How long is the flight from Jamaica to Madison?

There are many flights that can get you from Jamaica to Madison in 7h 43m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. The distance from Jamaica to Madison is about 1826 mi. This flight may include one or multiple stops.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

What is the cheapest time of day to fly from JM to MSN?

When flying from Jamaica to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly into for flights to Madison from Jamaica?

If you book a flight to Madison from Jamaica, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

Can I find deals for flights from Jamaica to Madison that include hotel bookings?

Yes. In addition to deals on Jamaica to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Jamaica to Madison?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Madison.

Can I find deals for business class flights from Jamaica to Madison?

Yes. Cheapflights offers flight deals from Jamaica to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$261+ Flights from Jamaica to Madison

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Jamaica to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Jamaica to Madison

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$429 (Delta)
One-way from	$261 (Delta)

Provider with most accurate pricing for Montego Bay Sangster Intl-Madison Truax Field flight deals.

Search Deals

Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Madison Truax Field flights.

Search Deals

From Jamaica to Madison Truax Field

Search Deals

One-way flight from Jamaica to Madison Truax Field

Search Deals

Find flight deals from Jamaica to Madison

Cheapest flights from Jamaica to Madison
Explore the most affordable flight options available from Jamaica to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

Tue 2/174:05 pmMBJ - MSN

1 stop7h 43mDelta

Tue 2/246:20 amMSN - MBJ

1 stop7h 20mDelta

Deal found 1/7

$429

Tue 2/173:18 pmMBJ - MSN

2 stops18h 53mAmerican Airlines

Tue 2/248:24 pmMSN - MBJ

2 stops16h 54mAmerican Airlines

Deal found 1/7

$443

Thu 2/194:05 pmMBJ - MSN

1 stop7h 43mDelta

Wed 3/45:38 amMSN - MBJ

1 stop6h 15mDelta

Deal found 1/7

$462

Thu 2/123:20 pmMBJ - MSN

2 stops24h 37mUnited Airlines

Fri 2/203:53 pmMSN - MBJ

2 stops21h 07mUnited Airlines

Deal found 1/7

$466

Thu 2/122:26 pmMBJ - MSN

1 stop7h 30mAmerican Airlines

Fri 2/205:00 amMSN - MBJ

1 stop7h 26mAmerican Airlines

Deal found 1/7

$468

Thu 2/192:33 pmMBJ - MSN

2 stops19h 38mAmerican Airlines

Wed 3/45:00 amMSN - MBJ

2 stops8h 18mAmerican Airlines

Deal found 1/7

$476

Best flights from Jamaica to Madison
Discover carefully curated flight deals from Jamaica to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 8, 2026.

Tue 2/174:05 pmMBJ - MSN

1 stop7h 43mDelta

Tue 2/246:20 amMSN - MBJ

1 stop7h 20mDelta

Deal found 1/7

$429

Tue 2/173:18 pmMBJ - MSN

2 stops18h 53mAmerican Airlines

Tue 2/248:24 pmMSN - MBJ

2 stops16h 54mAmerican Airlines

Deal found 1/7

$443

Thu 2/123:20 pmMBJ - MSN

2 stops24h 37mUnited Airlines

Fri 2/203:53 pmMSN - MBJ

2 stops21h 07mUnited Airlines

Deal found 1/7

$466

Thu 2/194:05 pmMBJ - MSN

1 stop7h 43mDelta

Wed 3/45:38 amMSN - MBJ

1 stop6h 15mDelta

Deal found 1/7

$462

Thu 2/122:26 pmMBJ - MSN

1 stop7h 30mAmerican Airlines

Fri 2/205:00 amMSN - MBJ

1 stop7h 26mAmerican Airlines

Deal found 1/7

$468

Thu 2/192:26 pmMBJ - MSN

1 stop10h 00mAmerican Airlines

Wed 3/45:00 amMSN - MBJ

2 stops8h 18mAmerican Airlines

Deal found 1/7

$476

Last-minute flights from Jamaica to Madison
Discover last-minute flight deals from Jamaica to Madison. Data last updated January 8, 2026 and is based on user searches.

Thu 2/123:20 pmMBJ - MSN

2 stops24h 37mUnited Airlines

Fri 2/203:53 pmMSN - MBJ

2 stops21h 07mUnited Airlines

Deal found 1/7

$466

Thu 2/122:26 pmMBJ - MSN

1 stop7h 30mAmerican Airlines

Fri 2/205:00 amMSN - MBJ

1 stop7h 26mAmerican Airlines

Deal found 1/7

$468

Tue 2/174:05 pmMBJ - MSN

1 stop7h 43mDelta

Tue 2/246:20 amMSN - MBJ

1 stop7h 20mDelta

Deal found 1/7

$429

Tue 2/172:33 pmMBJ - MSN

2 stops20h 20mAmerican Airlines

Tue 2/245:23 pmMSN - MBJ

1 stop17h 58mAmerican Airlines

Deal found 1/7

$443

Thu 2/194:05 pmMBJ - MSN

1 stop7h 43mDelta

Wed 3/45:38 amMSN - MBJ

1 stop6h 15mDelta

Deal found 1/7

$462

Thu 2/192:33 pmMBJ - MSN

2 stops19h 38mAmerican Airlines

Wed 3/45:00 amMSN - MBJ

2 stops8h 18mAmerican Airlines

Deal found 1/7

$476

One-way flights from Jamaica to Madison
Search for one-way flight options from Jamaica to Madison. Find affordable one-way fares based on user searches. Data last updated January 8, 2026.

