$202 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 5/8. 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, May 1 - Fri, May 8
United Airlines Logo
2:40 pm - 9:20 pm
MBJ
-
MSN
30h 40m
2 stops
United Airlines Logo
8:55 pm - 12:50 pm
MSN
-
MBJ
15h 55m
1 stop
$312United Airlines
Fri, May 15 - Mon, May 18
American Airlines Logo
2:29 pm - 11:54 pm
MBJ
-
MSN
9h 25m
1 stop
American Airlines Logo
6:45 am - 1:25 pm
MSN
-
MBJ
6h 40m
1 stop
$316American Airlines
Thu, May 7 - Tue, Sep 1
American Airlines Logo
4:37 pm - 10:55 am
MBJ
-
MSN
18h 18m
2 stops
American Airlines Logo
4:21 pm - 9:25 am
MSN
-
MBJ
17h 04m
2 stops
$321American Airlines
Thu, May 7 - Tue, Sep 1
American Airlines Logo
12:25 pm - 10:55 am
MBJ
-
MSN
22h 30m
1 stop
American Airlines Logo
6:46 am - 2:20 pm
MSN
-
MBJ
7h 34m
1 stop
$323American Airlines
Sat, May 23 - Sat, Jun 6
United Airlines Logo
1:52 pm - 8:49 pm
MBJ
-
MSN
6h 57m
1 stop
United Airlines Logo
5:00 am - 3:10 pm
MSN
-
MBJ
10h 10m
2 stops
$331United Airlines
Thu, May 28 - Sun, Aug 30
Delta Logo
4:59 pm - 8:49 am
MBJ
-
MSN
15h 50m
2 stops
Delta Logo
5:50 pm - 1:04 pm
MSN
-
MBJ
19h 14m
2 stops
$363Delta
Fri, May 22 - Sat, Sep 5
American Airlines Logo
12:47 pm - 11:06 pm
MBJ
-
MSN
10h 19m
1 stop
American Airlines Logo
8:26 pm - 12:31 pm
MSN
-
MBJ
16h 05m
1 stop
$386American Airlines
Sat, May 23 - Thu, Sep 3
American Airlines Logo
5:17 pm - 12:55 pm
MBJ
-
MSN
19h 38m
2 stops
American Airlines Logo
4:21 pm - 9:25 am
MSN
-
MBJ
17h 04m
2 stops
$391American Airlines
Fri, May 22 - Wed, Sep 2
American Airlines Logo
2:08 pm - 7:49 am
MBJ
-
MSN
17h 41m
2 stops
American Airlines Logo
9:00 am - 12:03 pm
MSN
-
MBJ
27h 03m
2 stops
$396American Airlines
Fri, May 22 - Fri, Sep 4
American Airlines Logo
5:17 pm - 12:58 pm
MBJ
-
MSN
19h 41m
2 stops
American Airlines Logo
6:00 am - 1:30 pm
MSN
-
MBJ
31h 30m
2 stops
$398American 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.

What is the cheapest flight to Madison?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Madison was found on the route from Montego Bay, at $312 return. The most popular connection is from Denver to Madison and KAYAK users have found round-trip deals for as low as $227 in the last 3 days.

Good to know

Cheapest flight$202
Flight from Montego Bay to Madison

FAQs - booking Madison flights

  • What is the cheapest flight to Madison?

    In the last 3 days, the cheapest flight deal to Madison was found on the route from Montego Bay, at $312 return. The most popular connection is from Denver to Madison and KAYAK users have found round-trip deals for as low as $227 in the last 3 days.

  • 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 571 direct flights from within Jamaica to Madison. The most common day for departures is Sunday, 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.
7.1
American AirlinesOverall score based on 11468 reviews
7.5Boarding
6.4Food
6.9Entertainment
7.9Crew
7.2Comfort
Airline reviews

We changed our flight because of weather. Unfortunately we were on hold for over an hour, but since we were 5 people who all booked individually, we felt more comfortable doing it with an agent. It all worked out in the end.

10.0 ExcellentShelley, Mar 2026
CUN - PHL
Read more American Airlines reviews

We changed our flight because of weather. Unfortunately we were on hold for over an hour, but since we were 5 people who all booked individually, we felt more comfortable doing it with an agent. It all worked out in the end.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Movie selections were very limited. Meals were not f So good.

Older airplane with worn out seats. No entertainment system at all. Connecting to Wi-Fi was problematic and hit and miss.

AA is flying sub par aging 787's to Tokyo. I fly other 787's long haul and these are at the bottom. Seats don't work well, tray tables don't work well and were dirty. The flight was great, the plane was not.

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