$694 Find Cheap Flights from Madison to Trinidad and Tobago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Trinidad and Tobago departing on 3/12. 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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Book Cheap Madison to Trinidad and Tobago Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Trinidad and Tobago 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 Madison to Trinidad and Tobago

Thu, Mar 12 - Mon, Mar 16
United Airlines Logo
7:25 pm - 11:23 pm
MSN
-
POS
26h 58m
2 stops
United Airlines Logo
12:30 am - 2:02 pm
POS
-
MSN
14h 32m
2 stops
$694United Airlines
Fri, Mar 13 - Thu, Mar 19
United Airlines Logo
7:25 pm - 11:23 pm
MSN
-
POS
26h 58m
2 stops
United Airlines Logo
12:30 am - 6:44 pm
POS
-
MSN
19h 14m
2 stops
$714United Airlines
Sat, Mar 14 - Thu, Mar 19
United Airlines Logo
3:53 pm - 11:23 pm
MSN
-
POS
30h 30m
2 stops
United Airlines Logo
12:30 am - 6:44 pm
POS
-
MSN
19h 14m
2 stops
$731United Airlines
Fri, Mar 13 - Fri, Mar 20
United Airlines Logo
7:25 pm - 11:23 pm
MSN
-
POS
26h 58m
2 stops
United Airlines Logo
12:30 am - 2:02 pm
POS
-
MSN
14h 32m
2 stops
$734United Airlines
Fri, Mar 13 - Sat, Mar 21
United Airlines Logo
7:25 pm - 11:23 pm
MSN
-
POS
26h 58m
2 stops
United Airlines Logo
12:30 am - 2:58 pm
POS
-
MSN
39h 28m
2 stops
$751United Airlines
Sun, Mar 15 - Fri, Mar 20
American Airlines Logo
4:20 pm - 2:10 pm
MSN
-
POS
20h 50m
2 stops
American Airlines Logo
3:10 pm - 7:52 pm
POS
-
MSN
29h 42m
2 stops
$759American Airlines
Sat, Mar 14 - Sat, Mar 21
United Airlines Logo
3:53 pm - 11:23 pm
MSN
-
POS
30h 30m
2 stops
United Airlines Logo
12:30 am - 2:58 pm
POS
-
MSN
39h 28m
2 stops
$769United Airlines
Tue, Mar 17 - Mon, Mar 23
Multiple Airlines Logo
6:01 pm - 7:30 pm
MSN
-
POS
24h 29m
1 stop
Multiple Airlines Logo
10:10 am - 5:21 pm
POS
-
MSN
32h 11m
2 stops
$790Multiple Airlines
Mon, Mar 16 - Wed, Mar 18
United Airlines Logo
6:30 am - 11:23 pm
MSN
-
POS
15h 53m
2 stops
United Airlines Logo
12:30 am - 2:02 pm
POS
-
MSN
14h 32m
2 stops
$814United Airlines
Sun, Mar 15 - Fri, Mar 20
United Airlines Logo
7:25 pm - 11:23 pm
MSN
-
POS
26h 58m
2 stops
United Airlines Logo
12:30 am - 2:02 pm
POS
-
MSN
14h 32m
2 stops
$824United Airlines
Booking Insights

KAYAK's insights & trends for Madison to Trinidad and Tobago flights

Get data-powered insights and trends into flights from Madison to Trinidad and Tobago to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Madison to Trinidad and Tobago take?

The duration of a flight to Trinidad and Tobago depends on your arrival airport. The shortest route to Trinidad and Tobago from Madison is to Port of Spain, which takes 15h 27m.

Good to know

Cheapest flight$694
Flight from Madison to Port of Spain

FAQs - booking Trinidad and Tobago flights

  • How does KAYAK find such low prices on flights from Madison to Trinidad and Tobago?

    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 Madison to Trinidad and Tobago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Trinidad and Tobago 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 Madison to Trinidad and Tobago?

    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 from Madison to Trinidad and Tobago with an airline and back with another airline.

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

    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 from Madison to Trinidad and Tobago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Madison to Trinidad and Tobago

 
Need help choosing which airline to fly with from Madison to Trinidad and Tobago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11216 reviews
6.9Entertainment
7.5Boarding
6.4Food
7.2Comfort
8.0Crew
Airline reviews

The screens were inoperable for movies and such, but everything else was just fine

10.0 ExcellentBenn, Feb 2026
HNL - DFW
Read more American Airlines reviews

The screens were inoperable for movies and such, but everything else was just fine

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

This was one of the most frustrating travel experiences I've had to date. I had changed my flight day of to this one as it was slated to depart on time. It ended up being so delayed that my original flight took off before this one did. The boarding process began but eventually stopped and everyone had to get off the plane as a problem was identified. The person at the front desk just tried to laugh it off as if this wasn't already a huge inconvenience. From there, we eventually got to board only to sit at the gate for an additional hour because of some additional issue. This was extremely frustrating and caused a lot of stress.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Everything you need to know for your flight from Madison to Trinidad and Tobago

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