What airlines fly to Jamaica?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Jamaica from Madison according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 4 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Madison Truax Field to Jamaica?

United Airlines and American Airlines are the most popular carriers operating from Madison Truax Field 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?

The number of operators available for flights from Madison Truax Field Airport to Jamaica is 2 as of November 2026.

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.

$212 Cheap Flights from Madison to Jamaica in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Jamaica

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One-way

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Cheap round-trip flights

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5:19 pm - 11:13 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 54m1 stop Philadelphia

3:59 pm - 8:14 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

17h 15m1 stop Chicago O'Hare Intl

$463American Airlines

Fri, Dec 4 - Thu, Dec 10

5:19 pm - 11:13 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 54m1 stop Philadelphia

3:59 pm - 8:14 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

17h 15m1 stop Chicago O'Hare Intl

$463American Airlines

Fri, Dec 4 - Thu, Dec 10

8:24 pm - 12:13 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

15h 49m1 stop Chicago O'Hare Intl

2:29 pm - 11:55 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

9h 26m1 stop Charlotte Douglas

$464American Airlines

Tue, Apr 13 - Tue, May 18

8:24 pm - 12:13 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

15h 49m1 stop Chicago O'Hare Intl

12:14 pm - 10:26 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

10h 12m1 stop Dallas/Fort Worth

$464American Airlines

Sat, Apr 10 - Tue, Apr 20

5:17 pm - 11:14 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 57m1 stop Atlanta Hartsfield-Jackson

3:25 pm - 2:47 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

24h 22m2 stops Boston Logan Intl New York LaGuardia

$468Delta

Fri, Feb 5 - Sun, Feb 14

5:17 pm - 11:14 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 57m1 stop Atlanta Hartsfield-Jackson

2:00 pm - 10:16 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

21h 16m2 stops New York John F Kennedy Intl Minneapolis St Paul

$468Delta

Fri, Feb 5 - Wed, Feb 17

2:00 pm - 11:14 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

20h 14m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

2:00 pm - 10:16 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

21h 16m2 stops New York John F Kennedy Intl Minneapolis St Paul

$468Delta

Fri, Feb 5 - Wed, Feb 17

5:00 am - 1:48 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

7h 48m1 stop Chicago O'Hare Intl

2:54 pm - 10:23 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

8h 29m1 stop Chicago O'Hare Intl

$528United Airlines

Tue, Dec 1 - Tue, Dec 8

5:00 am - 1:48 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

7h 48m1 stop Chicago O'Hare Intl

2:54 pm - 10:18 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

8h 24m1 stop Chicago O'Hare Intl

$529United Airlines

Tue, Jan 26 - Tue, Feb 9

5:30 am - 1:48 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

7h 18m1 stop Chicago O'Hare Intl

3:20 pm - 10:01 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

19h 41m2 stops Newark Chicago O'Hare Intl

$532United Airlines

Tue, Dec 1 - Tue, Dec 8

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United Airlines flights from Madison to Jamaica

