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Cheap flights from Madison to Jamaica from $172

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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:00 am - 1:46 pm
MSN
-
MBJ
7h 46m
1 stop
United Airlines Logo
2:48 pm - 10:53 pm
MBJ
-
MSN
9h 05m
1 stop
$392United Airlines
Fri, Jan 22 - Fri, Jan 29
American Airlines Logo
3:55 pm - 1:00 pm
MSN
-
MBJ
20h 05m
2 stops
American Airlines Logo
3:12 pm - 12:12 am
MBJ
-
MSN
10h 00m
1 stop
$397American Airlines
Fri, Dec 4 - Thu, Dec 10
Delta Logo
1:28 pm - 12:25 pm
MSN
-
MBJ
21h 57m
2 stops
Delta Logo
6:00 pm - 12:39 pm
MBJ
-
MSN
19h 39m
2 stops
$397Delta
Sun, Dec 6 - Wed, Dec 9
Delta Logo
6:06 pm - 4:35 pm
MSN
-
MBJ
21h 29m
2 stops
Delta Logo
6:00 pm - 12:39 pm
MBJ
-
MSN
19h 39m
2 stops
$397Delta
Sat, Dec 5 - Tue, Dec 8
American Airlines Logo
3:55 pm - 1:00 pm
MSN
-
MBJ
20h 05m
2 stops
American Airlines Logo
3:12 pm - 10:46 pm
MBJ
-
MSN
8h 34m
1 stop
$397American Airlines
Fri, Dec 4 - Wed, Dec 9
American Airlines Logo
4:21 pm - 11:03 am
MSN
-
MBJ
18h 42m
2 stops
American Airlines Logo
5:16 pm - 10:51 am
MBJ
-
MSN
17h 35m
2 stops
$397American Airlines
Sun, Sep 13 - Sat, Sep 19
Delta Logo
5:21 pm - 12:25 pm
MSN
-
MBJ
18h 04m
2 stops
Delta Logo
6:00 pm - 12:39 pm
MBJ
-
MSN
19h 39m
2 stops
$397Delta
Sun, Dec 6 - Tue, Dec 8
United Airlines Logo
2:47 pm - 11:43 am
MSN
-
MBJ
20h 56m
2 stops
United Airlines Logo
12:52 pm - 9:41 am
MBJ
-
MSN
20h 49m
2 stops
$432United Airlines
Tue, Sep 15 - Tue, Sep 22
United Airlines Logo
4:06 pm - 11:43 am
MSN
-
MBJ
19h 37m
2 stops
United Airlines Logo
12:52 pm - 10:14 am
MBJ
-
MSN
21h 22m
1 stop
$435United Airlines
Tue, Sep 15 - Tue, Sep 22
United Airlines Logo
6:30 am - 1:46 pm
MSN
-
MBJ
6h 16m
1 stop
United Airlines Logo
3:36 pm - 9:44 am
MBJ
-
MSN
19h 08m
2 stops
$512United Airlines
Tue, Dec 1 - Wed, Dec 9

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American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets
American Airlines
Dec 4
MSN3:55 pmMadison Truax Field
20h 05m
2 stops
MBJ1:00 pmMontego Bay Sangster Intl
Dec 10
MBJ3:12 pmMontego Bay Sangster Intl
10h 00m
1 stop
MSN12:12 amMadison Truax Field
$397
American Airlines
Sep 5
MSN6:53 pmMadison Truax Field
18h 19m
1 stop
MBJ1:12 pmMontego Bay Sangster Intl
Sep 12
MBJ5:16 pmMontego Bay Sangster Intl
14h 58m
2 stops
MSN8:14 amMadison Truax Field
$402
American Airlines
Sep 5
MSN1:25 pmMadison Truax Field
24h 58m
1 stop
MBJ2:23 pmMontego Bay Sangster Intl
Sep 12
MBJ5:16 pmMontego Bay Sangster Intl
19h 10m
2 stops
MSN12:26 pmMadison Truax Field
$404

