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Port of Spain

$608+ Cheap flights from Madison (MSN) to Port of Spain (POS)

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — POS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Madison to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$608
(American Airlines)
Provider with most accurate pricing for Madison Truax Field-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Port of Spain Piarco Intl flights.
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From Madison Truax Field to Port of Spain Piarco Intl
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Find flight deals from Madison to Port of Spain

Cheapest flights from Madison to Port of Spain
Explore the most affordable flight options available from Madison to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/20. 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 5/105:19 pmMSN - POS
2 stops19h 46mAmerican Airlines
Sun 5/183:05 pmPOS - MSN
2 stops20h 29mAmerican Airlines
Deal found 2/20$608
This United Airlines deal was found by Cheapflights users on 2/20. 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 5/106:30 amMSN - POS
2 stops15h 53mUnited Airlines
Sat 5/1712:30 amPOS - MSN
2 stops21h 58mUnited Airlines
Deal found 2/20$693
This Booking.com deal was found by Cheapflights users on 2/20. 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.
Sat 5/108:27 amMSN - POS
2 stops19h 13mMultiple Airlines
Sat 5/171:40 amPOS - MSN
3 stops20h 48mMultiple Airlines
Deal found 2/20$4,996

Find flights from Madison to Port of Spain within your budget

Customize your flight search to find flights from Madison to Port of Spain 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 February 20, 2025.

Fly from

Madison

Fly to

Port of Spain

Route

Depart

Return

Price

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Sat 5/10

5:19 pm-2:05 pm

2 stops19h 46m

Port of Spain Piarco Intl

Sun 5/18

3:05 pm-10:34 am

2 stops20h 29m

$608

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Sat 5/10

6:30 am-11:23 pm

2 stops15h 53m

Port of Spain Piarco Intl

Sat 5/17

12:30 am-9:28 pm

2 stops21h 58m

$693

MadisonPort of Spain

MSN - POS

MSNPOS

Madison Truax Field

Sat 5/10

8:27 am-4:40 am

2 stops19h 13m

Port of Spain Piarco Intl

Sat 5/17

1:40 am-9:28 pm

3 stops20h 48m

$4,996

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Compare providers for flights from Madison to Port of Spain

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Port of Spain in February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Port of Spain flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Port of Spain flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain 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.

Travel insights for flights from Madison to Port of Spain

Get recent, data-driven insights about flights from Madison to Port of Spain including ideal travel times, pricing trends, and more.

Rainfall in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Port of Spain ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Port of Spain when rainfall is around 1.2 in.

Temperature in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Port of Spain, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. 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 Port of Spain. Reviews last updated February 20, 2025.
United Airlines
7.4
Good
8,766 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines
7.4
Good
8,766 reviews
United Airlines
7.4
Good
8,766 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,766 reviews

Entertainment

7.1

Boarding

7.7

Food

6.7

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

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

  • Can I find deals for flights from Madison to Port of Spain that include hotel bookings?

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

  • How can I find direct flights from Madison to Port of Spain?

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

  • Can I find deals for business class flights from Madison to Port of Spain?

    Yes. Cheapflights offers flight deals from Madison to Port of Spain 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 Port of Spain?

    Currently, October is the cheapest month in which you can book a flight from Madison to Port of Spain (average of $435). Flying from Madison to Port of Spain 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.

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