Our best United Airlines deals on Madison to Jamaica flight tickets

United Airlines

Jan 26

MSN5:00 amMadison Truax Field

7h 48m

1 stop

MBJ1:48 pmMontego Bay Sangster Intl

Feb 9

MBJ2:54 pmMontego Bay Sangster Intl

8h 24m

1 stop

MSN10:18 pmMadison Truax Field

$529

United Airlines

Dec 1

MSN5:30 amMadison Truax Field

7h 18m

1 stop

MBJ1:48 pmMontego Bay Sangster Intl

Dec 8

MBJ3:20 pmMontego Bay Sangster Intl

19h 41m

2 stops

MSN10:01 amMadison Truax Field

$532

United Airlines

Feb 3

MSN6:25 amMadison Truax Field

6h 23m

1 stop

MBJ1:48 pmMontego Bay Sangster Intl

Feb 10

MBJ2:54 pmMontego Bay Sangster Intl

9h 21m

1 stop

MSN11:15 pmMadison Truax Field

$579

American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets

American Airlines

Dec 4

MSN5:19 pmMadison Truax Field

16h 54m

1 stop

MBJ11:13 amMontego Bay Sangster Intl

Dec 10

MBJ3:59 pmMontego Bay Sangster Intl

17h 15m

1 stop

MSN8:14 amMadison Truax Field

$463

American Airlines

Apr 10

MSN8:24 pmMadison Truax Field

15h 49m

1 stop

MBJ12:13 pmMontego Bay Sangster Intl

Apr 20

MBJ12:14 pmMontego Bay Sangster Intl

10h 12m

1 stop

MSN10:26 pmMadison Truax Field

$464

American Airlines

Dec 4

MSN5:19 pmMadison Truax Field

16h 54m

1 stop

MBJ11:13 amMontego Bay Sangster Intl

Dec 10

MBJ11:05 amMontego Bay Sangster Intl

13h 44m

2 stops

MSN11:49 pmMadison Truax Field

$467

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 12/4

5:19 pm-11:13 am

1 stop16h 54m

Montego Bay Sangster Intl

Thu 12/10

3:59 pm-8:14 am

1 stop17h 15m

$463

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 12/4

5:19 pm-11:13 am

1 stop16h 54m

Montego Bay Sangster Intl

Thu 12/10

3:59 pm-8:14 am

1 stop17h 15m

$463

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Tue 4/13

8:24 pm-12:13 pm

1 stop15h 49m

Montego Bay Sangster Intl

Tue 5/18

2:29 pm-11:55 pm

1 stop9h 26m

$464

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Sat 4/10

8:24 pm-12:13 pm

1 stop15h 49m

Montego Bay Sangster Intl

Tue 4/20

12:14 pm-10:26 pm

1 stop10h 12m

$464

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 2/5

5:17 pm-11:14 am

1 stop16h 57m

Montego Bay Sangster Intl

Sun 2/14

3:25 pm-2:47 pm

2 stops24h 22m

$468

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 2/5

5:17 pm-11:14 am

1 stop16h 57m

Montego Bay Sangster Intl

Wed 2/17

2:00 pm-10:16 am

2 stops21h 16m

$468

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 2/5

2:00 pm-11:14 am

2 stops20h 14m

Montego Bay Sangster Intl

Wed 2/17

2:00 pm-10:16 am

2 stops21h 16m

$468

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Tue 12/1

5:00 am-1:48 pm

1 stop7h 48m

Montego Bay Sangster Intl

Tue 12/8

2:54 pm-10:23 pm

1 stop8h 29m

$528

Quickest round-trip

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Tue 1/26

5:00 am-1:48 pm

1 stop7h 48m

Montego Bay Sangster Intl

Tue 2/9

2:54 pm-10:18 pm

1 stop8h 24m

$529

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Tue 12/1

5:30 am-1:48 pm

1 stop7h 18m

Montego Bay Sangster Intl

Tue 12/8

3:20 pm-10:01 am

2 stops19h 41m

$532

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

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

Prices

Airlines

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 29% 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	$212
Fastest flight time	6h 12m
Direct flights	None

The best one-way flight to Jamaica from Madison in the past 72 hours is $212. The best round-trip flight deal from Madison to Jamaica found on momondo in the last 72 hours is $463.

The fastest flight from Madison to Jamaica takes 6h 12m

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?
The number of operators available for flights from Madison Truax Field Airport to Jamaica is 2 as of November 2026.
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 Airlines	PriceFrom $383	Free Cancellation	Rating 7.3 10,469 reviews		Search United Airlines flights
American Airlines	PriceFrom $406	Free Cancellation	Rating 7.0 12,228 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.

An easier way to manage your Jamaica trip

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Flights to Montego Bayfrom $238

Flights to Kingstonfrom $415

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Cheap flights from Madison to Jamaica from $212

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 1/10. 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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United Airlines flights from Madison to Jamaica

Our best United Airlines deals on Madison to Jamaica flight tickets

American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets

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How to get the cheapest flight ticket from Madison to Jamaica

What is the cheapest month to fly to Jamaica?

Can stopping save me money on Madison to Jamaica flights?

What is the cheapest airline that flies from Madison Truax Field to Jamaica?

What airlines fly to Jamaica?

Cheap Madison to Jamaica flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Madison to Jamaica

Best airlines flying from Madison to Jamaica

Compare and see reviews for airlines that fly from Madison to Jamaica with momondo

Why use momondo?

An easier way to manage your Jamaica trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Jamaica

Popular cities in Jamaica

Popular flights according to clicks in the last 7 days on momondo

Madison flight routes

According to popular flight searches on momondo this year

Jamaica flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Jamaica

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Jamaica

List of cabin classes available on flights landing in Jamaica. Availability may vary depending on flight origin and airline.

Complete your trip to Jamaica

Explore popular destinations other users love

According to popular flight searches on momondo this year