$2,116 Find Cheap Flights from Jamaica to Madison - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Jamaica to Madison

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jamaica to Madison

Sun, Dec 20 - Mon, Dec 28
WestJet Logo
12:45 pm - 2:05 pmMBJ  Montego Bay Sangster Intl-MSN Madison Truax Field
50h 20m2 stops Winnipeg Minneapolis St Paul
WestJet Logo
2:45 pm - 7:35 pmMSN  Madison Truax Field-MBJ Montego Bay Sangster Intl
51h 50m2 stops Minneapolis St Paul Toronto Pearson Intl
$2,116WestJet
Booking Insights

KAYAK's insights & trends for flights to Madison

Get data-powered insights and trends for flights to Madison to help you find the cheapest flights, the best time to fly and much more.

How long is the flight to Madison?

The duration of your flight to Madison depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular route to Madison on KAYAK is from Montego Bay, which takes 6h 47m.

How many direct flights to Madison are there each day?

There are around 192 direct flights from within Jamaica to Madison every day. Most flights depart in the afternoon, with 38% of flights departing in the afternoon.

Good to know

Cheapest flight

$2,116
Flight from Montego Bay to Madison

FAQs - booking Madison flights

  • How far is Madison Truax Field Airport from central Madison?

    The distance between Madison Truax Field Airport and downtown Madison is 5 miles.

  • What is the name of Madison’s airport?

    All flights to Madison land at Madison Truax Field Airport. The airport code is MSN,and it can also be referred to as Truax Field.

  • How does KAYAK find such low prices on flights to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Madison are there each week?

    Each week there are around 1,344 direct flights from within Jamaica to Madison. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Madison

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Madison flight deals.

Reviews of the top airline flying from Jamaica to Madison

 
Need help choosing which airline to fly with to Madison? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.0
American AirlinesOverall score based on 12209 reviews
7.4Boarding
7.9Crew
6.4Food
7.1Comfort
6.8Entertainment
Airline reviews

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

6.0 GoodJames, Aug 2026
Read more American Airlines reviews

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Baraboo
Windsor
Evansville
Waterloo
Oxford
Cambridge

More options for your flight to Madison