$383 Find Cheap Flights from Jamaica to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madison departing on 1/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Madison

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Madison, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Jamaica to Madison

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jamaica to Madison that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jamaica to Madison

Multiple Airlines Logo
MBJ-MSN
1826 mimulti-stop
Multiple Airlines Logo
MSN-MBJ
1826 mimulti-stop
Multiple Airlines
Find Deal
Multiple Airlines Logo
KIN-MSN
1888 mimulti-stop
Multiple Airlines Logo
MSN-KIN
1888 mimulti-stop
Multiple Airlines
Find Deal

Everything you should know

Cheapest round-trip
Multiple Airlines
Sun 11/2
MBJ - MSN • multi-stop
Cheapest one-way
$383
Delta
Thu 1/1
MBJ - MSN • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
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.

What are the most popular airlines flying to Truax Field?

The most popular airline among KAYAK users flying to Truax Field is American Airlines, followed by Delta.

American Airlines
American Airlines
#1 most popular
Delta
Delta
#2 most popular
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Good to know

Cheapest flight$383
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.

  • What is the cheapest day to fly to Madison?

    Based on KAYAK data, the cheapest day to fly to Madison is Friday where tickets can be as cheap as $509. On the other hand, the most expensive day to fly is Monday, where prices are $1,457 on average.

  • 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.

  • What is the cheapest time of day to fly to Madison?

    The cheapest time of day to fly to Madison is generally in the evening, when flights cost $509 on average. The most expensive time of day to fly to Madison is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $539.

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

    Each week there are around 438 direct flights from within Jamaica to Madison. The most common day for departures is Wednesday, with 15% 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

 
See real verified KAYAK customer reviews for airlines flying to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Jamaica to Madison. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
7.2
American AirlinesOverall score based on 11034 reviews
6.9Entertainment
7.5Boarding
7.2Comfort
8.0Crew
6.4Food
Airline reviews

Did not get any refreshments. Crew was very nice but limited. Small seats

8.0 ExcellentJohn, Nov 2025TYS - CLT
Read more American Airlines reviews

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Baraboo
Windsor
Evansville
Cambridge
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Everything you need to know for your flight to Madison

Information on the airport you'll fly into in Madison

Madison (MSN)

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