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Madison

$303+ Cheap flights from Jamaica to Madison (MSN)

MBJ — MSN
Sep 28 — Oct 51
Mon 9/28
Mon 10/5
1 adult, Economy
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Cheap flight deals from Jamaica to Madison

One-way flights from Jamaica to Madison

Wed 9/231:00 pm -
2 stops21h 51m
Deal found 8/24$303
Wed 9/2312:22 pm -
3 stops28h 58m
Deal found 8/24$450

Find flight deals from Jamaica to Madison

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FlightHub
3 stars

Most trusted provider

FlightHub
3 stars
Provider with most accurate pricing for Montego Bay Sangster Intl-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Madison Truax Field flights.
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Montego BayMadison

MBJ Montego Bay Sangster Intl - MSN Madison Truax Field

MBJMSN

Montego Bay Sangster Intl

Wed 9/23

12:22 pm-5:20 pm

3 stops28h 58m

$450

Montego BayMadison

MBJ Montego Bay Sangster Intl - MSN Madison Truax Field

MBJMSN

Montego Bay Sangster Intl

Wed 9/23

2:09 pm-8:50 pm

1 stop30h 41m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/24

Sorted by cheapest first

Best time to book a flight from Jamaica to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Jamaica with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Madison

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Madison

Read through reviews of airlines operating flights from Jamaica to Madison, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
12,022 reviews

Boarding

7.5

Entertainment

6.8

Crew

7.9

Comfort

7.2

Food

6.4

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Sherif,Aug 2026

YYZ - ORD

Terrible. Will not fly it again. Constant delays. Canceled flight because a pilot didn't show up the AA stated it was weather related. AA is also liars and didn't want to take responsibility or pay. Delayed luggage. Just horrible all the way around. Second time with this. Lost luggage on a previous flight. Back to Delta.
American Airlines
7.1
Good
12,022 reviews
American Airlines
7.1
Good
12,022 reviews

Boarding

7.5

Entertainment

6.8

Crew

7.9

Comfort

7.2

Food

6.4

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Sherif,Aug 2026

YYZ - ORD

Terrible. Will not fly it again. Constant delays. Canceled flight because a pilot didn't show up the AA stated it was weather related. AA is also liars and didn't want to take responsibility or pay. Delayed luggage. Just horrible all the way around. Second time with this. Lost luggage on a previous flight. Back to Delta.

Related info for your journey

  • What airport do you fly into for flights to Madison from Jamaica?

    If you book a flight to Madison from Jamaica, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

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

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

  • How can I find direct flights from Jamaica to Madison?

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

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

    Yes. Cheapflights offers flight deals from Jamaica 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.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Sun Prairie
Middleton
Fitchburg

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Top airline flying from Jamaica to Madison

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$316Average$484FlexibilityNo cancel feeOn-time71%

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