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Cheap flights from Winnipeg to Trinidad and Tobago from C$ 542

YWG — POS
26 Oct — 2 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Trinidad and Tobago

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Trinidad and Tobago

Tue 10/116:00 a.m. -
2 stops17h 00m
Sun 15/112:15 a.m. -
2 stops42h 10m
Deal found 22/9C$ 818
Mon 5/102:05 p.m. -
1 stop9h 10m
Wed 14/101:20 a.m. -
2 stops19h 40m
Deal found 24/9C$ 900
Wed 7/108:45 a.m. -
2 stops37h 38m
Sat 10/1012:30 a.m. -
2 stops21h 27m
Deal found 21/9C$ 901
Mon 5/105:00 a.m. -
2 stops13h 40m
Wed 14/101:20 a.m. -
2 stops19h 40m
Deal found 24/9C$ 966
Wed 7/105:00 a.m. -
2 stops13h 40m
Fri 9/101:20 a.m. -
1 stop9h 37m
Deal found 21/9C$ 987
Tue 6/105:10 p.m. -
1 stop11h 20m
Sat 10/103:55 p.m. -
1 stop17h 45m
Deal found 21/9C$ 993
Sun 15/1111:20 a.m. -
1 stop11h 40m
Tue 8/129:00 a.m. -
2 stops28h 49m
Deal found 23/9C$ 999
Tue 6/108:45 a.m. -
2 stops37h 38m
Fri 9/1012:30 a.m. -
2 stops23h 03m
Deal found 21/9C$ 1,013
Tue 6/105:10 p.m. -
1 stop11h 20m
Sat 10/101:40 a.m. -
1 stop15h 45m
Deal found 21/9C$ 1,055
Sun 27/96:05 p.m. -
1 stop10h 40m
Wed 30/93:55 p.m. -
1 stop17h 45m
Deal found 21/9C$ 1,062

Find flight deals from Winnipeg to Trinidad and Tobago

Round-trip from

C$ 818

One-way from

C$ 542
Air Canada
  • Air Canada
  • 10/11-15/11
  • 4 total stops
  • 59h 10m total
  • Winnipeg to Trinidad and Tobago
Search Deals
United Airlines
  • United Airlines
  • 5/11-31/12
  • 2 total stops
  • 41h 03m total
  • Winnipeg to Trinidad and Tobago
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Winnipeg to Trinidad and Tobago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Thu 5/11

5:15 a.m.-12:18 a.m.

2 stops41h 03m

Port of Spain Piarco Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 542

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Tue 6/10

2:00 p.m.-11:23 p.m.

2 stops32h 23m

Port of Spain Piarco Intl

Sat 10/10

12:30 a.m.-8:57 p.m.

2 stops21h 27m

C$ 901

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Wed 7/10

8:45 a.m.-11:23 p.m.

2 stops37h 38m

Port of Spain Piarco Intl

Sat 10/10

12:30 a.m.-8:57 p.m.

2 stops21h 27m

C$ 901

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Sun 15/11

6:00 a.m.-1:00 a.m.

2 stops17h 00m

Port of Spain Piarco Intl

Tue 8/12

9:00 a.m.-11:49 a.m.

2 stops28h 49m

C$ 1,001

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Tue 6/10

8:45 a.m.-11:23 p.m.

2 stops37h 38m

Port of Spain Piarco Intl

Fri 9/10

12:30 a.m.-10:33 p.m.

2 stops23h 03m

C$ 1,013

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Thu 28/1

6:55 p.m.-7:40 p.m.

2 stops22h 45m

Port of Spain Piarco Intl

Mon 15/2

9:00 a.m.-10:00 a.m.

2 stops27h 00m

C$ 1,021

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Wed 7/10

5:10 p.m.-5:30 a.m.

1 stop11h 20m

Port of Spain Piarco Intl

Sat 10/10

3:55 p.m.-8:40 a.m.

1 stop17h 45m

C$ 1,034
Quickest round-trip

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Wed 7/10

6:05 p.m.-5:30 a.m.

1 stop10h 25m

Port of Spain Piarco Intl

Sat 10/10

1:40 a.m.-4:25 p.m.

1 stop15h 45m

C$ 1,133

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Tue 6/10

5:10 p.m.-5:30 a.m.

1 stop11h 20m

Port of Spain Piarco Intl

Sat 10/10

6:00 a.m.-8:20 p.m.

2 stops15h 20m

C$ 1,229

WinnipegPort of Spain

YWG Winnipeg - POS Port of Spain Piarco Intl

YWGPOS

Winnipeg

Thu 28/1

6:55 p.m.-1:00 a.m.

1 stop28h 05m

Port of Spain Piarco Intl

Sun 14/2

2:15 a.m.-1:49 p.m.

1 stop13h 34m

C$ 1,587

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/9

Sorted by cheapest first

Best time to book a flight from Winnipeg to Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Winnipeg with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Trinidad and Tobago

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

Reviews of airlines servicing Trinidad and Tobago

See what other customers who have flown with Air Canada from Winnipeg to Trinidad and Tobago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
11,686 reviews
Check prices

Boarding

7.3

Food

6.3

Overall

7.1

Crew

7.8

Comfort

7.1

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Hazel,Sep 2026

YYC - FRA

Air Canada cancelled our flight and rebooked us on Lufthansa, where we had to pay for checked luggage. We originally chose Air Canada because our Aeroplan credit card includes a free checked bag. It’s frustrating to face an extra charge because of a change we didn’t choose.
Air Canada
7.1
Good
11,686 reviews
Air Canada
7.1
Good
11,686 reviews
Check prices

Boarding

7.3

Food

6.3

Overall

7.1

Crew

7.8

Comfort

7.1

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Hazel,Sep 2026

YYC - FRA

Air Canada cancelled our flight and rebooked us on Lufthansa, where we had to pay for checked luggage. We originally chose Air Canada because our Aeroplan credit card includes a free checked bag. It’s frustrating to face an extra charge because of a change we didn’t choose.

Related info for your journey

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

    Winnipeg (YWG) is the airport you will fly out of if you book a flight from Winnipeg to Trinidad and Tobago. It is only a 7.3 km journey to Winnipeg (YWG) from Winnipeg’s city centre.

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

    There are many flights that can get you from Winnipeg to Trinidad and Tobago in 32h 23m. Fly via United Airlines to get the fastest option. The distance from Winnipeg to Trinidad and Tobago is about 5467 km.

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

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

  • How can I find direct flights from Winnipeg 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 Winnipeg to Trinidad and Tobago.

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

    Yes. Cheapflights offers flight deals from Winnipeg 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Winnipeg to Trinidad and Tobago

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 500AverageC$ 825FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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