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$397+ Cheap flights from Montego Bay (MBJ) to Madison (MSN)

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MSN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Montego Bay to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Montego Bay (MBJ) to Madison (MSN). 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 September 11, 2025.

Round-trip from

$502
(United Airlines)

One-way from

$397
(American Airlines)
From Montego Bay Sangster Intl to Madison Truax Field
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One-way flight from Montego Bay Sangster Intl to Madison Truax Field
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Find flight deals from Montego Bay to Madison

Cheapest flights from Montego Bay to Madison
Explore the most affordable flight options available from Montego Bay to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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 10/302:36 pmMBJ - MSN
1 stop8h 09mUnited Airlines
Mon 12/16:30 amMSN - MBJ
1 stop6h 16mUnited Airlines
Deal found 9/10$502

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montego Bay to Madison 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 September 11, 2025.
Use the filters below to find and compare flights from Montego Bay to Madison that are best for you.

Fly from

Montego Bay

Fly to

Madison

Route

Depart

Return

Price

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 10/30

2:36 pm-10:45 pm

1 stop8h 09m

Madison Truax Field

Mon 12/1

6:30 am-1:46 pm

1 stop6h 16m

$502

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 10/30

1:00 pm-11:01 pm

1 stop10h 01m

Madison Truax Field

Mon 12/1

7:07 am-2:50 pm

1 stop6h 43m

$502

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 1/1

6:00 pm-10:37 am

1 stop17h 37m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Montego Bay to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Montego Bay 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.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with American Airlines from Montego Bay to Madison by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Montego Bay to Madison. 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 Montego Bay to Madison?

    Departing from Montego Bay to Madison will take you 8h 09m. The distance from Montego Bay to Madison is about 1826 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Montego Bay to Madison round-trip?

    American Airlines, at $436, was found to be the cheapest airline from Montego Bay to Madison..

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Montego Bay to Madison 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 Montego Bay to Madison?

    Currently, January is the cheapest month in which you can book a flight from Montego Bay to Madison (average of $338). Flying from Montego Bay to Madison in March is currently the most expensive (average of $422). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Top airline flying from Montego Bay to Madison

Discover the top airline that operate flights from Montego Bay to Madison. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$436Average$502FlexibilityNo cancel feeOn-time71%

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