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Montego Bay

$271+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MBJ
Nov 6 — Nov 131
Thu 11/6
Thu 11/13
1 adult, Economy
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Cheap 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 7, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$539
(United Airlines)

One-way from

$271
(Delta)

Popular in

July

Cheapest in

October

Average price

$470
Provider with most accurate pricing for Madison Truax Field-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Montego Bay Sangster Intl flights.
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From Madison Truax Field to Montego Bay Sangster Intl
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One-way flight from Madison Truax Field to Montego Bay Sangster Intl
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Highest demand for flights based on searches. 9% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 7, 2025.

This American Airlines deal was found by Cheapflights users on 10/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:00 amMSN - MBJ
1 stop8h 00mAmerican Airlines
Tue 11/251:55 pmMBJ - MSN
1 stop10h 56mAmerican Airlines
Deal found 10/6$539
This American Airlines deal was found by Cheapflights users on 10/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:08 pmMSN - MBJ
1 stop16h 12mAmerican Airlines
Wed 12/104:51 pmMBJ - MSN
1 stop7h 49mAmerican Airlines
Deal found 10/6$564
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Tue 12/27:00 amMSN - MBJ
1 stop7h 28mAmerican Airlines
Mon 12/811:13 amMBJ - MSN
2 stops13h 27mAmerican Airlines
Deal found 10/7$569
This American Airlines deal was found by Cheapflights users on 10/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:15 pmMSN - MBJ
1 stop16h 58mAmerican Airlines
Thu 10/3011:50 amMBJ - MSN
1 stop9h 53mAmerican Airlines
Deal found 10/6$629
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Mon 12/86:15 amMSN - MBJ
1 stop7h 14mUnited Airlines
Thu 12/182:48 pmMBJ - MSN
1 stop7h 15mUnited Airlines
Deal found 10/6$649
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Tue 12/236:00 amMSN - MBJ
1 stop6h 20mAmerican Airlines
Thu 1/16:00 pmMBJ - MSN
1 stop17h 37mAmerican Airlines
Deal found 10/7$840

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 October 7, 2025.
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 1/6

6:30 am-1:46 pm

1 stop6h 16m

Montego Bay Sangster Intl

Tue 1/13

3:55 pm-11:44 pm

1 stop8h 49m

$539

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 2/15

4:19 pm-10:05 am

1 stop16h 46m

Montego Bay Sangster Intl

Thu 2/19

11:45 am-9:26 pm

1 stop10h 41m

$539

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 11/18

4:34 pm-1:01 pm

2 stops19h 27m

Montego Bay Sangster Intl

Tue 11/25

3:13 pm-10:23 pm

1 stop8h 10m

$544

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 1/6

5:23 pm-1:44 pm

2 stops19h 21m

Montego Bay Sangster Intl

Tue 1/13

4:16 pm-10:43 am

2 stops19h 27m

$544

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 3/5

6:15 am-2:40 pm

1 stop7h 25m

Montego Bay Sangster Intl

Tue 3/10

11:35 am-10:38 pm

1 stop11h 03m

$564

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 12/4

8:08 pm-1:20 pm

1 stop16h 12m

Montego Bay Sangster Intl

Wed 12/10

3:48 pm-11:40 pm

1 stop8h 52m

$564

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

5:00 am-1:20 pm

1 stop7h 20m

Montego Bay Sangster Intl

Thu 12/11

3:50 pm-11:49 pm

1 stop8h 59m

$564

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 12/2

8:12 pm-2:42 pm

2 stops17h 30m

Montego Bay Sangster Intl

Mon 12/8

11:13 am-11:40 pm

2 stops13h 27m

$569

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 1/15

7:00 am-8:25 pm

2 stops12h 25m

$271

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 1/15

12:12 pm-3:47 pm

3 stops50h 35m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/5

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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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 $595). 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.

What is the cheapest time of day to fly from MSN to MBJ?

Find hourly flight availability from Madison to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 7, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 65% on flights from Madison to Montego Bay by exploring options for tickets at noon.

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 7, 2025.
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
8.0
Very good
7,969 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,969 reviews
Delta
8.0
Very good
7,969 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,957 reviews
Delta
8.0
Very good
7,969 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
11,041 reviews
Delta
8.0
Very good
7,969 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $539, United Airlines can have you in Montego Bay from Madison in 6h 16m. 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 $521. Other airlines that can offer you cheap pricing are American Airlines, from $523, and United Airlines, from $529. You may be able to fly from Madison to Montego Bay for 17% 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 $595). 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
Whitehouse
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 October 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$521Average$680FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$523Average$626FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$529Average$689FlexibilityNo cancel feeOn-time69%

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