Find Deals on 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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Madison Truax Field to Caribbean

(Round-trip)
Depart: Mon Apr 3 2017 Return: Tue Apr 4 2017 Trip spans 2 days
American Airlines
American Airlines
MSN
SJU
9h 56m
2 stops
SJU
MSN
12h 02m
2 stops
Depart: Tue Jun 13 2017 Return: Sun Jun 18 2017 Trip spans 6 days
Major Airline
Major Airline
MSN
SJU
3h 21m
2 stops
SJU
MSN
5h 21m
2 stops
Depart: Wed Aug 30 2017 Return: Tue Sep 5 2017 Trip spans 7 days
Delta
Delta
MSN
AUA
18h 55m
2 stops
AUA
MSN
7h 36m
1 stop
Depart: Wed Jun 21 2017 Return: Mon Jul 3 2017 Trip spans 13 days
United
United
MSN
STT
16h 45m
2 stops
STT
MSN
11h 18m
2 stops
Depart: Thu Mar 30 2017 Return: Fri Apr 7 2017 Trip spans 9 days
American Airlines
American Airlines
MSN
SJU
6h 48m
1 stop
SJU
MSN
7h 19m
1 stop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
American Airlines
American Airlines
MSN
SJU
7h 16m
1 stop
SJU
MSN
7h 33m
1 stop
Depart: Fri Jun 9 2017 Return: Fri Jun 16 2017 Trip spans 8 days
Delta
Delta
MSN
SJU
6h 35m
1 stop
SJU
MSN
11h 23m
2 stops
Depart: Sat May 20 2017 Return: Sat May 27 2017 Trip spans 8 days
Major Airline
Major Airline
MSN
SJU
3h 21m
2 stops
SJU
MSN
5h 21m
2 stops
Depart: Wed Jul 5 2017 Return: Wed Jul 12 2017 Trip spans 8 days
American Airlines
American Airlines
MSN
SJU
6h 43m
1 stop
SJU
MSN
7h 36m
1 stop
Depart: Sun Sep 3 2017 Return: Fri Sep 8 2017 Trip spans 6 days
American Airlines
American Airlines
MSN
SJU
6h 43m
1 stop
SJU
MSN
7h 36m
1 stop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Major Airline
Major Airline
MSN
PUJ
3h 10m
nonstop
PUJ
MSN
5h 10m
nonstop
Depart: Mon Aug 28 2017 Return: Fri Sep 8 2017 Trip spans 12 days
American Airlines
American Airlines
MSN
SJU
7h 13m
1 stop
SJU
MSN
7h 36m
1 stop
Depart: Sat Jun 10 2017 Return: Sat Jun 17 2017 Trip spans 8 days
Major Airline
Major Airline
MSN
AUA
3h 49m
2 stops
AUA
MSN
5h 49m
2 stops
Depart: Sat Sep 2 2017 Return: Fri Sep 8 2017 Trip spans 7 days
United
United
MSN
PUJ
29h 35m
1 stop
PUJ
MSN
22h 22m
1 stop
Depart: Sun Apr 9 2017 Return: Wed Apr 19 2017 Trip spans 11 days
Delta
Delta
MSN
STT
7h 45m
1 stop
STT
MSN
8h 35m
1 stop
Depart: Thu Sep 7 2017 Return: Fri Sep 15 2017 Trip spans 9 days
American Airlines
American Airlines
MSN
SJU
7h 13m
1 stop
SJU
MSN
7h 36m
1 stop
Depart: Fri Jun 2 2017 Return: Tue Jun 6 2017 Trip spans 5 days
Major Airline
Major Airline
MSN
STT
3h 26m
nonstop
STT
MSN
5h 26m
nonstop
Depart: Fri May 5 2017 Return: Wed May 10 2017 Trip spans 6 days
American Airlines
American Airlines
MSN
SJU
8h 41m
1 stop
SJU
MSN
7h 33m
1 stop
Depart: Sat Jul 22 2017 Return: Tue Jul 25 2017 Trip spans 4 days
Delta
Delta
MSN
STT
9h 13m
2 stops
STT
MSN
9h 26m
2 stops
Depart: Wed Apr 19 2017 Return: Tue Apr 25 2017 Trip spans 7 days
American Airlines
American Airlines
MSN
AUA
21h 36m
2 stops
AUA
MSN
17h 51m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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
$450
Destination

San Juan
$450
Saint Thomas Island
$638
Oranjestad
$517
Punta Cana
$558