stops28h 55m
United Airlines
Deal found 5/14![United Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 5/234:33 pm
MBJ
- MSN
2 stops19h 05m
United Airlines
Deal found 5/13![United Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 5/13. 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 5/232:55 pm
MBJ
- MSN
1 stop21h 08m
American Airlines
Deal found 5/13![American Airlines logo]()
$276
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 May 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $321 (American Airlines) |
One-way from | $204 (American Airlines) |
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 May 16, 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 - MSN
MBJMSN
Montego Bay Sangster Intl
Wed 5/27
5:17 pm-10:38 am
2 stops17h 21m
Madison Truax Field
Mon 8/31
6:00 am-1:58 pm
1 stop7h 58m
$321
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 7/2
5:14 pm-12:25 pm
2 stops19h 11m
Madison Truax Field
Tue 9/8
5:47 pm-1:07 pm
2 stops19h 20m
$403
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Fri 5/29
5:17 pm-10:57 am
2 stops17h 40m
Madison Truax Field
Wed 9/9
4:21 pm-10:50 am
2 stops18h 29m
$408
Cheapest one-way
Quickest one-way
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 5/28
2:30 pm-11:55 pm
1 stop9h 25m
$204
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Tue 6/2
2:40 pm-11:05 pm
2 stops32h 25m
$208
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Fri 5/29
2:40 pm-8:06 am
2 stops17h 26m
$214
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 5/21
4:59 pm-8:49 am
2 stops15h 50m
$244
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 5/21
4:12 pm-9:07 pm
2 stops28h 55m
$248
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Sat 5/23
4:33 pm-11:38 am
2 stops19h 05m
$267
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Fri 5/22
2:40 pm-10:42 pm
2 stops32h 02m
$286
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 May 16, 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.
Food
6.4
Crew
7.9
Overall
7.1
Entertainment
6.9
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
10.0
ExcellentBeatriz,May 2026
HEL - DFW
Food
6.4
Crew
7.9
Overall
7.1
Entertainment
6.9
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
10.0
ExcellentBeatriz,May 2026
HEL - DFW
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 locationsPortage
Sun Prairie
Middleton
Baraboo
Fitchburg
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Alternative routes for Jamaica to Madison
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jamaica to Madison by cabin class
Find flights from Jamaica to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 May 16, 2026.
Jamaica and Madison flights
Browse other Jamaica and Madison flight options. Last updated on May 16, 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 2,558,603 searches. Data last updated May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$488 | FlexibilityNo cancel fee | On-time71% |