$464 Find Cheap Flights from Jamaica to Madison

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madison departing on 7/3. 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

Fri, Jul 3 - Mon, Aug 17
American Airlines Logo
5:14 pm - 12:28 pm
MBJ
-
MSN
19h 14m
2 stops
American Airlines Logo
3:54 pm - 11:37 am
MSN
-
MBJ
19h 43m
2 stops
$464American Airlines
Fri, Jul 3 - Mon, Aug 17
American Airlines Logo
3:02 pm - 12:06 pm
MBJ
-
MSN
21h 04m
1 stop
American Airlines Logo
6:00 am - 2:23 pm
MSN
-
MBJ
8h 23m
1 stop
$548American Airlines
Fri, Jul 3 - Mon, Aug 17
United Airlines Logo
12:52 pm - 8:39 am
MBJ
-
MSN
19h 47m
2 stops
United Airlines Logo
5:00 am - 3:10 pm
MSN
-
MBJ
10h 10m
3 stops
$2,721United Airlines
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 57m.

How many direct flights to Madison are there each day?

There are around 137 direct flights from within Jamaica to Madison every day. Most flights depart in the afternoon, with 34% of flights departing in the afternoon.

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Good to know

Cheapest flight$464
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 956 direct flights from within Jamaica to Madison. The most common day for departures is Sunday, with 16% 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.
7.1
American AirlinesOverall score based on 11686 reviews
7.9Crew
7.5Boarding
7.2Comfort
6.8Entertainment
6.4Food
Airline reviews

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

4.0 OkayVetrikkumaran, Jun 2026
ORD - MEM
Read more American Airlines reviews

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Flight had mechanical issues and it was delayed 30 mins - some of us boarded and then had to deplane.

technology worked well and everything ran smoothly. The seats are quite cramped so please don't try to re-engineer the cabin to squeeze more bodies on board.

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

We sat on plane at gate delayed without communication as to why we were just sitting there

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
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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)