$143 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

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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

Wed, Sep 16 - Sat, Oct 3
Delta Logo
1:14 pm - 10:41 pm
MBJ
-
MSN
9h 27m
1 stop
Delta Logo
3:00 pm - 11:33 am
MSN
-
MBJ
20h 33m
2 stops
$353Delta
Sat, Sep 12 - Tue, Sep 29
United Airlines Logo
2:40 pm - 9:40 am
MBJ
-
MSN
19h 00m
2 stops
United Airlines Logo
6:06 am - 11:43 am
MSN
-
MBJ
29h 37m
1 stop
$392United Airlines
Tue, Sep 15 - Fri, Oct 2
American Airlines Logo
2:09 pm - 10:51 am
MBJ
-
MSN
20h 42m
2 stops
American Airlines Logo
5:51 pm - 12:53 pm
MSN
-
MBJ
19h 02m
2 stops
$426American Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
7:00 am - 8:53 pm
SJU
-
MSN
14h 53m
2 stops
United Airlines Logo
5:00 am - 2:44 pm
MSN
-
SJU
8h 44m
1 stop
$436United Airlines
Wed, Sep 16 - Fri, Oct 2
United Airlines Logo
12:52 pm - 9:40 am
MBJ
-
MSN
20h 48m
2 stops
United Airlines Logo
2:49 pm - 11:43 am
MSN
-
MBJ
20h 54m
2 stops
$439United Airlines
Fri, Sep 18 - Wed, Sep 30
Delta Logo
2:26 pm - 10:41 pm
MBJ
-
MSN
8h 15m
1 stop
Delta Logo
5:50 am - 1:01 pm
MSN
-
MBJ
7h 11m
1 stop
$455Delta
Tue, Sep 15 - Sat, Oct 3
United Airlines Logo
12:52 pm - 9:41 am
MBJ
-
MSN
20h 49m
2 stops
United Airlines Logo
4:10 pm - 11:43 am
MSN
-
MBJ
19h 33m
2 stops
$462United Airlines
Thu, Sep 17 - Tue, Sep 22
American Airlines Logo
2:23 pm - 8:14 am
SXM
-
MSN
18h 51m
2 stops
American Airlines Logo
4:23 pm - 1:23 pm
MSN
-
SXM
20h 00m
2 stops
$470American Airlines
Tue, Sep 15 - Fri, Oct 2
American Airlines Logo
2:09 pm - 10:51 am
MBJ
-
MSN
20h 42m
2 stops
American Airlines Logo
5:50 pm - 11:17 am
MSN
-
MBJ
17h 27m
1 stop
$491American Airlines
Sun, Aug 30 - Sun, Sep 6
American Airlines Logo
3:35 pm - 11:29 pm
NAS
-
MSN
8h 54m
1 stop
American Airlines Logo
6:00 am - 2:12 pm
MSN
-
NAS
7h 12m
1 stop
$583American Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$143
Best time to beat the crowds but there is an average 34% increase in price.
Most popular time to fly and prices are also 10% 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)