$398+ 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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — POS
Nov 19 — Nov 261
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Trinidad and Tobago with Cheapflights
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Madison to Trinidad and Tobago
One-way
One-way flights from Madison to Trinidad and TobagoSearch for one-way flight options from Madison to Trinidad and Tobago. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
Search for one-way flight options from Madison to Trinidad and Tobago. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This United Airlines deal was found by Cheapflights users on 10/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:25 am -
2 stops15h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![United Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Sat 2/610:38 am -
3 stops54h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/66:35 am -
2 stops16h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![United Airlines logo]()
$463
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/56:05 pm -
2 stops28h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![United Airlines logo]()
$469
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Sat 11/284:58 pm -
3 stops54h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$726
This American Airlines deal was found by Cheapflights users on 10/17. 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.
Sat 11/286:00 am -
1 stop31h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![American Airlines logo]()
$1,841
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Fri 2/58:36 pm -
3 stops17h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![American Airlines logo]()
$1,962
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 20, 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
Sat 11/28
6:25 am-12:18 am
2 stops15h 53m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$398
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sat 2/6
10:38 am-6:55 pm
3 stops54h 17m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$440
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sat 2/6
6:05 am-1:05 am
1 stop17h 00m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$463
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Fri 2/5
6:05 pm-12:20 am
2 stops28h 15m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$469
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sat 11/28
4:58 pm-1:25 am
3 stops54h 27m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$726
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sat 11/28
6:00 am-3:47 pm
1 stop31h 47m
Port of Spain Piarco Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$1,841
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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