$331+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Aug 9 — Aug 161
Round-trip
1 adult, Economy
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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 July 10, 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 July 10, 2026.
This United Airlines deal was found by Cheapflights users on 7/7. 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 9/1712:52 pm
MBJ
- MSN
2 stops32h 01m
United Airlines
Thu 9/242:49 pm
MSN
- MBJ
2 stops46h 41m
United Airlines
Deal found 7/7![United Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 7/7. 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 9/245:16 pm
MBJ
- MSN
2 stops19h 10m
American Airlines
Thu 10/15:50 pm
MSN
- MBJ
2 stops19h 03m
American Airlines
Deal found 7/7![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 7/7. 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 9/175:16 pm
MBJ
- MSN
2 stops17h 35m
American Airlines
Thu 9/245:51 pm
MSN
- MBJ
1 stop22h 25m
American Airlines
Deal found 7/7![American Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 7/7. 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 9/241:14 pm
MBJ
- MSN
1 stop9h 39m
Delta
Thu 10/16:00 am
MSN
- MBJ
1 stop9h 34m
Delta
Deal found 7/7![Delta logo]()
$455
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/102:40 pm
MBJ
- MSN
2 stops30h 17m
United Airlines
Mon 7/135:00 am
MSN
- MBJ
2 stops32h 30m
United Airlines
Deal found 7/9![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 7/9. 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 7/1012:47 pm
MBJ
- MSN
1 stop10h 06m
American Airlines
Mon 7/135:52 pm
MSN
- MBJ
2 stops17h 55m
American Airlines
Deal found 7/9![American Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/114:33 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Tue 7/145:00 am
MSN
- MBJ
2 stops10h 10m
United Airlines
Deal found 7/9![United Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/102:40 pm
MBJ
- MSN
2 stops30h 17m
United Airlines
Tue 7/145:00 am
MSN
- MBJ
2 stops10h 10m
United Airlines
Deal found 7/9![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/111:52 pm
MBJ
- MSN
1 stop7h 05m
United Airlines
Mon 7/136:29 am
MSN
- MBJ
1 stop29h 14m
United Airlines
Deal found 7/9![United Airlines logo]()
$613
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/111:52 pm
MBJ
- MSN
1 stop7h 05m
United Airlines
Wed 7/156:41 am
MSN
- MBJ
2 stops8h 29m
United Airlines
Deal found 7/9![United Airlines logo]()
$697
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 July 10, 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 July 10, 2026.
This United Airlines deal was found by Cheapflights users on 7/7. 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 9/1712:52 pm
MBJ
- MSN
2 stops32h 01m
United Airlines
Thu 9/242:49 pm
MSN
- MBJ
2 stops46h 41m
United Airlines
Deal found 7/7![United Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 7/7. 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 9/2412:05 pm
MBJ
- MSN
1 stop22h 46m
American Airlines
Thu 10/15:50 pm
MSN
- MBJ
2 stops19h 03m
American Airlines
Deal found 7/7![American Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 7/7. 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 9/241:14 pm
MBJ
- MSN
1 stop9h 39m
Delta
Thu 10/16:00 am
MSN
- MBJ
1 stop9h 34m
Delta
Deal found 7/7![Delta logo]()
$455
This American Airlines deal was found by Cheapflights users on 7/7. 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 9/175:16 pm
MBJ
- MSN
2 stops17h 35m
American Airlines
Thu 9/245:51 pm
MSN
- MBJ
1 stop22h 25m
American Airlines
Deal found 7/7![American Airlines logo]()
$348
Last-minute flights from Jamaica to MadisonDiscover last-minute flight deals from Jamaica to Madison. Data last updated July 10, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Madison. Data last updated July 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/102:40 pm
MBJ
- MSN
2 stops30h 17m
United Airlines
Mon 7/135:00 am
MSN
- MBJ
2 stops32h 30m
United Airlines
Deal found 7/9![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 7/9. 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 7/1012:47 pm
MBJ
- MSN
1 stop10h 06m
American Airlines
Mon 7/135:52 pm
MSN
- MBJ
2 stops17h 55m
American Airlines
Deal found 7/9![American Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/102:40 pm
MBJ
- MSN
2 stops30h 17m
United Airlines
Tue 7/145:00 am
MSN
- MBJ
2 stops10h 10m
United Airlines
Deal found 7/9![United Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 7/9. 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 7/102:31 pm
