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Cheap flights from Madison to Jamaica from $473

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Jamaica departing on 1/21. 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
0 bags

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Find the cheapest flights from Madison to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:00 am - 3:16 pm
MSN
-
MBJ
7h 16m1 stop
American Airlines Logo
12:33 pm - 11:47 pm
MBJ
-
MSN
12h 14m1 stop
$473American Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
7:00 am - 3:16 pm
MSN
-
MBJ
7h 16m1 stop
American Airlines Logo
1:58 pm - 10:11 am
MBJ
-
MSN
21h 13m2 stops
$478American Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
4:47 pm - 12:58 pm
MSN
-
MBJ
19h 11m2 stops
American Airlines Logo
1:58 pm - 10:40 pm
MBJ
-
MSN
9h 42m2 stops
$503American Airlines
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
11:29 am - 3:22 pm
MSN
-
MBJ
26h 53m1 stop
American Airlines Logo
12:33 pm - 11:47 pm
MBJ
-
MSN
12h 14m1 stop
$504American Airlines
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
7:00 am - 3:16 pm
MSN
-
MBJ
7h 16m1 stop
American Airlines Logo
4:29 pm - 10:10 am
MBJ
-
MSN
18h 41m2 stops
$508American Airlines
Sun, Feb 1 - Sat, Feb 28
American Airlines Logo
7:00 am - 2:26 pm
MSN
-
MBJ
6h 26m1 stop
American Airlines Logo
1:14 pm - 9:14 am
MBJ
-
MSN
20h 00m1 stop
$509American Airlines
Thu, Mar 5 - Tue, Mar 10
American Airlines Logo
5:22 pm - 12:58 pm
MSN
-
MBJ
18h 36m2 stops
American Airlines Logo
3:12 pm - 10:05 pm
MBJ
-
MSN
7h 53m1 stop
$513American Airlines
Sun, Jan 25 - Sun, Feb 1
American Airlines Logo
4:47 pm - 1:34 pm
MSN
-
MBJ
19h 47m2 stops
American Airlines Logo
4:37 pm - 9:13 am
MBJ
-
MSN
17h 36m2 stops
$538American Airlines
Thu, Feb 5 - Sat, Feb 14
American Airlines Logo
11:29 am - 3:22 pm
MSN
-
MBJ
26h 53m1 stop
American Airlines Logo
4:38 pm - 9:13 am
MBJ
-
MSN
17h 35m1 stop
$539American Airlines
Thu, Feb 5 - Sat, Feb 14
American Airlines Logo
8:10 pm - 12:25 pm
MSN
-
MBJ
15h 15m2 stops
American Airlines Logo
4:16 pm - 10:55 am
MBJ
-
MSN
19h 39m2 stops
$541American Airlines
Sun, Jan 4 - Sun, Jan 11

United Airlines flights from Madison to Jamaica

Our best United Airlines deals on Madison to Jamaica flight tickets
United Airlines
Mar 25
MSN6:30 amMadison Truax Field
6h 16m
1 stop
MBJ12:46 pmMontego Bay Sangster Intl
Mar 30
MBJ1:51 pmMontego Bay Sangster Intl
8h 49m
1 stop
MSN10:40 pmMadison Truax Field
$586
Find similar
United Airlines
May 16
MSN6:30 amMadison Truax Field
8h 40m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
May 23
MBJ4:12 pmMontego Bay Sangster Intl
17h 41m
2 stops
MSN9:53 amMadison Truax Field
$594
Find similar
United Airlines
Apr 9
MSN6:30 amMadison Truax Field
6h 19m
1 stop
MBJ12:49 pmMontego Bay Sangster Intl
Apr 12
MBJ4:12 pmMontego Bay Sangster Intl
21h 47m
2 stops
MSN1:59 pmMadison Truax Field
$676
Find similar

