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

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

What airlines fly to Jamaica?

American Airlines, Delta and Southwest 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 63% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 3 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.

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 1 as of September 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.

$182 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

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:18 pm - 10:59 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 41m1 stop Philadelphia

3:56 pm - 8:10 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

17h 14m1 stop Chicago O'Hare Intl

$382American Airlines

Fri, Nov 6 - Wed, Nov 11

6:00 am - 1:48 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

6h 48m1 stop Chicago O'Hare Intl

2:54 pm - 11:10 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

9h 16m1 stop Chicago O'Hare Intl

$383United Airlines

Tue, Jan 19 - Tue, Jan 26

5:18 pm - 10:59 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 41m1 stop Philadelphia

6:09 pm - 10:46 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

17h 37m2 stops Miami Chicago O'Hare Intl

$387American Airlines

Fri, Nov 6 - Wed, Nov 11

5:17 pm - 11:10 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 53m1 stop Atlanta Hartsfield-Jackson

4:10 pm - 10:55 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

7h 45m1 stop Minneapolis St Paul

$413Delta

Fri, Jan 29 - Wed, Feb 3

5:17 pm - 11:10 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 53m1 stop Atlanta Hartsfield-Jackson

2:10 pm - 8:45 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

7h 35m1 stop Detroit Metropolitan Wayne County

$413Delta

Thu, Jan 28 - Thu, Feb 4

5:17 pm - 11:10 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 53m1 stop Atlanta Hartsfield-Jackson

4:10 pm - 10:55 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

7h 45m1 stop Minneapolis St Paul

$413Delta

Thu, Jan 28 - Wed, Feb 3

5:17 pm - 11:10 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 53m1 stop Atlanta Hartsfield-Jackson

2:10 pm - 8:45 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

7h 35m1 stop Detroit Metropolitan Wayne County

$413Delta

Fri, Jan 29 - Thu, Feb 4

5:17 pm - 11:10 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 53m1 stop Atlanta Hartsfield-Jackson

4:10 pm - 10:55 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

7h 45m1 stop Minneapolis St Paul

$413Delta

Sun, Jan 31 - Wed, Feb 3

5:17 pm - 11:10 amMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

16h 53m1 stop Atlanta Hartsfield-Jackson

2:10 pm - 8:45 pmMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

7h 35m1 stop Detroit Metropolitan Wayne County

$413Delta

Sun, Jan 31 - Thu, Feb 4

7:00 am - 5:06 pmMSN Madison Truax Field-MBJ Montego Bay Sangster Intl

9h 06m1 stop Dallas/Fort Worth

6:06 pm - 11:57 amMBJ Montego Bay Sangster Intl-MSN Madison Truax Field

18h 51m2 stops Miami Washington, D.C. Reagan-National

$418American Airlines

Sat, Jan 30 - Sat, Feb 6

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American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets

