To save up to 106% on this flight, we recommend booking at least 9 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Madison to Caribbean from $312 1-2 weeks out and tickets from $643 for flights departing within the next 72 hours.
September is one of the best times of the year to fly to Caribbean from Madison. Prices for September average $535 per person but you can even find prices for as low as $290. The most expensive prices can be found in the month of June. Opting for a September flight can save you 37% on your journey compared to booking in June
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Caribbean as you normally would.
Fly from
Fly to
Budget
$334 - $552
Route
Depart
Return
Price
Madison Truax FieldSan Juan Luis Munoz Marin Intl
MSN - SJU
MSNSJU
Madison Truax Field
Thu 8/22
1 stop9h 54m
San Juan Luis Munoz Marin Intl
Tue 8/27
1 stop6h 23m
Madison Truax FieldSan Juan Luis Munoz Marin Intl
MSN - SJU
MSNSJU
Madison Truax Field
Sat 6/22
2 stops15h 16m
San Juan Luis Munoz Marin Intl
Wed 6/26
2 stops29h 07m
Madison Truax FieldPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Tue 9/3
1 stop7h 58m
Punta Cana
Fri 9/6
1 stop7h 41m
Madison Truax FieldPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Tue 9/3
1 stop6h 49m
Punta Cana
Fri 9/6
2 stops19h 01m
Madison Truax FieldSan Juan Luis Munoz Marin Intl
MSN - SJU
MSNSJU
Madison Truax Field
Sat 8/24
1 stop9h 54m
San Juan Luis Munoz Marin Intl
Sat 8/31
1 stop6h 46m
Madison Truax FieldPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Tue 10/29
1 stop6h 53m
Punta Cana
Tue 11/5
1 stop7h 06m
Madison Truax FieldPunta Cana
MSN - PUJ
MSNPUJ
Madison Truax Field
Tue 10/29
1 stop6h 53m
Punta Cana
Tue 11/5
2 stops18h 36m
Madison Truax FieldSan Juan Luis Munoz Marin Intl
MSN - SJU
MSNSJU
Madison Truax Field
Thu 11/7
2 stops23h 25m
San Juan Luis Munoz Marin Intl
Mon 11/11
2 stops23h 11m
Madison Truax FieldSan Juan Luis Munoz Marin Intl
MSN - SJU
MSNSJU
Madison Truax Field
Sat 11/9
2 stops11h 59m
San Juan Luis Munoz Marin Intl
Wed 11/13
1 stop10h 42m
No data available for this route at this time. Please check back soon.
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Entertainment
Crew
Overall
Comfort
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$234 | Average$275 | FlexibilityNo cancel fee | On-time62% |
American Airlines | Cheapest$310 | Average$695 | FlexibilityNo cancel fee | On-time71% |
Delta | Cheapest$330 | Average$630 | FlexibilityNo cancel fee | On-timeN/A |
United Airlines | Cheapest$388 | Average$660 | FlexibilityNo cancel fee | On-time69% |