American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets
American Airlines
Jan 21
MSN7:00 amMadison Truax Field
7h 16m
1 stop
MBJ3:16 pmMontego Bay Sangster Intl
Jan 28
MBJ12:33 pmMontego Bay Sangster Intl
12h 14m
1 stop
MSN11:47 pmMadison Truax Field
$473
Find similar
American Airlines
Jan 21
MSN7:00 amMadison Truax Field
7h 16m
1 stop
MBJ3:16 pmMontego Bay Sangster Intl
Jan 28
MBJ1:58 pmMontego Bay Sangster Intl
21h 13m
2 stops
MSN10:11 amMadison Truax Field
$478
Find similar
American Airlines
Jan 17
MSN4:30 pmMadison Truax Field
20h 42m
2 stops
MBJ2:12 pmMontego Bay Sangster Intl
Jan 21
MBJ2:34 pmMontego Bay Sangster Intl
10h 13m
1 stop
MSN11:47 pmMadison Truax Field
$503
Find similar

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 December 11, 2025.
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

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Wed 1/21

7:00 am-3:16 pm

1 stop7h 16m

Montego Bay Sangster Intl

Wed 1/28

12:33 pm-11:47 pm

1 stop12h 14m

$473

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Wed 1/21

7:00 am-3:16 pm

1 stop7h 16m

Montego Bay Sangster Intl

Wed 1/28

1:58 pm-10:11 am

2 stops21h 13m

$478

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sat 1/17

4:47 pm-12:58 pm

2 stops19h 11m

Montego Bay Sangster Intl

Wed 1/21

1:58 pm-10:40 pm

2 stops9h 42m

$503

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sat 1/17

11:29 am-3:22 pm

1 stop26h 53m

Montego Bay Sangster Intl

Wed 1/21

12:33 pm-11:47 pm

1 stop12h 14m

$504

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 2/1

7:00 am-3:16 pm

1 stop7h 16m

Montego Bay Sangster Intl

Sat 2/28

4:29 pm-10:10 am

2 stops18h 41m

$508

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 3/5

7:00 am-2:26 pm

1 stop6h 26m

Montego Bay Sangster Intl

Tue 3/10

1:14 pm-9:14 am

1 stop20h 00m

$509

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 1/25

5:22 pm-12:58 pm

2 stops18h 36m

Montego Bay Sangster Intl

Sun 2/1

3:12 pm-10:05 pm

1 stop7h 53m

$513

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 2/5

4:47 pm-1:34 pm

2 stops19h 47m

Montego Bay Sangster Intl

Sat 2/14

4:37 pm-9:13 am

2 stops17h 36m

$538

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 2/5

11:29 am-3:22 pm

1 stop26h 53m

Montego Bay Sangster Intl

Sat 2/14

4:38 pm-9:13 am

1 stop17h 35m

$539

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Sun 1/4

8:10 pm-12:25 pm

2 stops15h 15m

Montego Bay Sangster Intl

Sun 1/11

4:16 pm-10:55 am

2 stops19h 39m

$541

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 October. Flight prices, which tend to average around $470, 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 October, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $540.

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

The cheapest day to depart on your flight to Jamaica is on a Tuesday when prices can be found for as low as $549. This is often the case because there is less demand to fly during this day of the week. On the other hand, Thursday is the most expensive day to depart from Madison because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $711.

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

Our most recent data shows that the best time of day to fly to Jamaica is in the afternoon. Flights from Madison to Jamaica during this time can be as low as $580. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $590 per ticket.

Can stopping save me money on Madison to Jamaica flights?

You could potentially save up to 4% 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

6h 16m

Direct flights

None
The fastest flight from Madison to Jamaica takes 6h 16m
There are no direct flights from Madison to Jamaica. There are no popular flight routes from Madison to Jamaica.
Search flight deals

  • 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
DeltaPriceFrom $534Free CancellationRating
7.9
8,007 reviews
Search Delta flights
American AirlinesPriceFrom $538Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
United AirlinesPriceFrom $563Free CancellationRating
7.4
9,095 reviews
Search United 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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