WestJet’s Winter Map Adds Five New Sun Routes

By Ivan PetrenkoJul 23, 2026 22:34 PMNews
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WestJet aircraft flying over snowy mountains
WestJet is adding five weekly routes linking Calgary, Winnipeg, Regina and Ottawa with warmer destinations during winter 2026/27. Source: unsplash

WestJet will add five seasonal routes linking Canadian cities with Mexico, Belize, the Dominican Republic and Costa Rica during winter 2026/27. The expansion introduces the airline’s first service to Mérida and gives Winnipeg two additional direct options. Regina and Ottawa also gain new links to warmer destinations. WestJet says the additions respond to strong demand for winter leisure travel while expanding its network during the season’s busiest period. WestJet

Five New Routes for Winter 2026/27

  • Airline: WestJet
  • Season: Winter 2026/27; final operating dates were not stated
  • Calgary–Mérida: Weekly beginning 17 December 2026; WestJet’s first Mérida service
  • Winnipeg–Belize City: Weekly beginning 28 November 2026
  • Winnipeg–Punta Cana: Weekly beginning 14 December 2026
  • Regina–San José del Cabo: Weekly beginning 14 December 2026
  • Ottawa–Liberia: Weekly beginning 20 December 2026
  • Booking status: Flights are available for sale
Palm-lined beach in the Caribbean
WestJet’s new weekly Winnipeg–Punta Cana service will begin on 14 December 2026 as part of its expanded winter schedule. Source: unsplash

The routes reinforce WestJet’s focus on leisure destinations across Mexico, the Caribbean and Central America. At the winter peak, the airline plans to serve 50 warmer-weather destinations from 15 Canadian cities. Sunwing Vacations is also adding packages for Ottawa–Liberia and restoring options for Puerto Plata and Roatán. Its winter package programme runs between 1 November 2026 and 30 April 2027 and is already on sale.

The new flights broaden access to places with very different holiday options. Mérida provides a base for Yucatán architecture, food and history, while Belize City opens routes towards Caribbean islands and inland sites. Punta Cana adds another beach option from Winnipeg; San José del Cabo brings Regina closer to Baja California Sur; and Liberia offers Ottawa residents easier access to Costa Rica’s Pacific coast and north-western national parks.

Cacti and mountains at sunset in Mexico
A new weekly Regina–San José del Cabo flight will begin on 14 December 2026, providing direct access to Baja California Sur. Source: unsplash

Weekly frequencies limit flexibility, so these flights will work best when accommodation and leave dates can be matched to the operating day. Their main benefit is avoiding a domestic connection through a larger Canadian hub, which can shorten winter journeys and reduce disruption points. Prices, baggage allowances and package conditions still need comparison, particularly because a direct route is not automatically the cheapest choice for every departure date.

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