MBJ
- MSN
1 stop8h 07m
Delta
Tue 7/145:48 am
MSN
- MBJ
1 stop9h 46m
Delta
Deal found 7/9![Delta logo]()
$797
This Delta deal was found by Cheapflights users on 7/9. 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 7/102:31 pm
MBJ
- MSN
1 stop8h 07m
Delta
Mon 7/135:48 am
MSN
- MBJ
1 stop9h 46m
Delta
Deal found 7/9![Delta logo]()
$1,002
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/114:33 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Tue 7/145:00 am
MSN
- MBJ
2 stops10h 10m
United Airlines
Deal found 7/9![United Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/111:52 pm
MBJ
- MSN
1 stop7h 05m
United Airlines
Mon 7/136:29 am
MSN
- MBJ
1 stop29h 14m
United Airlines
Deal found 7/9![United Airlines logo]()
$613
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/111:52 pm
MBJ
- MSN
1 stop7h 05m
United Airlines
Wed 7/156:41 am
MSN
- MBJ
2 stops8h 29m
United Airlines
Deal found 7/9![United Airlines logo]()
$697
This Delta deal was found by Cheapflights users on 7/9. 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 7/124:59 pm
MBJ
- MSN
2 stops15h 12m
Delta
Wed 7/155:48 am
MSN
- MBJ
1 stop6h 04m
Delta
Deal found 7/9![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 7/9. 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 7/121:17 pm
MBJ
- MSN
1 stop9h 21m
Delta
Tue 7/145:48 am
MSN
- MBJ
1 stop9h 46m
Delta
Deal found 7/9![Delta logo]()
$1,048
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 July 10, 2026.
Search for one-way flight options from Jamaica to Madison. Find affordable one-way fares based on user searches. Data last updated July 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
Fri 8/71:32 pm
MBJ
- MSN
3 stops20h 15m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 7/6. 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 8/51:09 pm
MBJ
- MSN
1 stop9h 29m
Delta
Deal found 7/6![Delta logo]()
$338
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/72:12 pm
MBJ
- MSN
1 stop9h 58m
American Airlines
Deal found 7/7![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Wed 8/52:40 pm
MBJ
- MSN
2 stops32h 32m
United Airlines
Deal found 7/6![United Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 8/51:32 pm
MBJ
- MSN
3 stops42h 53m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$675
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 July 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $333 (United Airlines) |
One-way from | $331 (Kiwi.com) |
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 July 10, 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
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 9/17
12:52 pm-8:53 pm
2 stops32h 01m
Madison Truax Field
Thu 9/24
2:49 pm-1:30 pm
2 stops46h 41m
$333
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 9/24
12:05 pm-10:51 am
1 stop22h 46m
Madison Truax Field
Thu 10/1
5:50 pm-12:53 pm
2 stops19h 03m
$348
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 9/17
5:16 pm-10:51 am
2 stops17h 35m
Madison Truax Field
Thu 9/24
5:51 pm-4:16 pm
1 stop22h 25m
$348
Quickest round-trip
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Thu 9/24
1:14 pm-10:53 pm
1 stop9h 39m
Madison Truax Field
Thu 10/1
6:00 am-3:34 pm
1 stop9h 34m
$455
Cheapest one-way
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Fri 8/7
1:32 pm-9:47 am
3 stops20h 15m
$331
Quickest one-way
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Wed 8/5
1:09 pm-10:38 pm
1 stop9h 29m
$338
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Fri 8/7
2:12 pm-12:10 am
1 stop9h 58m
$366
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Wed 8/5
2:40 pm-11:12 pm
2 stops32h 32m
$383
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 July 10, 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
Entertainment
6.8
Boarding
7.5
Comfort
7.2
Overall
7.1
Crew
7.9
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Food
6.4
Entertainment
6.8
Boarding
7.5
Comfort
7.2
Overall
7.1
Crew
7.9
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
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
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.
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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 July 10, 2026.
Jamaica and Madison flights
Browse other Jamaica and Madison flight options. Last updated on July 10, 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 July 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$320 | Average$484 | FlexibilityNo cancel fee | On-time71% |