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Trinidad

$1,178+ Cheap flights from Madison (MSN) to Trinidad

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — POS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Madison to Trinidad

Best flights from Madison to Trinidad
Discover carefully curated flight deals from Madison to Trinidad that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This Air Canada deal was found by Cheapflights users on 12/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2412:32 pmMSN - POS
2 stops34h 48mAir Canada
Tue 1/272:20 amPOS - MSN
2 stops17h 27mAir Canada
Deal found 12/15$1,178

Find flight deals from Madison to Trinidad

Keep the following information in mind while searching for Madison to Trinidad flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,178
(Air Canada)
Provider with most accurate pricing for Madison Truax Field-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Port of Spain Piarco Intl flights.
Search Deals
From Madison Truax Field to Trinidad
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Trinidad 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 December 18, 2025.
Use the filters below to find and compare flights from Madison to Trinidad that are best for you.

Fly from

Madison

Fly to

Trinidad

Route

Depart

Return

Price

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Sat 1/24

12:32 pm-1:20 am

2 stops34h 48m

Port of Spain Piarco Intl

Tue 1/27

2:20 am-5:47 pm

2 stops17h 27m

$1,178

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Best time to book a flight from Madison to Trinidad

Have a flexible travel schedule? Discover the best time to fly to Trinidad 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
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Trinidad

Get insights into the airlines that provide service to Trinidad. 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. Reviews last updated December 18, 2025.
Peruse reviews from past customers who have flown with American Airlines from Madison to Trinidad to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Boarding

7.5

Overall

7.2

Food

6.5

Crew

8.0

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Entertainment

6.9

Boarding

7.5

Overall

7.2

Food

6.5

Crew

8.0

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Madison to Trinidad. 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?

    If you book a flight to Trinidad from Madison, you will be flying from Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

  • How long is the flight from Madison to Trinidad?

    A quick flight from Madison to Trinidad can take about 34h 48m. Air Canada provides one of the quickest options available for as low as $1,178. The distance from Madison to Trinidad is about 2804 mi.

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

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

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

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

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

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

See more FAQs

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Alternative routes for Madison to Trinidad

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Port of Spain flights
Minneapolis to Port of Spain flights
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Madison to Port of Spain flights

Top airline flying from Madison to Trinidad

Discover the top airline that operate flights from Madison to Trinidad. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$602Average$1,066FlexibilityNo cancel feeOn-time71%

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