$740+ Cheap flights from Madison (MSN) to Trinidad and Tobago
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — POS
Nov 5 — Nov 121
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
Best flights from Madison to Trinidad and TobagoDiscover carefully curated flight deals from Madison to Trinidad and Tobago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
Discover carefully curated flight deals from Madison to Trinidad and Tobago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:10 am -
2 stops15h 35m
Sun 1/104:43 pm -
2 stops21h 36m
Deal found 10/2![American Airlines logo]()
$740
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/512:15 pm -
1 stop29h 15m
Sun 1/108:30 am -
1 stop10h 50m
Deal found 10/2![Multiple Airlines logo]()
$1,129
Find flight deals from Madison to Trinidad and Tobago
Keep the following information in mind while searching for Madison to Trinidad and Tobago flight deals. Data was last updated October 6, 2026.
Round-trip from | $740 (American Airlines) |
|---|
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Trinidad and Tobago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 6, 2026.
Use the filters below to find and compare flights from Madison to Trinidad and Tobago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Tue 1/5
6:10 am-11:45 pm
2 stops15h 35m
Port of Spain Piarco Intl
Sun 1/10
4:43 pm-12:19 pm
2 stops21h 36m
$740
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Tue 1/5
12:15 pm-7:30 pm
1 stop29h 15m
Port of Spain Piarco Intl
Sun 1/10
8:30 am-5:20 pm
1 stop10h 50m
$1,129
Sorted by cheapest first
Best time to book a flight from Madison to Trinidad and Tobago
Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Madison with our price prediction graph.
MSN-POS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Madison to Trinidad and Tobago
MSN-TT0
MSN-POS
No data available for this route at this time. Please check back soon.
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