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Trinidad and Tobago

$728+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — POS
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap 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 agosto 18, 2025.

Round-trip from

$728
(American Airlines)
From Madison Truax Field to Trinidad and Tobago
Search Deals

Find flight deals from Madison to Trinidad and Tobago

Cheapest flights from Madison to Trinidad and Tobago
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 agosto 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/18. 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.
vie. 12/126:23 amMSN - POS
2 stops13h 52mAmerican Airlines
jue. 1/154:45 pmPOS - MSN
2 stops19h 42mAmerican Airlines
Deal found 8/18$728
This United Airlines deal was found by Cheapflights users on 8/17. 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.
lun. 10/276:30 amMSN - POS
2 stops15h 53mUnited Airlines
jue. 10/3012:30 amPOS - MSN
2 stops19h 51mUnited Airlines
Deal found 8/17$733
This United Airlines deal was found by Cheapflights users on 8/18. 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.
vie. 12/123:59 pmMSN - POS
2 stops54h 24mUnited Airlines
mié. 1/141:30 amPOS - MSN
2 stops34h 23mUnited Airlines
Deal found 8/18$853
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1212:19 pmMSN - POS
2 stops15h 21mMultiple Airlines
jue. 1/151:00 pmPOS - MSN
3 stops28h 25mMultiple Airlines
Deal found 8/18$3,304

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 2,558,603 searches. Data last updated agosto 18, 2025.
Use the filters below to find and compare flights from Madison to Trinidad and Tobago that are best for you.

Fly from

Madison

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

vie. 12/12

6:23 am-10:15 pm

2 stops13h 52m

Port of Spain Piarco Intl

jue. 1/15

4:45 pm-10:27 am

2 stops19h 42m

$728

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

mar. 10/28

8:25 am-11:23 pm

2 stops13h 58m

Port of Spain Piarco Intl

jue. 10/30

12:30 am-7:21 pm

2 stops19h 51m

$733

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

mar. 10/28

6:00 am-9:20 pm

2 stops14h 20m

Port of Spain Piarco Intl

vie. 10/31

7:00 am-9:18 pm

2 stops15h 18m

$733

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

lun. 10/27

6:30 am-11:23 pm

2 stops15h 53m

Port of Spain Piarco Intl

jue. 10/30

12:30 am-2:54 pm

2 stops15h 24m

$733

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

lun. 10/27

6:30 am-9:20 pm

2 stops13h 50m

Port of Spain Piarco Intl

vie. 10/31

3:25 pm-12:04 pm

2 stops21h 39m

$733

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

vie. 12/12

3:59 pm-12:23 am

2 stops54h 24m

Port of Spain Piarco Intl

mié. 1/14

1:30 am-9:53 am

2 stops34h 23m

$853

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

vie. 12/12

12:19 pm-5:40 am

2 stops15h 21m

Port of Spain Piarco Intl

jue. 1/15

1:00 pm-3:25 pm

3 stops28h 25m

$3,304

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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.
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
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Trinidad and Tobago

Get insights into the airlines that provide service to Trinidad and Tobago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Trinidad and Tobago. Reviews last updated agosto 18, 2025.
Read through reviews of airlines operating flights from Madison to Trinidad and Tobago, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Madison to Trinidad and Tobago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Trinidad and Tobago?

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Trinidad and Tobago. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

  • How long is the flight from Madison to Trinidad and Tobago?

    Departing from Madison to Trinidad and Tobago will take you 13h 52m. There are 2804 mi between Madison and Trinidad and Tobago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Madison to Trinidad and Tobago that include hotel bookings?

    Yes. In addition to deals on Madison to Trinidad and Tobago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Trinidad and Tobago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Trinidad and Tobago.

  • Can I find deals for business class flights from Madison to Trinidad and Tobago?

    Yes. Cheapflights offers flight deals from Madison to Trinidad and Tobago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Trinidad and Tobago?

    Currently, October is the cheapest month in which you can book a flight from Madison to Trinidad and Tobago (average of $435). Flying from Madison to Trinidad and Tobago in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Madison to Trinidad and Tobago

Discover the top airline that operate flights from Madison to Trinidad and Tobago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,098FlexibilityNo cancel feeOn-time71%

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