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Winnipeg to Santa Cruz

  • YWG, Canada – VVI, Bolivia
  • United, COPA
  • Business · Recliner seat
Santa Cruz

Photo: Adriano / Unsplash

$1373
Round trip, in USD
about CA$1,931
One ticket on more than one airline.
Higher than usual: fares on this route are usually $1072 to $1288. The lowest we saw in the past year was $1005 (63 sightings).
DepartsDec 8, 2026
ReturnsDec 16, 2026

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$0.13
Cost per mile
10,221
Miles

Flight segments

YWG to ORD · United · UA 5639
ORD to IAH · United · UA 2784
IAH to PTY · United · UA 1916
PTY to VVI · COPA · CM 127
VVI to PTY · COPA · CM 220
PTY to IAH · United · UA 1033
IAH to ORD · United · UA 2616
ORD to YWG · United · UA 5475

Hotels in Santa Cruz

Dec 8–16 · 8 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
Nov 14, 2026 Nov 21, 2026 United, COPA $1571 View flights
Dec 8, 2026 Dec 16, 2026 United, COPA $1373 Lowest View flights
Dec 10, 2026 Dec 17, 2026 United, Avianca, COPA $1590 View flights

This is a business class deal to Santa Cruz from Winnipeg on United, COPA for Dec 8, 2026 – Dec 16, 2026.

Priced at $1373 round trip. The route covers 10,221 miles round trip.

Santa Cruz de la Sierra, Bolivia’s largest city, is an appealing gateway to eastern Bolivia for travelers who want a mix of urban energy, tropical climate, and easy access to nature. Unlike the high-altitude Andean capitals, Santa Cruz feels warm, lush, and outward-looking, with a lively pace that reflects its role as the country’s commercial hub. The best time to visit is during the drier months, roughly May through September, when temperatures are more comfortable and outdoor exploring is easier. This is an especially good season for strolling the city’s parks and plazas, taking day trips, and using Santa Cruz as a base for wider regional travel.

The city’s center is anchored by the historic Plaza 24 de Septiembre, where cathedral views, cafés, and people-watching set the tone for a relaxed introduction to local life. Nearby neighborhoods such as Equipetrol offer a more modern side of Santa Cruz, with restaurants, nightlife, and shopping, while the city’s expanding ring of green spaces and avenues gives it a broad, open feel. Food is a major draw: visitors can sample eastern Bolivian specialties such as majadito, locro, and loche-based dishes, along with tropical fruits, grilled meats, and street snacks that reflect the region’s warm climate and agricultural abundance. Santa Cruz also offers a strong cultural identity, shaped by lowland traditions, indigenous heritage, and a distinctly different rhythm from the rest of Bolivia, making it a rewarding stop for travelers seeking a less expected side of South America.

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