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Cheap flights from Winnipeg to Port of Spain

YWG — POS
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Winnipeg to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) 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 11 September 2025.

Popular in

February

Cheapest in

September

Average price

C$ 764
Highest demand for flights based on searches. 21% potential increase in price (C$ 453 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 104 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Best time to book a flight from Winnipeg to Port of Spain

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

What is the cheapest month to book a flight from Winnipeg to Port of Spain?

Currently, June is the cheapest month in which you can book a flight from Winnipeg to Port of Spain (average of C$ 493). Flying from Winnipeg to Port of Spain in December is currently the most expensive (average of C$ 758). 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.

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 11 September 2025.
Get a feel of what it's like to fly with Air Canada from Winnipeg to Port of Spain by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,000 reviews
Check prices

Food

6.3

Boarding

7.3

Overall

7.1

Entertainment

6.8

Crew

7.8

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Graeme,Sep 2025

YWG - YVR

Why not start boarding from the higher seat numbers? Easier movement for everyone. Easier to put baggage in over head lockers. Unable to get a coffee due to air turbulence, but not offered the chance to have a coffee once it had ceased.
Air Canada
7.1
Good
10,000 reviews
Air Canada
7.1
Good
10,000 reviews
Check prices

Food

6.3

Boarding

7.3

Overall

7.1

Entertainment

6.8

Crew

7.8

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Graeme,Sep 2025

YWG - YVR

Why not start boarding from the higher seat numbers? Easier movement for everyone. Easier to put baggage in over head lockers. Unable to get a coffee due to air turbulence, but not offered the chance to have a coffee once it had ceased.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg 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.

  • What is the cheapest airline to fly from Winnipeg to Port of Spain round-trip?

    Currently priced at C$ 705, Air Canada will fly you from Winnipeg to Port of Spain and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Users have found that Air Canada is 41% cheaper than the other options available to this destination.

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

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

  • How can I find direct flights from Winnipeg 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 Winnipeg to Port of Spain.

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

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

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to Port of Spain (average of C$ 493). Flying from Winnipeg to Port of Spain in December is currently the most expensive (average of C$ 758). 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

Travelling to a place near Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Piarco

Browse thousands of different options on Cheapflights for your next trip

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Complete your trip

Complete your trip to Port of Spain by adding a car rental and/or hotel reservation to your travel itinerary.
Port of Spain car rentals
Port of Spain Piarco Intl Airport car rentals
Scarborough ANR Robinson Intl Airport car rentals
Crown Point car rentals

Top airline flying from Winnipeg to Port of Spain

Discover the top airline that operate flights from Winnipeg to Port of Spain. 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 629,999 searches. Data last updated 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 705AverageC$ 858FlexibilityNo cancel feeOn-time67%
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Port of Spain?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Port of Spain from Winnipeg today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Port of Spain?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to Port of Spain by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to Port of Spain with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Port of Spain, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Port of Spain become cheaper?

Of course! You can now track prices for flights from Winnipeg to Port of Spain and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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