$728 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 12/12. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Trinidad and Tobago

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to Trinidad and Tobago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Port of Spain
Port of Spain2 stops$728
Port of Spain
Port of Spain2 stops$728

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

Fri, Dec 12 - Thu, Jan 15
American Airlines Logo
6:23 am - 10:15 pmMSN-POS
13h 52m2 stops
American Airlines Logo
4:45 pm - 1:26 pmPOS-MSN
22h 41m2 stops
$728American Airlines
Find Deal
Mon, Oct 27 - Thu, Oct 30
United Airlines Logo
6:30 am - 11:23 pmMSN-POS
15h 53m2 stops
United Airlines Logo
12:30 am - 7:21 pmPOS-MSN
19h 51m2 stops
$733United Airlines
Find Deal
Fri, Dec 12 - Wed, Jan 14
United Airlines Logo
3:59 pm - 12:23 amMSN-POS
54h 24m2 stops
United Airlines Logo
1:30 am - 9:53 amPOS-MSN
34h 23m2 stops
$853United Airlines
Find Deal
Fri, Dec 12 - Thu, Jan 15
 Logo
12:19 pm - 5:40 amMSN-POS
15h 21m2 stops
 Logo
1:00 pm - 3:25 pmPOS-MSN
28h 25m3 stops
$3,304
Find Deal
Fri, Dec 12 - Thu, Jan 15
 Logo
5:23 pm - 1:30 amMSN-POS
30h 07m3 stops
 Logo
1:00 pm - 3:25 pmPOS-MSN
28h 25m3 stops
$5,317
Find Deal
Fri, Dec 12 - Wed, Jan 14
 Logo
12:19 pm - 1:30 amMSN-POS
35h 11m3 stops
 Logo
1:55 am - 3:25 pmPOS-MSN
15h 30m2 stops
$5,339
Find Deal
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.

Which airlines provide the cheapest flights from Madison to Trinidad and Tobago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to Trinidad and Tobago were found on American Airlines ($728) and United Airlines ($733).

Good to know

Cheapest flight$728
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 10000 reviews
8.0Crew
6.9Entertainment
7.2Comfort
6.5Food
7.5Boarding
Airline reviews

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

6.0 GoodMitchell, Aug 2025CMH - ORD
Read more American Airlines reviews

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

Pretty good. The food was just mediocre, the boarding and crew were good.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Sat on the ground in Cincinnati for 50 minutes before deplaning

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.