Find Cheap Flights from Madison Truax Field to Caribbean

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Madison Truax Field to Caribbean

(Round-trip)
Depart: Sun Dec 17 2017 Return: Fri Jan 12 2018 Trip spans 27 days
Multiple Airlines
Multiple Airlines
MSN
SJU
26h 30m
1 stop
SJU
MSN
9h 03m
1 stop
Depart: Sat Jan 6 2018 Return: Fri Jan 26 2018 Trip spans 21 days
United
United
MSN
PUJ
7h 44m
1 stop
PUJ
MSN
9h 25m
1 stop
Depart: Tue Jan 9 2018 Return: Tue Jan 16 2018 Trip spans 8 days
American Airlines
American Airlines
MSN
PUJ
12h 34m
2 stops
PUJ
MSN
22h 23m
2 stops
Depart: Wed Jan 3 2018 Return: Wed Jan 10 2018 Trip spans 8 days
Delta
Delta
MSN
PUJ
13h 41m
1 stop
PUJ
MSN
10h 20m
1 stop
Depart: Tue Jun 26 2018 Return: Mon Jul 2 2018 Trip spans 7 days
Multiple Airlines
Multiple Airlines
MSN
SJU
11h 03m
1 stop
SJU
MSN
13h 23m
2 stops
Depart: Sun Jun 24 2018 Return: Sun Jul 1 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
MSN
SJU
11h 03m
1 stop
SJU
MSN
10h 57m
1 stop
Depart: Tue Jan 9 2018 Return: Fri Jan 19 2018 Trip spans 11 days
United
United
MSN
PUJ
8h 03m
1 stop
PUJ
MSN
10h 02m
1 stop
Depart: Wed Jan 10 2018 Return: Wed Jan 17 2018 Trip spans 8 days
American Airlines
American Airlines
MSN
PUJ
14h 28m
2 stops
PUJ
MSN
19h 53m
2 stops
Depart: Wed Jan 17 2018 Return: Wed Jan 24 2018 Trip spans 8 days
Delta
Delta
MSN
PUJ
13h 40m
1 stop
PUJ
MSN
10h 21m
1 stop
Depart: Sun Jan 7 2018 Return: Fri Jan 19 2018 Trip spans 13 days
United
United
MSN
PUJ
20h 30m
1 stop
PUJ
MSN
10h 02m
1 stop
Depart: Wed Jan 3 2018 Return: Wed Jan 10 2018 Trip spans 8 days
American Airlines
American Airlines
MSN
PUJ
20h 53m
2 stops
PUJ
MSN
21h 39m
2 stops
Depart: Tue Dec 19 2017 Return: Fri Jan 12 2018 Trip spans 25 days
Multiple Airlines
Multiple Airlines
MSN
SJU
10h 08m
1 stop
SJU
MSN
9h 03m
1 stop
Depart: Mon Jan 8 2018 Return: Fri Jan 19 2018 Trip spans 12 days
United
United
MSN
PUJ
20h 35m
1 stop
PUJ
MSN
9h 25m
1 stop
Depart: Sat Jan 6 2018 Return: Fri Jan 26 2018 Trip spans 21 days
American Airlines
American Airlines
MSN
AUA
20h 52m
2 stops
AUA
MSN
21h 04m
2 stops
Depart: Sat Jun 23 2018 Return: Mon Jul 2 2018 Trip spans 10 days
Multiple Airlines
Multiple Airlines
MSN
SJU
7h 45m
1 stop
SJU
MSN
17h 12m
2 stops
Depart: Sat Jan 13 2018 Return: Fri Jan 26 2018 Trip spans 14 days
United
United
MSN
PUJ
20h 30m
1 stop
PUJ
MSN
9h 25m
1 stop
Depart: Tue Jan 9 2018 Return: Tue Jan 16 2018 Trip spans 8 days
American Airlines
American Airlines
MSN
AUA
14h 15m
2 stops
AUA
MSN
13h 13m
2 stops
Depart: Tue Dec 19 2017 Return: Thu Dec 28 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
MSN
SJU
10h 08m
1 stop
SJU
MSN
7h 52m
1 stop
Depart: Sat Jan 6 2018 Return: Thu Jan 18 2018 Trip spans 13 days
United
United
MSN
PUJ
10h 08m
1 stop
PUJ
MSN
20h 35m
2 stops
Depart: Mon Jan 15 2018 Return: Mon Jan 22 2018 Trip spans 8 days
American Airlines
American Airlines
MSN
PUJ
12h 34m
2 stops
PUJ
MSN
15h 38m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Madison
$365
Destination

San Juan
$365
Oranjestad
$489
Punta Cana
$464