$172+ Cheap flights from Madison (MSN) to Montego Bay (MBJ)
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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Montego Bay 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 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 August 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 August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Sun 9/138:05 pm -
2 stops17h 04m
Sat 9/195:16 pm -
2 stops19h 40m
Deal found 8/11![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/11. 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 8/285:47 pm -
1 stop20h 36m
Fri 9/412:38 pm -
1 stop10h 31m
Deal found 8/11![American Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Sat 9/51:25 pm -
1 stop24h 58m
Sat 9/125:16 pm -
2 stops19h 40m
Deal found 8/11![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/55:46 pm -
2 stops17h 48m
Sat 10/35:16 pm -
2 stops17h 35m
Deal found 8/13![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/47:05 am -
1 stop9h 04m
Thu 12/101:22 pm -
1 stop9h 24m
Deal found 8/13![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:46 pm -
2 stops16h 42m
Sat 12/126:09 pm -
2 stops17h 37m
Deal found 8/14![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/97:05 am -
1 stop9h 04m
Mon 12/141:02 pm -
1 stop23h 39m
Deal found 8/13![American Airlines logo]()
$484
This deal was found by Cheapflights users on 8/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:00 am -
1 stop8h 52m
Wed 12/91:02 pm -
1 stop10h 58m
Deal found 8/13![American Airlines logo]()
$488
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 August 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 August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/245:50 pm -
2 stops19h 03m
Thu 10/12:09 pm -
1 stop6h 41m
Deal found 8/10![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Sun 9/137:17 am -
1 stop8h 59m
Sat 9/195:16 pm -
2 stops19h 40m
Deal found 8/11![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/46:38 pm -
2 stops14h 37m
Thu 12/1011:05 am -
2 stops14h 08m
Deal found 8/13![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/97:05 am -
1 stop9h 04m
Sat 12/126:09 pm -
2 stops17h 37m
Deal found 8/14![American Airlines logo]()
$481
Last-minute flights from Madison to Montego BayDiscover last-minute flight deals from Madison to Montego Bay. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Montego Bay. Data last updated August 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/11. 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 8/285:47 pm -
1 stop20h 36m
Fri 9/412:38 pm -
1 stop10h 31m
Deal found 8/11![American Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 8/11. 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 8/285:00 am -
1 stop8h 12m
Sat 8/293:23 pm -
1 stop8h 06m
Deal found 8/11![American Airlines logo]()
$552
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Sat 9/51:25 pm -
1 stop24h 58m
Sat 9/125:16 pm -
2 stops19h 40m
Deal found 8/11![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/55:46 pm -
2 stops17h 48m
Sat 10/35:16 pm -
2 stops17h 35m
Deal found 8/13![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Sun 9/138:05 pm -
2 stops17h 04m
Sat 9/195:16 pm -
2 stops19h 40m
Deal found 8/11![American Airlines logo]()
$397
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 August 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 August 14, 2026.
This United Airlines deal was found by Cheapflights users on 8/9. 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 9/1212:41 pm -
2 stops23h 02m
Deal found 8/9![United Airlines logo]()
$172
This American Airlines deal was found by Cheapflights users on 8/11. 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 8/285:46 pm -
2 stops17h 56m
Deal found 8/11![American Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 9/16:00 am -
1 stop8h 23m
Deal found 8/13![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/216:00 am -
1 stop8h 23m
Deal found 8/13![American Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:33 am -
3 stops27h 54m
Deal found 8/9![Multiple Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/204:26 pm -
2 stops19h 16m
Deal found 8/13![American Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Thu 9/35:47 pm -
2 stops17h 50m
Deal found 8/11![American Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sat 9/510:27 am -
3 stops25h 50m
Deal found 8/11![Multiple Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Wed 9/25:47 pm -
2 stops17h 50m
Deal found 8/10![American Airlines logo]()
$338
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 August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $397 (American Airlines) |
One-way from | $172 (United Airlines) |
Popular in | June |
Cheapest in | March |
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 2,558,603 searches. Data last updated August 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
Quickest round-trip
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Thu 9/24
5:50 pm-12:53 pm
2 stops19h 03m
Montego Bay Sangster Intl
Thu 10/1
2:09 pm-8:50 pm
1 stop6h 41m
$397
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Sun 9/13
7:17 am-4:16 pm
1 stop8h 59m
Montego Bay Sangster Intl
Sat 9/19
5:16 pm-12:56 pm
2 stops19h 40m
$397
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Fri 12/4
6:38 pm-10:15 am
2 stops14h 37m
Montego Bay Sangster Intl
Thu 12/10
11:05 am-12:13 am
2 stops14h 08m
$417
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Wed 12/9
7:05 am-5:09 pm
1 stop9h 04m
Montego Bay Sangster Intl
Sat 12/12
6:09 pm-10:46 am
2 stops17h 37m
$481
Cheapest one-way
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Sat 9/12
12:41 pm-11:43 am
2 stops23h 02m
$172
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Fri 8/28
5:47 pm-2:23 pm
1 stop20h 36m
$186
Quickest one-way
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Mon 8/31
5:00 am-1:12 pm
1 stop8h 12m
$241
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Fri 8/21
6:00 am-2:23 pm
1 stop8h 23m
$241
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Sat 9/12
10:33 am-2:27 pm
3 stops27h 54m
$270
MadisonMontego Bay
MSN Madison Truax Field - MBJ Montego Bay Sangster Intl
MSNMBJ
Madison Truax Field
Thu 8/20
4:26 pm-11:42 am
2 stops19h 16m
$283
Showing 1-10 of 11 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 August.
| 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 August 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
Crew
8.1
Food
6.7
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Crew
8.1
Food
6.7
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Crew
8.1
Food
6.7
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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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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 August 14, 2026.
Madison and Montego Bay flights
Browse other Madison and Montego Bay flight options. Last updated on August 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 2,558,603 searches. Data last updated August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$665 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$406 | Average$606 | FlexibilityNo cancel fee | On-time71% |