Wed 2/184:05 pmMBJ - MSN

1 stop7h 43mDelta

Deal found 1/8

$261

Wed 2/112:34 pmMBJ - MSN

1 stop10h 13mAmerican Airlines

Deal found 1/7

$265

Fri 3/272:20 pmMBJ - MSN

2 stops32h 12mUnited Airlines

Deal found 1/8

$303

Sat 4/43:04 pmMBJ - MSN

1 stop19h 32mAmerican Airlines

Deal found 1/8

$333

Sat 4/42:40 pmMBJ - MSN

2 stops30h 36mUnited Airlines

Deal found 1/8

$373

Fri 3/273:04 pmMBJ - MSN

1 stop19h 32mAmerican Airlines

Deal found 1/8

$418

Sat 4/412:00 pmMBJ - MSN

3 stops29h 14mMultiple Airlines

Deal found 1/8

$461

Fly from

Fly to

Route

Depart

Return

Price

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 2/17

4:05 pm-10:48 pm

1 stop7h 43m

Madison Truax Field

Tue 2/24

6:20 am-2:40 pm

1 stop7h 20m

$429

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Tue 2/17

3:18 pm-9:11 am

2 stops18h 53m

Madison Truax Field

Tue 2/24

8:24 pm-2:18 pm

2 stops16h 54m

$443

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 2/19

4:05 pm-10:48 pm

1 stop7h 43m

Madison Truax Field

Wed 3/4

5:38 am-12:53 pm

1 stop6h 15m

$462

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 2/12

3:20 pm-2:57 pm

2 stops24h 37m

Madison Truax Field

Fri 2/20

3:53 pm-2:00 pm

2 stops21h 07m

$466

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 2/12

2:26 pm-8:56 pm

1 stop7h 30m

Madison Truax Field

Fri 2/20

5:00 am-1:26 pm

1 stop7h 26m

$468

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Thu 2/19

2:26 pm-11:26 pm

1 stop10h 00m

Madison Truax Field

Wed 3/4

5:00 am-2:18 pm

2 stops8h 18m

$476

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/18

4:05 pm-10:48 pm

1 stop7h 43m

$261

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/11

2:34 pm-11:47 pm

1 stop10h 13m

$265

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Wed 2/18

11:07 am-10:42 pm

2 stops12h 35m

$270

Montego BayMadison

MBJ - MSN

MBJMSN

Montego Bay Sangster Intl

Fri 3/27

2:20 pm-10:32 pm

2 stops32h 12m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 13 results

Best time to book a flight from Jamaica to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Jamaica with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Madison

No data available for this route at this time. Please check back soon.

Related info for your journey

What airport do you fly into for flights to Madison from Jamaica?
If you book a flight to Madison from Jamaica, you will be flying to Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.
How long is the flight from Jamaica to Madison?
There are many flights that can get you from Jamaica to Madison in 7h 43m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. The distance from Jamaica to Madison is about 1826 mi. This flight may include one or multiple stops.
Can I find deals for flights from Jamaica to Madison that include hotel bookings?
Yes. In addition to deals on Jamaica to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Jamaica to Madison?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Madison.
Can I find deals for business class flights from Jamaica to Madison?
Yes. Cheapflights offers flight deals from Jamaica to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Portage

Middleton

Baraboo

Fitchburg

Browse thousands of different options on Cheapflights for your next trip

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$261+ Cheap flights from Jamaica to Madison (MSN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Jamaica to Madison with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Jamaica to Madison

Keep the following information in mind while searching for Jamaica to Madison flight deals. Data was last updated January 8, 2026.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Find flight deals from Jamaica to Madison

Cheapest flights from Jamaica to MadisonExplore the most affordable flight options available from Jamaica to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

Explore the most affordable flight options available from Jamaica to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Jamaica to Madison that are best for you.

Best time to book a flight from Jamaica to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Jamaica with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Madison

Related info for your journey

Find useful and relevant information for your journey from Jamaica to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Madison from Jamaica?

How long is the flight from Jamaica to Madison?

Can I find deals for flights from Jamaica to Madison that include hotel bookings?

How can I find direct flights from Jamaica to Madison?

Can I find deals for business class flights from Jamaica to Madison?

Traveling to a place near Madison?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Jamaica to Madison

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Jamaica to Madison
Explore the most affordable flight options available from Jamaica to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.