$201 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 5/15. 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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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

Thu, May 14 - Mon, Aug 31
American Airlines Logo
10:17 am - 11:54 pm
MBJ
-
MSN
13h 37m
1 stop
American Airlines Logo
6:00 am - 1:58 pm
MSN
-
MBJ
7h 58m
1 stop
$316American Airlines
Thu, May 14 - Mon, Aug 31
Delta Logo
4:59 pm - 8:49 am
MBJ
-
MSN
15h 50m
2 stops
Delta Logo
7:00 am - 3:34 pm
MSN
-
MBJ
8h 34m
2 stops
$317Delta
Thu, May 14 - Sun, Aug 30
Delta Logo
4:59 pm - 8:49 am
MBJ
-
MSN
15h 50m
2 stops
Delta Logo
5:45 am - 3:34 pm
MSN
-
MBJ
9h 49m
1 stop
$320Delta
Fri, Jul 31 - Sat, Aug 22
American Airlines Logo
5:17 pm - 12:34 pm
MBJ
-
MSN
19h 17m
2 stops
American Airlines Logo
5:47 pm - 11:42 am
MSN
-
MBJ
17h 55m
2 stops
$321American Airlines
Fri, May 15 - Wed, Sep 2
American Airlines Logo
4:37 pm - 9:48 am
MBJ
-
MSN
17h 11m
2 stops
American Airlines Logo
5:47 pm - 11:19 am
MSN
-
MBJ
17h 32m
2 stops
$326American Airlines
Sun, May 10 - Thu, Sep 3
American Airlines Logo
4:37 pm - 10:55 am
MBJ
-
MSN
18h 18m
2 stops
American Airlines Logo
4:16 pm - 11:42 am
MSN
-
MBJ
19h 26m
2 stops
$328American Airlines
Sun, May 17 - Wed, Sep 9
American Airlines Logo
4:37 pm - 10:55 am
MBJ
-
MSN
18h 18m
2 stops
American Airlines Logo
5:44 pm - 10:50 am
MSN
-
MBJ
17h 06m
2 stops
$331American Airlines
Sun, May 17 - Wed, Sep 9
American Airlines Logo
4:37 pm - 10:55 am
MBJ
-
MSN
18h 18m
2 stops
American Airlines Logo
6:23 pm - 10:50 am
MSN
-
MBJ
16h 27m
2 stops
$333American Airlines
Fri, Jun 12 - Fri, Jun 19
United Airlines Logo
4:12 pm - 7:02 pm
MBJ
-
MSN
26h 50m
2 stops
United Airlines Logo
8:25 pm - 3:10 pm
MSN
-
MBJ
18h 45m
2 stops
$363United Airlines
Sun, May 10 - Thu, Sep 3
American Airlines Logo
12:56 pm - 11:54 pm
MBJ
-
MSN
10h 58m
2 stops
American Airlines Logo
4:16 pm - 11:42 am
MSN
-
MBJ
19h 26m
2 stops
$379American 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 $316 return. The most popular connection is from Denver to Madison and KAYAK users have found round-trip deals for as low as $229 in the last 3 days.

Good to know

Cheapest flight$201
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 $316 return. The most popular connection is from Denver to Madison and KAYAK users have found round-trip deals for as low as $229 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 1,070 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 11681 reviews
7.9Crew
6.4Food
6.9Entertainment
7.2Comfort
7.5Boarding
Airline reviews

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

10.0 ExcellentStan, Apr 2026
LAX - PHL
Read more American Airlines reviews

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Poor... food was horrible, boarding very slow, service on board mediocre

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Traveling to a place near Madison?

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

Everything you need to know for your flight to Madison

Information on the airport you'll fly into in Madison