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Cheap flights from Madison to Jamaica from $213

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 9/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Madison to Jamaica

Cheap round-trip flights

American Airlines Logo
4:37 pm - 12:05 pmMSN-MBJ
19h 28m2 stops
American Airlines Logo
3:36 pm - 10:39 amMBJ-MSN
19h 03m2 stops
$532American Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 14
American Airlines Logo
5:00 am - 1:14 pmMSN-MBJ
7h 14m1 stop
American Airlines Logo
11:55 am - 11:41 pmMBJ-MSN
12h 46m1 stop
$564American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
American Airlines Logo
8:12 pm - 2:15 pmMSN-MBJ
17h 03m2 stops
American Airlines Logo
1:05 pm - 11:41 pmMBJ-MSN
11h 36m2 stops
$568American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
American Airlines Logo
6:47 pm - 2:48 pmMSN-MBJ
19h 01m1 stop
American Airlines Logo
11:55 am - 11:41 pmMBJ-MSN
12h 46m1 stop
$570American Airlines
Find Deal
Thu, Dec 4 - Wed, Dec 10
Delta Logo
5:50 pm - 12:42 pmMSN-MBJ
17h 52m2 stops
Delta Logo
5:58 pm - 8:50 amMBJ-MSN
15h 52m2 stops
$593Delta
Find Deal
Fri, Dec 5 - Mon, Dec 15
United Airlines Logo
6:30 am - 1:46 pmMSN-MBJ
6h 16m1 stop
United Airlines Logo
3:36 pm - 10:45 pmMBJ-MSN
8h 09m1 stop
$674United Airlines
Find Deal
Fri, Dec 5 - Tue, Dec 16
United Airlines Logo
3:59 pm - 2:05 pmMSN-MBJ
21h 06m2 stops
United Airlines Logo
3:36 pm - 10:14 amMBJ-MSN
19h 38m2 stops
$678United Airlines
Find Deal
Fri, Dec 5 - Tue, Dec 16
Delta Logo
2:00 pm - 12:41 pmMSN-MBJ
21h 41m2 stops
Delta Logo
2:07 pm - 10:29 amMBJ-MSN
21h 22m1 stop
$808Delta
Find Deal
Fri, Dec 5 - Sun, Dec 14
Air Canada Logo
12:19 pm - 1:15 pmMSN-MBJ
23h 56m2 stops
Air Canada Logo
3:55 pm - 2:54 pmMBJ-MSN
23h 59m2 stops
$1,282Air Canada
Find Deal
Fri, Dec 5 - Sun, Dec 14
Air Canada Logo
12:19 pm - 1:15 pmMSN-MBJ
23h 56m2 stops
Air Canada Logo
3:55 pm - 2:54 pmMBJ-MSN
23h 59m2 stops
$1,359Air Canada
Find Deal
Fri, Dec 5 - Sun, Dec 14

American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets
American Airlines
Sep 4
MSN4:37 pmMadison Truax Field
19h 28m
2 stops
MBJ12:05 pmMontego Bay Sangster Intl
Sep 14
MBJ3:36 pmMontego Bay Sangster Intl
19h 03m
2 stops
MSN10:39 amMadison Truax Field
$532
Find similar
American Airlines
Dec 2
MSN5:00 amMadison Truax Field
7h 14m
1 stop
MBJ1:14 pmMontego Bay Sangster Intl
Dec 8
MBJ11:55 amMontego Bay Sangster Intl
12h 46m
1 stop
MSN11:41 pmMadison Truax Field
$564
Find similar
American Airlines
Dec 2
MSN8:12 pmMadison Truax Field
17h 03m
2 stops
MBJ2:15 pmMontego Bay Sangster Intl
Dec 8
MBJ1:05 pmMontego Bay Sangster Intl
11h 36m
2 stops
MSN11:41 pmMadison Truax Field
$568
Find similar

Delta flights from Madison to Jamaica

Our best Delta deals on Madison to Jamaica flight tickets
Delta
Dec 5
MSN5:50 pmMadison Truax Field
17h 52m
2 stops
MBJ12:42 pmMontego Bay Sangster Intl
Dec 15
MBJ5:58 pmMontego Bay Sangster Intl
15h 52m
2 stops
MSN8:50 amMadison Truax Field
$593
Find similar
Delta
Dec 5
MSN2:00 pmMadison Truax Field
21h 41m
2 stops
MBJ12:41 pmMontego Bay Sangster Intl
Dec 14
MBJ2:07 pmMontego Bay Sangster Intl
21h 22m
1 stop
MSN10:29 amMadison Truax Field
$808
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 August 3, 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

Thu 9/4

4:37 pm-12:05 pm

2 stops19h 28m

Montego Bay Sangster Intl

Sun 9/14

3:36 pm-10:39 am

2 stops19h 03m

$532

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 12/2

5:00 am-1:14 pm

1 stop7h 14m

Montego Bay Sangster Intl

Mon 12/8

11:55 am-11:41 pm

1 stop12h 46m

$564

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Tue 12/2

8:12 pm-2:15 pm

2 stops17h 03m

Montego Bay Sangster Intl

Mon 12/8

1:05 pm-11:41 pm

2 stops11h 36m

$568

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Thu 12/4

6:47 pm-2:48 pm

1 stop19h 01m

Montego Bay Sangster Intl

Wed 12/10

11:55 am-11:41 pm

1 stop12h 46m

$570

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

5:50 pm-12:42 pm

2 stops17h 52m

Montego Bay Sangster Intl

Mon 12/15

5:58 pm-8:50 am

2 stops15h 52m

$593

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

6:30 am-1:46 pm

1 stop6h 16m

Montego Bay Sangster Intl

Tue 12/16

3:36 pm-10:45 pm

1 stop8h 09m

$674

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

3:59 pm-2:05 pm

2 stops21h 06m

Montego Bay Sangster Intl

Tue 12/16

3:36 pm-10:14 am

2 stops19h 38m

$678

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

2:00 pm-12:41 pm

2 stops21h 41m

Montego Bay Sangster Intl

Sun 12/14

2:07 pm-10:29 am

1 stop21h 22m

$808

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

12:19 pm-1:15 pm

2 stops23h 56m

Montego Bay Sangster Intl

Sun 12/14

3:55 pm-2:54 pm

2 stops23h 59m

$1,282

MadisonMontego Bay

MSN - MBJ

MSNMBJ

Madison Truax Field

Fri 12/5

12:19 pm-1:15 pm

2 stops23h 56m

Montego Bay Sangster Intl

Sun 12/14

3:55 pm-2:54 pm

2 stops23h 59m

$1,359

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 May. Flight prices, which tend to average around $536, 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 May, 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 77% 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

Best Price Found

$213

Fastest flight time

6h 11m

Direct flights

None

Airports in Jamaica

1 airport
The best one-way flight to Jamaica from Madison in the past 72 hours is $213. The best round-trip flight deal from Madison to Jamaica found on momondo in the last 72 hours is $532.
The fastest flight from Madison to Jamaica takes 6h 11m
There are no direct flights from Madison to Jamaica. Popular non-direct route for this connection is Madison Truax Field Airport - Montego Bay Sangster Intl Airport.
There is 1 airport near Jamaica: Montego Bay Sangster Intl (MBJ)
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 $521Free CancellationRating
8.0
7,985 reviews
Search Delta flights
American AirlinesPriceFrom $523Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $529Free CancellationRating
7.4
8,905 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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