$654+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — POS
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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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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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
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Cheapest flights from Madison to Trinidad and TobagoExplore the most affordable flight options available from Madison to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
Explore the most affordable flight options available from Madison to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sun 10/116:49 am -
2 stops15h 34m
Sat 10/1712:30 am -
2 stops15h 34m
Deal found 8/27![United Airlines logo]()
$654
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 11/295:37 pm -
2 stops20h 10m
Thu 12/104:42 pm -
2 stops17h 27m
Deal found 8/25![American Airlines logo]()
$704
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/108:10 am -
2 stops14h 13m
Fri 10/1612:30 am -
2 stops19h 57m
Deal found 8/26![United Airlines logo]()
$794
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sun 10/116:00 pm -
1 stop24h 30m
Sun 10/188:30 am -
1 stop9h 50m
Deal found 8/27![Multiple Airlines logo]()
$869
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Sun 11/293:40 pm -
1 stop25h 50m
Wed 12/91:55 am -
2 stops17h 35m
Deal found 8/25![Multiple Airlines logo]()
$1,307
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 11/298:15 am -
2 stops14h 03m
Wed 12/91:25 am -
2 stops15h 25m
Deal found 8/25![United Airlines logo]()
$2,463
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 August 30, 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 August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sun 10/116:49 am -
2 stops15h 34m
Sat 10/1712:30 am -
2 stops15h 34m
Deal found 8/27![United Airlines logo]()
$654
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 11/295:37 pm -
2 stops20h 10m
Thu 12/104:42 pm -
2 stops17h 27m
Deal found 8/25![American Airlines logo]()
$704
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sun 10/116:00 pm -
1 stop24h 30m
Sun 10/188:30 am -
1 stop9h 50m
Deal found 8/27![Multiple Airlines logo]()
$869
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/108:10 am -
2 stops14h 13m
Fri 10/1612:30 am -
2 stops19h 57m
Deal found 8/26![United Airlines logo]()
$794
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 11/298:15 am -
2 stops14h 03m
Wed 12/91:25 am -
2 stops15h 25m
Deal found 8/25![United Airlines logo]()
$2,463
This Expedia deal was found by Cheapflights users on 8/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2912:37 pm -
3 stops34h 48m
Thu 12/101:00 pm -
3 stops30h 46m
Deal found 8/25![Multiple Airlines logo]()
$5,376
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 August 30, 2026.
Round-trip from | $654 (United 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 August 30, 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
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sun 10/11
6:49 am-11:23 pm
2 stops15h 34m
Port of Spain Piarco Intl
Sat 10/17
12:30 am-3:04 pm
2 stops15h 34m
$654
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sun 11/29
5:37 pm-3:47 pm
2 stops20h 10m
Port of Spain Piarco Intl
Thu 12/10
4:42 pm-8:09 am
2 stops17h 27m
$704
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sat 10/10
8:10 am-11:23 pm
2 stops14h 13m
Port of Spain Piarco Intl
Fri 10/16
12:30 am-7:27 pm
2 stops19h 57m
$794
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sun 10/11
6:00 pm-7:30 pm
1 stop24h 30m
Port of Spain Piarco Intl
Sun 10/18
8:30 am-5:20 pm
1 stop9h 50m
$869
Quickest round-trip
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sun 11/29
8:15 am-12:18 am
2 stops14h 03m
Port of Spain Piarco Intl
Wed 12/9
1:25 am-2:50 pm
2 stops15h 25m
$2,463
MadisonPort of Spain
MSN Madison Truax Field - POS Port of Spain Piarco Intl
MSNPOS
Madison Truax Field
Sun 11/29
12:37 pm-1:25 am
3 stops34h 48m
Port of Spain Piarco Intl
Thu 12/10
1:00 pm-5:46 pm
3 stops30h 46m
$5,376
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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