$162+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Aug 13 — Aug 201
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Montego Bay with Cheapflights
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Best
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One-way
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 July 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 July 14, 2026.
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 12/47:05 pm
MSN
- MBJ
2 stops18h 07m
American Airlines
Thu 12/103:12 pm
MBJ
- MSN
1 stop17h 54m
American Airlines
Deal found 7/9![American Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 7/13. 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.
Sun 9/136:00 am
MSN
- MBJ
1 stop5h 48m
Delta
Sat 9/192:26 pm
MBJ
- MSN
1 stop8h 27m
Delta
Deal found 7/13![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 9/134:21 pm
MSN
- MBJ
2 stops18h 41m
American Airlines
Sat 9/1912:05 pm
MBJ
- MSN
1 stop22h 46m
American Airlines
Deal found 7/10![American Airlines logo]()
$374
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.
Sat 9/55:46 pm
MSN
- MBJ
2 stops17h 48m
American Airlines
Sat 9/125:16 pm
MBJ
- MSN
2 stops17h 35m
American Airlines
Deal found 7/9![American Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/14. 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.
Fri 11/65:00 am
MSN
- MBJ
1 stop7h 48m
United Airlines
Wed 11/112:54 pm
MBJ
- MSN
1 stop8h 59m
United Airlines
Deal found 7/14![United Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/14. 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.
Fri 11/63:55 pm
MSN
- MBJ
2 stops17h 11m
American Airlines
Wed 11/1110:56 am
MBJ
- MSN
2 stops14h 16m
American Airlines
Deal found 7/14![American Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 7/12. 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.
Wed 12/95:00 am
MSN
- MBJ
1 stop7h 46m
United Airlines
Sat 12/125:26 pm
MBJ
- MSN
2 stops17h 18m
United Airlines
Deal found 7/12![United Airlines logo]()
$415
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 July 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 July 14, 2026.
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.
Sun 9/134:21 pm
MSN
- MBJ
2 stops18h 41m
American Airlines
Sat 9/191:54 pm
MBJ
- MSN
2 stops18h 20m
American Airlines
Deal found 7/9![American Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 7/14. 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.
Fri 11/65:00 am
MSN
- MBJ
1 stop7h 48m
United Airlines
Wed 11/112:54 pm
MBJ
- MSN
1 stop8h 59m
United Airlines
Deal found 7/14![United Airlines logo]()
$392
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 12/47:05 pm
MSN
- MBJ
2 stops18h 07m
American Airlines
Thu 12/104:23 pm
MBJ
- MSN
2 stops16h 43m
American Airlines
Deal found 7/9![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 7/11. 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 11/83:55 pm
MSN
- MBJ
2 stops20h 00m
American Airlines
Thu 11/1210:56 am
MBJ
- MSN
2 stops12h 54m
American Airlines
Deal found 7/11![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 7/14. 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.
Fri 11/63:55 pm
MSN
- MBJ
2 stops17h 11m
American Airlines
Wed 11/1110:56 am
MBJ
- MSN
2 stops14h 16m
American Airlines
Deal found 7/14![American Airlines logo]()
$397
Last-minute flights from Madison to Montego BayDiscover last-minute flight deals from Madison to Montego Bay. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Montego Bay. Data last updated July 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/13. 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 7/175:11 pm
MSN
- MBJ
2 stops18h 36m
American Airlines
Sun 7/192:09 pm
MBJ
- MSN
2 stops19h 02m
American Airlines
Deal found 7/13![American Airlines logo]()
$630
This United Airlines deal was found by Cheapflights users on 7/13. 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 7/1710:43 am
MSN
- MBJ
2 stops28h 43m
United Airlines
Fri 7/242:40 pm
MBJ
- MSN
2 stops17h 59m
United Airlines
Deal found 7/13![United Airlines logo]()
$757
This American Airlines deal was found by Cheapflights users on 7/11. 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 7/255:52 pm
MSN
- MBJ
2 stops17h 33m
American Airlines
Wed 7/2912:25 pm
MBJ
- MSN
1 stop11h 17m
American Airlines
Deal found 7/11![American Airlines logo]()
$497
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.
Sun 8/26:43 pm
MSN
- MBJ
2 stops18h 48m
American Airlines
Mon 8/105:08 pm
MBJ
- MSN
2 stops17h 15m
American Airlines
Deal found 7/9![American Airlines logo]()
$645
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 8/26:50 am
MSN
- MBJ
1 stop9h 24m
American Airlines
Mon 8/35:14 pm
MBJ
- MSN
2 stops18h 59m
American Airlines
Deal found 7/10![American Airlines logo]()
$770
This Delta deal was found by Cheapflights users on 7/10. 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.