United Airlines flights from Madison to Jamaica

Our best United Airlines deals on Madison to Jamaica flight tickets
United Airlines
Jan 22
MSN5:00 amMadison Truax Field
7h 46m
1 stop
MBJ1:46 pmMontego Bay Sangster Intl
Jan 29
MBJ2:48 pmMontego Bay Sangster Intl
9h 05m
1 stop
MSN10:53 pmMadison Truax Field
$392
United Airlines
Sep 15
MSN2:47 pmMadison Truax Field
20h 56m
2 stops
MBJ11:43 amMontego Bay Sangster Intl
Sep 22
MBJ12:52 pmMontego Bay Sangster Intl
20h 49m
2 stops
MSN9:41 amMadison Truax Field
$432
United Airlines
Sep 15
MSN4:06 pmMadison Truax Field
19h 37m
2 stops
MBJ11:43 amMontego Bay Sangster Intl
Sep 22
MBJ12:52 pmMontego Bay Sangster Intl
21h 22m
1 stop
MSN10:14 amMadison Truax Field
$435

momondo Fare Finder

 
Customize your flight search to find flights from Madison to Jamaica 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 August 3, 2026.
Use the filters below to find and compare flights from Madison to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 1/22

5:00 am-1:46 pm

1 stop7h 46m

Montego Bay Sangster Intl

Fri 1/29

2:48 pm-10:53 pm

1 stop9h 05m

$392

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/4

3:55 pm-1:00 pm

2 stops20h 05m

Montego Bay Sangster Intl

Thu 12/10

3:12 pm-12:12 am

1 stop10h 00m

$397

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 12/6

1:28 pm-12:25 pm

2 stops21h 57m

Montego Bay Sangster Intl

Wed 12/9

6:00 pm-12:39 pm

2 stops19h 39m

$397

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sat 12/5

6:06 pm-4:35 pm

2 stops21h 29m

Montego Bay Sangster Intl

Tue 12/8

6:00 pm-12:39 pm

2 stops19h 39m

$397

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/4

3:55 pm-1:00 pm

2 stops20h 05m

Montego Bay Sangster Intl

Wed 12/9

3:12 pm-10:46 pm

1 stop8h 34m

$397

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 9/13

4:21 pm-11:03 am

2 stops18h 42m

Montego Bay Sangster Intl

Sat 9/19

5:16 pm-10:51 am

2 stops17h 35m

$397

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 12/6

5:21 pm-12:25 pm

2 stops18h 04m

Montego Bay Sangster Intl

Tue 12/8

6:00 pm-12:39 pm

2 stops19h 39m

$397

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 9/15

2:47 pm-11:43 am

2 stops20h 56m

Montego Bay Sangster Intl

Tue 9/22

12:52 pm-9:41 am

2 stops20h 49m

$432

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 9/15

4:06 pm-11:43 am

2 stops19h 37m

Montego Bay Sangster Intl

Tue 9/22

12:52 pm-10:14 am

1 stop21h 22m

$435

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 12/1

6:30 am-1:46 pm

1 stop6h 16m

Montego Bay Sangster Intl

Wed 12/9

3:36 pm-9:44 am

2 stops19h 08m

$512

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Jamaica from

How to get the cheapest flight ticket from Madison to Jamaica

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 month to fly to Jamaica?

The cheapest month to fly to Jamaica from Madison is in August. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of August, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $0.

Can stopping save me money on Madison to Jamaica flights?

You could potentially save up to 56% on your flight if you consider stops on a Madison to Jamaica flight.

Cheap Madison to Jamaica flight deals and tips

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

Fastest flight time

7h 46m

Direct flights

None
The fastest flight from Madison to Jamaica takes 7h 46m
There are no direct flights from Madison to Jamaica. There are no popular flight routes from Madison to Jamaica.
Search flight deals

Frequently asked questions about flying from Madison to Jamaica

  • When did momondo last update prices for flights from Madison Truax Field Airport to Jamaica?

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

  • How many operators does momondo search for flights from Madison Truax Field Airport to Jamaica?

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Jamaica.

  • What documentation or ID do you need to fly to Jamaica?

    The required travel and health documents for your Jamaica 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 Jamaica. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Madison to Jamaica

Compare and see reviews for airlines that fly from Madison to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $390Free CancellationRating
7.4
10,058 reviews
Search United Airlines flights
American AirlinesPriceFrom $406Free CancellationRating
7.1
11,842 reviews
Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Madison to Jamaica flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Jamaica that suits you.

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

Yes. All flights to Jamaica from Madison on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Madison to Jamaica.

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

Price alerts on flights to Jamaica from Madison are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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