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Cheap flights from Jamaica to Madison from $260

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jamaica to Madison departing on 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Jamaica to Madison

Recent round-trip flight deals from Jamaica to Madison

Enter your travel dates to find the best prices.
United Airlines Logo
1:48 pm - 2:58 pm
MBJ
-
MSN
25h 10m1 stop
United Airlines Logo
6:30 am - 3:10 pm
MSN
-
MBJ
8h 40m2 stops
$493United Airlines
Tue, Mar 24 - Fri, May 8
American Airlines Logo
1:14 pm - 11:25 pm
MBJ
-
MSN
10h 11m1 stop
American Airlines Logo
4:22 pm - 9:10 am
MSN
-
MBJ
16h 48m1 stop
$495American Airlines
Tue, Mar 24 - Fri, May 8
WestJet Logo
2:55 pm - 10:50 pm
MBJ
-
MSN
32h 55m2 stops
WestJet Logo
1:31 pm - 7:17 pm
MSN
-
MBJ
28h 46m2 stops
$3,272WestJet
Thu, Jan 29 - Mon, Feb 2

United Airlines flights from Jamaica to Madison

Our best United Airlines deals on Jamaica to Madison flight tickets
United Airlines
Dec 19
MBJ3:20 pmMontego Bay Sangster Intl
24h 45m
2 stops
MSN3:05 pmMadison Truax Field
Jan 4
MSN6:40 amMadison Truax Field
30h 20m
2 stops
MBJ2:00 pmMontego Bay Sangster Intl
$474
Find similar
United Airlines
Mar 24
MBJ1:48 pmMontego Bay Sangster Intl
25h 10m
1 stop
MSN2:58 pmMadison Truax Field
May 8
MSN6:30 amMadison Truax Field
8h 40m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
$493
Find similar
United Airlines
Dec 25
MBJ1:27 pmMontego Bay Sangster Intl
10h 30m
1 stop
MSN10:57 pmMadison Truax Field
Jan 4
MSN5:26 pmMadison Truax Field
19h 34m
2 stops
MBJ2:00 pmMontego Bay Sangster Intl
$517
Find similar

Delta flights from Jamaica to Madison

Our best Delta deals on Jamaica to Madison flight tickets
Delta
Dec 19
MBJ12:35 pmMontego Bay Sangster Intl
10h 51m
1 stop
MSN10:26 pmMadison Truax Field
Jan 4
MSN6:31 amMadison Truax Field
7h 19m
1 stop
MBJ2:50 pmMontego Bay Sangster Intl
$551
Find similar
Delta
Dec 25
MBJ8:00 amMontego Bay Sangster Intl
13h 45m
2 stops
MSN8:45 pmMadison Truax Field
Dec 27
MSN11:12 amMadison Truax Field
8h 29m
1 stop
MBJ8:41 pmMontego Bay Sangster Intl
$620
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jamaica to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Jamaica to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 3/24

1:48 pm-2:58 pm

1 stop25h 10m

Madison Truax Field

Fri 5/8

6:30 am-3:10 pm

2 stops8h 40m

$493

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 3/24

1:14 pm-11:25 pm

1 stop10h 11m

Madison Truax Field

Fri 5/8

4:22 pm-9:10 am

1 stop16h 48m

$495

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 1/29

2:55 pm-10:50 pm

2 stops32h 55m

Madison Truax Field

Mon 2/2

1:31 pm-7:17 pm

2 stops28h 46m

$3,272

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/18

4:05 pm-10:38 pm

1 stop7h 33m

$260

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Mon 2/9

3:20 pm-11:44 pm

1 stop9h 24m

$263

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/11

2:34 pm-11:47 pm

1 stop10h 13m

$264

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/11

1:58 pm-11:47 pm

2 stops10h 49m

$269

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Sun 2/8

4:05 pm-10:50 pm

1 stop7h 45m

$294

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 2/10

12:33 pm-11:47 pm

1 stop12h 14m

$297

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 2/10

12:33 pm-10:40 pm

2 stops11h 07m

$302

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from Jamaica to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Jamaica to Madison is on a Friday when prices can be found for as low as $509. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Saturday is $559.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the afternoon. momondo users have found flights departing from Jamaica to Madison in the afternoon for as low as $509. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is at noon when prices are around $539.

Can stopping save me money on Jamaica to Madison flights?

You could potentially save up to 30% on your flight if you consider stops on a Jamaica to Madison flight.

Cheap Jamaica to Madison flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jamaica to Madison

Fastest flight time

13h 36m

Direct flights

None
The fastest flight from Jamaica to Madison takes 13h 36m
There are no direct flights from Jamaica to Madison. There are no popular flight routes from Jamaica to Madison.
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  • When did momondo last update prices for flights from Jamaica to Madison Truax Field Airport?

    Prices for flights from Jamaica to Madison Truax Field Airport were last updated today.

  • How old do you have to be to fly from Jamaica to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The required travel and health documents for your Madison Truax Field Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madison Truax Field Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Middleton
Baraboo
Portage
Fitchburg
Sun Prairie
Windsor
Cambridge
Oxford
Evansville

Why use momondo?

Why should I use momondo to find a flight deal from Jamaica to Madison?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Jamaica to Madison. momondo saves you time and could save you money on your trip.

Can I find flights from Jamaica to Madison with flexible booking policies on momondo?

All flight searches from Jamaica to Madison on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Jamaica to Madison?

Once you have performed a search for Jamaica to Madison flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Jamaica to Madison right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jamaica to Madison now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Madison and let you know when they change.

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