$192+ Cheap flights from Madison (MSN) to Montego Bay (MBJ)
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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Montego Bay with Cheapflights
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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 Madison to Montego Bay
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Cheapest flights from Madison to Montego BayExplore the most affordable flight options available from Madison to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
Explore the most affordable flight options available from Madison to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
This American Airlines deal was found by Cheapflights users on 10/10. 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 12/45:19 pm -
1 stop16h 54m
Thu 12/103:59 pm -
1 stop17h 15m
Deal found 10/10![American Airlines logo]()
$433
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:05 am -
1 stop24h 40m
Thu 12/33:28 pm -
1 stop9h 21m
Deal found 10/12![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 10/13. 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 11/127:09 pm -
2 stops15h 53m
Tue 11/173:56 pm -
1 stop8h 47m
Deal found 10/13![American Airlines logo]()
$492
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.
Fri 12/48:15 am -
2 stops29h 24m
Thu 12/103:20 pm -
2 stops24h 30m
Deal found 10/12![United Airlines logo]()
$567
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:40 am -
1 stop7h 10m
Tue 1/54:10 pm -
1 stop7h 45m
Deal found 10/12![Delta logo]()
$631
Best flights from Madison to Montego BayDiscover carefully curated flight deals from Madison to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Madison to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Mon 11/98:41 pm -
2 stops16h 41m
Fri 11/1311:05 am -
2 stops14h 08m
Deal found 10/13![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/13. 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.
Wed 2/246:00 am -
1 stop7h 14m
Sat 3/62:48 pm -
1 stop9h 15m
Deal found 10/13![United Airlines logo]()
$555
This American Airlines deal was found by Cheapflights users on 10/11. 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 12/45:19 pm -
1 stop16h 54m
Thu 12/1011:05 am -
2 stops13h 44m
Deal found 10/11![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Mon 2/15:00 am -
1 stop7h 48m
Fri 2/51:25 pm -
1 stop9h 13m
Deal found 10/9![United Airlines logo]()
$564
This United Airlines deal was found by Cheapflights users on 10/11. 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 12/48:15 am -
2 stops29h 24m
Thu 12/103:20 pm -
2 stops24h 30m
Deal found 10/11![United Airlines logo]()
$567
Last-minute flights from Madison to Montego BayDiscover last-minute flight deals from Madison to Montego Bay. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Montego Bay. Data last updated October 14, 2026 and is based on user searches.
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:46 pm -
2 stops39h 59m
Mon 10/261:40 pm -
2 stops27h 38m
Deal found 10/12![WestJet logo]()
$4,352
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Mon 11/98:41 pm -
1 stop17h 11m
Fri 11/131:02 pm -
1 stop11h 57m
Deal found 10/13![American Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 10/13. 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 11/127:09 pm -
2 stops15h 53m
Tue 11/173:56 pm -
1 stop8h 47m
Deal found 10/13![American Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 10/10. 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 11/255:30 am -
1 stop6h 21m
Wed 12/23:28 pm -
1 stop8h 24m
Deal found 10/10![Delta logo]()
$706
This United Airlines deal was found by Cheapflights users on 10/11. 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 11/253:49 pm -
2 stops19h 24m
Wed 12/23:20 pm -
2 stops19h 41m
Deal found 10/11![United Airlines logo]()
$812
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:05 am -
1 stop24h 40m
Thu 12/33:28 pm -
1 stop9h 21m
Deal found 10/12![American Airlines logo]()
$441
One-way flights from Madison to Montego BaySearch for one-way flight options from Madison to Montego Bay. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Madison to Montego Bay. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/315:45 pm -
2 stops17h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$192
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/112:28 pm -
2 stops20h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Mon 12/288:10 am -
2 stops31h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![United Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/11. 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.
Mon 12/284:33 pm -
1 stop16h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![American Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Thu 12/246:10 pm -
2 stops17h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 10/10. 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 12/245:00 am -
1 stop7h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![United Airlines logo]()
$506
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Thu 12/246:10 pm -
3 stops41h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Breeze Airways logo]()
$622
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 12/287:00 am -
3 stops33h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![WestJet logo]()
$993
Find flight deals from Madison to Montego Bay
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $433 (American Airlines) |
One-way from | $192 (American Airlines) |
Popular in | February |
Cheapest in | June |
Average price | $606 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Montego Bay 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 14, 2026.
Use the filters below to find and compare flights from Madison to Montego Bay that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Thu 12/31
8:32 pm-2:32 pm
1 stop17h 00m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$192
Quickest round-trip
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Fri 1/1
6:40 am-2:50 pm
1 stop7h 10m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$192
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Fri 1/1
12:28 pm-10:12 am
2 stops20h 44m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$237
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Mon 12/28
8:10 am-4:19 pm
2 stops31h 09m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$339
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Mon 12/28
4:33 pm-10:11 am
1 stop16h 38m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$342
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Mon 11/9
8:41 pm-2:22 pm
2 stops16h 41m
Montego Bay Sangster Intl
Fri 11/13
11:05 am-12:13 am
2 stops14h 08m
$437
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Fri 12/4
5:19 pm-11:13 am
1 stop16h 54m
Montego Bay Sangster Intl
Thu 12/10
11:05 am-11:49 pm
2 stops13h 44m
$437
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Thu 12/24
6:10 pm-1:08 pm
2 stops17h 58m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$501
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Thu 12/24
5:00 am-1:48 pm
1 stop7h 48m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$506
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Wed 2/24
6:00 am-2:14 pm
1 stop7h 14m
Montego Bay Sangster Intl
Sat 3/6
2:48 pm-11:03 pm
1 stop9h 15m
$555
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from Madison to Montego Bay
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Montego Bay in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Montego Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Montego Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Montego Bay flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Montego Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Montego Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to Montego Bay
Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Madison with our price prediction graph.
MSN-MBJ
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.
Reviews of airlines servicing Montego Bay
Get insights into the airlines that provide service to Montego Bay. 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 Montego Bay. Reviews last updated October 14, 2026.
Read reviews from past customers who have flown United Airlines and American Airlines from Madison to Montego Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Related info for your journey
Find useful and relevant information for your journey from Madison to Montego Bay. 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 Montego Bay?
Book flights to Montego Bay if you plan to visit one of these locationsLucea
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Complete your trip to Montego Bay by adding a car rental and/or hotel reservation to your travel itinerary.
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Other flights to Montego Bay
Explore flights to Montego Bay departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Madison and Montego Bay flights
Browse other Madison and Montego Bay flight options. Last updated on October 14, 2026.
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Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Madison to Montego Bay
Discover the top 2 airlines that operate flights from Madison to Montego Bay. 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$506 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$406 | Average$630 | FlexibilityNo cancel fee | On-time71% |