$133 Find Cheap Flights from Caribbean to Madison - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madison departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Madison

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Madison that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Madison

Fri, Aug 14 - Sun, Aug 23
American Airlines Logo
7:03 am - 5:17 pm
SJU
-
MSN
11h 14m
1 stop
American Airlines Logo
9:52 am - 11:15 pm
MSN
-
SJU
12h 23m
1 stop
$326American Airlines
Wed, Nov 4 - Thu, Nov 12
United Airlines Logo
2:54 pm - 9:44 am
MBJ
-
MSN
19h 50m
1 stop
United Airlines Logo
7:15 pm - 2:39 pm
MSN
-
MBJ
42h 24m
2 stops
$352United Airlines
Sat, Aug 8 - Sat, Aug 15
American Airlines Logo
7:03 am - 5:17 pm
SJU
-
MSN
11h 14m
1 stop
American Airlines Logo
6:09 am - 10:54 pm
MSN
-
SJU
15h 45m
1 stop
$352American Airlines
Fri, Nov 6 - Tue, Nov 10
American Airlines Logo
3:53 pm - 12:12 am
SJU
-
MSN
10h 19m
1 stop
American Airlines Logo
9:53 am - 9:32 pm
MSN
-
SJU
9h 39m
2 stops
$353American Airlines
Mon, Aug 10 - Tue, Aug 25
American Airlines Logo
7:03 am - 11:29 pm
SJU
-
MSN
17h 26m
1 stop
American Airlines Logo
9:48 am - 11:15 pm
MSN
-
SJU
12h 27m
1 stop
$358American Airlines
Sat, Sep 26 - Fri, Oct 2
American Airlines Logo
5:16 pm - 10:51 am
MBJ
-
MSN
17h 35m
2 stops
American Airlines Logo
5:50 pm - 11:17 am
MSN
-
MBJ
17h 27m
1 stop
$361American Airlines
Thu, Sep 24 - Mon, Sep 28
Delta Logo
7:00 am - 4:23 pm
SJU
-
MSN
10h 23m
1 stop
Delta Logo
6:00 am - 4:49 pm
MSN
-
SJU
9h 49m
1 stop
$362Delta
Sun, Jul 26 - Sun, Aug 2
JetBlue Logo
6:00 am - 3:51 pm
SJU
-
MSN
10h 51m
1 stop
JetBlue Logo
5:48 am - 1:32 pm
MSN
-
SJU
6h 44m
1 stop
$366JetBlue
Thu, Nov 12 - Wed, Nov 18
American Airlines Logo
10:56 am - 10:50 pm
MBJ
-
MSN
12h 54m
2 stops
American Airlines Logo
6:00 am - 2:59 pm
MSN
-
MBJ
7h 59m
1 stop
$366American Airlines
Thu, Sep 17 - Tue, Sep 22
Delta Logo
3:18 pm - 10:53 pm
SXM
-
MSN
8h 35m
1 stop
Delta Logo
6:37 pm - 1:53 pm
MSN
-
SXM
18h 16m
2 stops
$526Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$133
Best time to beat the crowds but there is an average 35% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from San Juan to Madison

FAQs for booking flights from Caribbean to Madison

  • How does KAYAK find such low prices on flights from Caribbean to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Madison

Information on the airport you'll fly into in Madison

Madison (MSN)