Find a great deal and save up to 115% by booking at least 19 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Caribbean to Madison within the next two weeks, with the cheapest ticket starting at $546.
Flights from Caribbean to Madison lean towards being more expensive in June. Prices are generally better when you fly from Caribbean to Madison in September, with the cheapest ticket starting at $297.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean to Madison as you normally would.
Fly from
Fly to
Budget
$334 - $519
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlMadison Truax Field
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Tue 8/27
2 stops13h 59m
Madison Truax Field
Sat 9/7
2 stops10h 24m
San Juan Luis Munoz Marin IntlMadison Truax Field
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Sat 8/24
1 stop10h 48m
Madison Truax Field
Wed 8/28
1 stop9h 18m
San Juan Luis Munoz Marin IntlMadison Truax Field
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Tue 8/27
1 stop8h 36m
Madison Truax Field
Sat 9/7
2 stops12h 00m
San Juan Luis Munoz Marin IntlMadison Truax Field
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Tue 8/27
1 stop7h 29m
Madison Truax Field
Sat 9/7
1 stop9h 51m
Nassau IntlMadison Truax Field
NAS - MSN
NASMSN
Nassau Intl
Fri 9/20
1 stop9h 06m
Madison Truax Field
Tue 9/24
1 stop6h 23m
Nassau IntlMadison Truax Field
NAS - MSN
NASMSN
Nassau Intl
Fri 9/20
1 stop10h 12m
Madison Truax Field
Tue 9/24
2 stops16h 29m
San Juan Luis Munoz Marin IntlMadison Truax Field
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Mon 8/26
2 stops16h 43m
Madison Truax Field
Sat 9/7
1 stop7h 12m
San Juan Luis Munoz Marin IntlMadison Truax Field
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Fri 8/23
2 stops19h 08m
Madison Truax Field
Wed 8/28
1 stop7h 12m
Montego Bay Sangster IntlMadison Truax Field
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Wed 9/4
2 stops21h 19m
Madison Truax Field
Sat 9/7
2 stops20h 24m
No data available for this route at this time. Please check back soon.
Entertainment
Overall
Boarding
Comfort
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Comfort
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Comfort
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Comfort
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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