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Montego Bay

$312+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from Madison to Montego Bay

Cheapest flights from Madison to Montego Bay
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 February 22, 2026.

This American Airlines deal was found by Cheapflights users on 2/22. 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 5/98:24 pm
MSN
-
MBJ
1 stop15h 49m
American Airlines
Sat 5/163:20 pm
MBJ
-
MSN
1 stop8h 08m
American Airlines
Deal found 2/22$312
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/74:51 pm
MSN
-
MBJ
2 stops19h 00m
American Airlines
Tue 4/214:37 pm
MBJ
-
MSN
2 stops18h 37m
American Airlines
Deal found 2/20$317
This American Airlines deal was found by Cheapflights users on 2/20. 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 9/58:26 pm
MSN
-
MBJ
1 stop16h 05m
American Airlines
Sat 9/1212:43 pm
MBJ
-
MSN
1 stop10h 40m
American Airlines
Deal found 2/20$321
This Delta deal was found by Cheapflights users on 2/20. 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.
Mon 2/235:06 pm
MSN
-
MBJ
1 stop17h 04m
Delta
Tue 3/242:42 pm
MBJ
-
MSN
1 stop8h 16m
Delta
Deal found 2/20$392
This Delta deal was found by Cheapflights users on 2/19. 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.
Mon 2/236:15 pm
MSN
-
MBJ
2 stops17h 38m
Delta
Tue 3/174:49 pm
MBJ
-
MSN
2 stops16h 02m
Delta
Deal found 2/19$397
This Delta deal was found by Cheapflights users on 2/19. 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.
Mon 2/235:06 pm
MSN
-
MBJ
1 stop17h 04m
Delta
Mon 3/164:49 pm
MBJ
-
MSN
2 stops16h 02m
Delta
Deal found 2/19$401
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/316:30 am
MSN
-
MBJ
1 stop7h 34m
American Airlines
Tue 4/74:37 pm
MBJ
-
MSN
2 stops18h 28m
American Airlines
Deal found 2/19$413
This American Airlines deal was found by Cheapflights users on 2/21. 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 4/78:24 pm
MSN
-
MBJ
1 stop15h 49m
American Airlines
Tue 4/142:19 pm
MBJ
-
MSN
1 stop8h 42m
American Airlines
Deal found 2/21$414

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 February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(American Airlines)

Popular in

July

Cheapest in

May

Average price

$689
Provider with most accurate pricing for Madison Truax Field-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Montego Bay Sangster Intl flights.
Search Deals
From Madison Truax Field to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 22, 2026.
Use the filters below to find and compare flights from Madison to Montego Bay that are best for you.

Fly from

Madison

Fly to

Montego Bay

Route

Depart

Return

Price

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 3/31

3:10 pm-9:07 am

2 stops17h 57m

Montego Bay Sangster Intl

Tue 4/7

4:37 pm-11:05 am

2 stops18h 28m

$317

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 6/12

5:00 am-3:10 pm

2 stops10h 10m

Montego Bay Sangster Intl

Thu 6/18

12:52 pm-8:55 am

2 stops20h 03m

$440

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sat 4/18

5:00 am-3:10 pm

2 stops10h 10m

Montego Bay Sangster Intl

Sat 4/25

1:52 pm-9:16 pm

1 stop7h 24m

$485

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 3/5

8:24 pm-1:26 pm

1 stop16h 02m

Montego Bay Sangster Intl

Tue 3/10

10:07 am-10:00 pm

2 stops11h 53m

$494

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 6/12

7:00 am-3:20 pm

1 stop8h 20m

Montego Bay Sangster Intl

Thu 6/18

2:23 pm-10:55 pm

1 stop8h 32m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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 Madison to Montego Bay

What is the cheapest month to book a flight from Madison to Montego Bay?

Currently, October is the cheapest month in which you can book a flight from Madison to Montego Bay (average of $312). Flying from Madison to Montego Bay in July is currently the most expensive (average of $637). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 February 22, 2026.
Read reviews from past customers who have flown Delta, 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.
Delta
7.9
Good
8,241 reviews

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,241 reviews
Delta
7.9
Good
8,241 reviews

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,341 reviews
Delta
7.9
Good
8,241 reviews

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,338 reviews
Delta
7.9
Good
8,241 reviews

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Madison to Montego Bay?

    For as low as $440, American Airlines can have you in Montego Bay from Madison in 10h 10m. The distance between Madison and Montego Bay is about 1826 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Madison to Montego Bay round-trip?

    Cheapflights users have booked flights from Madison to Montego Bay round-trip from $470. Other airlines that can offer you cheap pricing are American Airlines, from $534, and United Airlines, from $563. You may be able to fly from Madison to Montego Bay for 26% less than the average price by searching for these airlines.

  • Can I find deals for flights from Madison to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Madison to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Montego Bay.

  • Can I find deals for business class flights from Madison to Montego Bay?

    Yes. Cheapflights offers flight deals from Madison to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Montego Bay?

    Currently, October is the cheapest month in which you can book a flight from Madison to Montego Bay (average of $312). Flying from Madison to Montego Bay in July is currently the most expensive (average of $637). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Lucea

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Top 3 airlines flying from Madison to Montego Bay

Discover the top 3 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 February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$470Average$540FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$534Average$635FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$563Average$694FlexibilityNo cancel feeOn-time69%

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