American Airlines

Nov 6

MSN5:18 pmMadison Truax Field

16h 41m

1 stop

MBJ10:59 amMontego Bay Sangster Intl

Nov 11

MBJ3:56 pmMontego Bay Sangster Intl

17h 14m

1 stop

MSN8:10 amMadison Truax Field

$382

American Airlines

Nov 6

MSN5:18 pmMadison Truax Field

16h 41m

1 stop

MBJ10:59 amMontego Bay Sangster Intl

Nov 11

MBJ6:09 pmMontego Bay Sangster Intl

17h 37m

2 stops

MSN10:46 amMadison Truax Field

$387

American Airlines

Jan 23

MSN5:57 pmMadison Truax Field

22h 09m

1 stop

MBJ5:06 pmMontego Bay Sangster Intl

Jan 30

MBJ6:06 pmMontego Bay Sangster Intl

15h 27m

2 stops

MSN8:33 amMadison Truax Field

$426

Delta flights from Madison to Jamaica

Our best Delta deals on Madison to Jamaica flight tickets

Delta

Jan 28

MSN5:17 pmMadison Truax Field

16h 53m

1 stop

MBJ11:10 amMontego Bay Sangster Intl

Feb 3

MBJ4:10 pmMontego Bay Sangster Intl

7h 45m

1 stop

MSN10:55 pmMadison Truax Field

$413

Delta

Jan 21

MSN1:45 pmMadison Truax Field

20h 25m

2 stops

MBJ11:10 amMontego Bay Sangster Intl

Jan 28

MBJ3:25 pmMontego Bay Sangster Intl

18h 25m

2 stops

MSN8:50 amMadison Truax Field

$418

Delta

Jan 21

MSN5:17 pmMadison Truax Field

16h 53m

1 stop

MBJ11:10 amMontego Bay Sangster Intl

Feb 2

MBJ4:50 pmMontego Bay Sangster Intl

6h 44m

1 stop

MSN10:34 pmMadison Truax Field

$500

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 11/6

5:18 pm-10:59 am

1 stop16h 41m

Montego Bay Sangster Intl

Wed 11/11

3:56 pm-8:10 am

1 stop17h 14m

$382

Quickest round-trip

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Tue 1/19

6:00 am-1:48 pm

1 stop6h 48m

Montego Bay Sangster Intl

Tue 1/26

2:54 pm-11:10 pm

1 stop9h 16m

$383

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 11/6

5:18 pm-10:59 am

1 stop16h 41m

Montego Bay Sangster Intl

Wed 11/11

6:09 pm-10:46 am

2 stops17h 37m

$387

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 1/29

5:17 pm-11:10 am

1 stop16h 53m

Montego Bay Sangster Intl

Wed 2/3

4:10 pm-10:55 pm

1 stop7h 45m

$413

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Thu 1/28

5:17 pm-11:10 am

1 stop16h 53m

Montego Bay Sangster Intl

Thu 2/4

2:10 pm-8:45 pm

1 stop7h 35m

$413

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Thu 1/28

5:17 pm-11:10 am

1 stop16h 53m

Montego Bay Sangster Intl

Wed 2/3

4:10 pm-10:55 pm

1 stop7h 45m

$413

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Fri 1/29

5:17 pm-11:10 am

1 stop16h 53m

Montego Bay Sangster Intl

Thu 2/4

2:10 pm-8:45 pm

1 stop7h 35m

$413

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Sun 1/31

5:17 pm-11:10 am

1 stop16h 53m

Montego Bay Sangster Intl

Wed 2/3

4:10 pm-10:55 pm

1 stop7h 45m

$413

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Sun 1/31

5:17 pm-11:10 am

1 stop16h 53m

Montego Bay Sangster Intl

Thu 2/4

2:10 pm-8:45 pm

1 stop7h 35m

$413

MadisonMontego Bay

MSN Madison Truax Field - MBJ Montego Bay Sangster Intl

MSNMBJ

Madison Truax Field

Sat 1/30

7:00 am-5:06 pm

1 stop9h 06m

Montego Bay Sangster Intl

Sat 2/6

6:06 pm-11:57 am

2 stops18h 51m

$418

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 53% 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	$182
Fastest flight time	6h 48m
Direct flights	None

The best one-way flight to Jamaica from Madison in the past 72 hours is $182. The best round-trip flight deal from Madison to Jamaica found on momondo in the last 72 hours is $382.

The fastest flight from Madison to Jamaica takes 6h 48m

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 1 as of September 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
American Airlines	PriceFrom $406	Free Cancellation	Rating 7.0 12,087 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 $300

Flights to Kingstonfrom $397

Flights to Ocho Rios

Cheap flights from Madison to Jamaica from $182

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 10/30. 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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American Airlines flights from Madison to Jamaica

Our best American Airlines deals on Madison to Jamaica flight tickets

Delta flights from Madison to Jamaica

Our best Delta 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