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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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: Sat May 27 2017 Return: Sun May 28 2017 Trip spans 2 days
American Airlines
American Airlines
MSN
SJU
14h 20m
2 stops
SJU
MSN
8h 26m
1 stop
Depart: Sat Oct 7 2017 Return: Sat Oct 14 2017 Trip spans 8 days
Major Airline
Major Airline
MSN
SJU
3h 21m
2 stops
SJU
MSN
5h 21m
2 stops
Depart: Wed Aug 2 2017 Return: Wed Aug 9 2017 Trip spans 8 days
Delta
Delta
MSN
SJU
6h 31m
1 stop
SJU
MSN
8h 10m
1 stop
Depart: Sun Jul 2 2017 Return: Fri Jul 7 2017 Trip spans 6 days
United
United
MSN
PLS
21h 41m
2 stops
PLS
MSN
21h 08m
2 stops
Depart: Thu May 25 2017 Return: Sun May 28 2017 Trip spans 4 days
American Airlines
American Airlines
MSN
SJU
7h 11m
1 stop
SJU
MSN
7h 00m
1 stop
Depart: Mon Sep 4 2017 Return: Fri Sep 8 2017 Trip spans 5 days
American Airlines
American Airlines
MSN
SJU
7h 13m
1 stop
SJU
MSN
8h 55m
1 stop
Depart: Thu Aug 17 2017 Return: Tue Aug 22 2017 Trip spans 6 days
Delta
Delta
MSN
SJU
7h 52m
1 stop
SJU
MSN
9h 02m
1 stop
Depart: Sat Jun 17 2017 Return: Fri Jul 7 2017 Trip spans 21 days
Major Airline
Major Airline
MSN
AUA
3h 49m
1 stop
AUA
MSN
5h 49m
1 stop
Depart: Tue Aug 8 2017 Return: Mon Aug 14 2017 Trip spans 7 days
Major Airline
Major Airline
MSN
AUA
3h 49m
1 stop
AUA
MSN
5h 49m
1 stop
Depart: Wed Nov 29 2017 Return: Wed Dec 6 2017 Trip spans 8 days
American Airlines
American Airlines
MSN
PUJ
20h 50m
1 stop
PUJ
MSN
24h 54m
1 stop
Depart: Wed Aug 9 2017 Return: Wed Aug 16 2017 Trip spans 8 days
Delta
Delta
MSN
STT
8h 00m
1 stop
STT
MSN
8h 43m
1 stop
Depart: Thu Nov 30 2017 Return: Sat Dec 9 2017 Trip spans 10 days
American Airlines
American Airlines
MSN
SJU
7h 13m
1 stop
SJU
MSN
11h 59m
2 stops
Depart: Wed Aug 30 2017 Return: Tue Sep 5 2017 Trip spans 7 days
Major Airline
Major Airline
MSN
AUA
3h 49m
1 stop
AUA
MSN
5h 49m
1 stop
Depart: Thu Oct 19 2017 Return: Mon Oct 23 2017 Trip spans 5 days
Delta
Delta
MSN
NAS
15h 23m
1 stop
NAS
MSN
10h 31m
1 stop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
American Airlines
American Airlines
MSN
SJU
7h 11m
1 stop
SJU
MSN
7h 32m
1 stop
Depart: Sat Sep 16 2017 Return: Sat Sep 23 2017 Trip spans 8 days
Delta
Delta
MSN
STT
7h 42m
1 stop
STT
MSN
9h 24m
1 stop
Depart: Fri Jun 2 2017 Return: Sat Jun 10 2017 Trip spans 9 days
American Airlines
American Airlines
MSN
SJU
7h 44m
1 stop
SJU
MSN
12h 44m
2 stops
Depart: Wed Nov 29 2017 Return: Wed Dec 6 2017 Trip spans 8 days
Delta
Delta
MSN
SDQ
6h 10m
1 stop
SDQ
MSN
10h 09m
1 stop
Depart: Tue Sep 26 2017 Return: Tue Oct 10 2017 Trip spans 15 days
American Airlines
American Airlines
MSN
PUJ
21h 59m
2 stops
PUJ
MSN
25h 11m
2 stops
Depart: Sun Oct 15 2017 Return: Fri Nov 17 2017 Trip spans 34 days
Major Airline
Major Airline
MSN
PUJ
3h 10m
nonstop
PUJ
MSN
6h 10m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Madison
$450
Destination

Santo Domingo
$606
Nassau
$572
Providenciales
$818
San Juan
$450
Saint Thomas Island
$554
Oranjestad
$521
Punta Cana
$491