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Winnipeg to Port of Spain

  • YWG, Canada – POS, Trinidad & Tobago
  • United
  • Business · Recliner seat
Port of Spain

Photo: Renaldo Matamoro / Unsplash

$1191
Round trip, in USD
about CA$1,675
DepartsFeb 13, 2027
ReturnsFeb 20, 2027

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$0.18
Cost per mile
6,799
Miles

Flight segments

YWG to ORD · United · UA 6048
ORD to EWR · United · UA 2677
EWR to POS · United · UA 1904
POS to EWR · United · UA 1905
EWR to ORD · United · UA 2290
ORD to YWG · United · UA 5826

Hotels in Port of Spain

Feb 13–20 · 7 nights

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Available dates

Prices in USD.

Oldest price check:

Available flight dates and booking prices
Departs Returns Airline Price Checked Booking link
Jan 23, 2027 Jan 30, 2027 — $1438 View flights
Feb 11, 2027 Feb 18, 2027 — $1298 View flights
Feb 13, 2027 Feb 20, 2027 — $1191 Lowest View flights
Feb 20, 2027 Feb 27, 2027 — $1438 View flights
Mar 6, 2027 Mar 13, 2027 — $1438 View flights

This is a business class deal to Port of Spain from Winnipeg on United for Feb 13, 2027 – Feb 20, 2027.

Priced at $1191 round trip. The route covers 6,799 miles round trip.

Port of Spain, the lively capital of Trinidad and Tobago, rewards travelers with a rare mix of Caribbean energy, cultural depth, and easy access to both city life and nature. Set between the sea and the Northern Range hills, it offers a compact but varied base for exploring colonial-era architecture, bustling markets, and a strong arts scene. The best time to visit is generally during the dry season, from January to May, when the weather is sunnier and ideal for sightseeing and beach outings; many travelers also come in late February or early March for Carnival, one of the Caribbean’s most celebrated cultural events.

Among the city’s most notable sights are Queen’s Park Savannah, a vast green expanse ringed by historic “Magnificent Seven” mansions, and the nearby Royal Botanic Gardens, one of the oldest in the Western Hemisphere. The downtown core and Independence Square showcase the city’s commercial and civic heart, while neighborhoods such as St. Clair and Woodbrook offer a more local feel, with restaurants, nightlife, and easy access to the waterfront. Food is a major draw: Port of Spain is a great place to sample doubles, bake and shark, roti, callaloo, and other dishes shaped by African, Indian, Chinese, and Creole influences. Add in steelpan music, calypso, soca, and a welcoming, multilingual culture, and the city stands out as a destination that is as flavorful as it is dynamic.

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