Sun 8/25:48 am
MSN
- MBJ
1 stop7h 18m
Delta
Mon 8/31:09 pm
MBJ
- MSN
1 stop9h 29m
Delta
Deal found 7/10![Delta logo]()
$800
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Tue 8/45:00 am
MSN
- MBJ
1 stop8h 36m
American Airlines
Tue 8/113:23 pm
MBJ
- MSN
1 stop8h 06m
American Airlines
Deal found 7/12![American Airlines logo]()
$720
This United Airlines deal was found by Cheapflights users on 7/12. 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 8/45:00 am
MSN
- MBJ
2 stops10h 10m
United Airlines
Tue 8/114:12 pm
MBJ
- MSN
2 stops19h 46m
United Airlines
Deal found 7/12![United Airlines logo]()
$760
This United Airlines deal was found by Cheapflights users on 7/14. 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.
Fri 8/283:55 pm
MSN
- MBJ
2 stops21h 35m
United Airlines
Fri 9/412:52 pm
MBJ
- MSN
2 stops21h 12m
United Airlines
Deal found 7/14![United Airlines logo]()
$752
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 July 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 July 14, 2026.
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/315:00 am
MSN
- MBJ
1 stop8h 12m
American Airlines
Deal found 7/11![American Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 7/13. 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 9/55:00 am
MSN
- MBJ
1 stop8h 12m
American Airlines
Deal found 7/13![American Airlines logo]()
$172
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.
Mon 7/205:00 am
MSN
- MBJ
2 stops10h 10m
United Airlines
Deal found 7/9![United Airlines logo]()
$201
This American Airlines deal was found by Cheapflights users on 7/13. 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 9/16:30 am
MSN
- MBJ
1 stop6h 58m
American Airlines
Deal found 7/13![American Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 7/10. 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 9/26:00 am
MSN
- MBJ
1 stop8h 23m
American Airlines
Deal found 7/10![American Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 8/26:43 pm
MSN
- MBJ
2 stops18h 48m
American Airlines
Deal found 7/10![American Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Wed 9/210:27 am
MSN
- MBJ
3 stops25h 50m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$261
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 July 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $352 (American Airlines) |
One-way from | $162 (American Airlines) |
Popular in | September |
Cheapest in | August |
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 July 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 - MBJ
MSNMBJ
Madison Truax Field
Sun 9/13
4:21 pm-11:02 am
2 stops18h 41m
Montego Bay Sangster Intl
Sat 9/19
1:54 pm-8:14 am
2 stops18h 20m
$367
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Fri 12/4
7:05 pm-2:12 pm
2 stops18h 07m
Montego Bay Sangster Intl
Thu 12/10
4:23 pm-8:06 am
2 stops16h 43m
$367
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Sun 11/8
3:55 pm-12:55 pm
2 stops20h 00m
Montego Bay Sangster Intl
Thu 11/12
10:56 am-10:50 pm
2 stops12h 54m
$377
Quickest round-trip
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Fri 11/6
5:00 am-1:48 pm
1 stop7h 48m
Montego Bay Sangster Intl
Wed 11/11
2:54 pm-10:53 pm
1 stop8h 59m
$392
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Fri 11/6
3:55 pm-10:06 am
2 stops17h 11m
Montego Bay Sangster Intl
Wed 11/11
10:56 am-12:12 am
2 stops14h 16m
$397
Cheapest one-way
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Mon 8/31
5:00 am-1:12 pm
1 stop8h 12m
$162
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Sat 9/5
5:00 am-1:12 pm
1 stop8h 12m
$162
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Mon 7/20
5:00 am-3:10 pm
2 stops10h 10m
$201
Quickest one-way
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Tue 9/1
6:30 am-1:28 pm
1 stop6h 58m
$237
MadisonMontego Bay
MSN - MBJ
MSNMBJ
Madison Truax Field
Sun 8/2
6:43 pm-1:31 pm
2 stops18h 48m
$243
Showing 1-10 of 12 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 July.
| 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 July 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.
Crew
8.1
Boarding
7.7
Food
6.7
Comfort
7.3
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Crew
8.1
Boarding
7.7
Food
6.7
Comfort
7.3
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Crew
8.1
Boarding
7.7
Food
6.7
Comfort
7.3
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
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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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 July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$689 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$484 | Average$632 | FlexibilityNo cancel fee | On-time71% |