
With ticket sales for the Milan-Cortina Winter Olympics opening this week, travel publishers have rushed out detailed guides warning visitors and corporate sponsors about complex logistics between the city and six mountain clusters.([augustman.com](https://www.augustman.com/my/entertainment/travel/olympic-winter-games-2026-milano-cortina-travel-guide/?utm_source=openai)) The International Olympic Committee has flagged the five-hour, 30-minute surface travel time between Milan and Cortina as the Games’ biggest mobility challenge.
International spectators should also check well in advance whether they need a Schengen visa for Italy. VisaHQ’s streamlined service (https://www.visahq.com/italy/) lets travelers review entry requirements, upload documents, and obtain Italian visas or transit permits entirely online, sparing them a trip to the consulate and removing one more variable from already complicated Milan-Cortina itineraries.
Experts advise relying on Trenord high-speed and regional trains rather than self-drive options, noting that Milan will expand public-transport frequencies and roll out special multi-day passes covering urban metro, suburban rail and shuttle buses to alpine venues.([travelandleisure.com](https://www.travelandleisure.com/2026-winter-olympics-travel-tips-11881942?utm_source=openai)) Drivers heading into the Dolomites must carry snow chains or winter tyres by law and factor in possible weather-related closures of the Brenner and Alemagna corridors.
Security screening will tighten sharply from mid-January. The interior ministry plans pop-up checkpoints around Fiera Milano, San Siro stadium and mountain finish areas, echoing measures deployed during the 2025 Jubilee. Corporate hospitality guests should therefore avoid tight same-day turnarounds between Milan board-meetings and evening medal events in Cortina.
For mobility planners the biggest unknown is accommodation dispersal: many staff will sleep in Milan and commute daily to mountain venues on chartered coaches. Companies are booking “contingency day-rooms” near Bergamo airport to absorb schedule slips, while travel insurers are adding “event transport failure” riders to group policies.
International spectators should also check well in advance whether they need a Schengen visa for Italy. VisaHQ’s streamlined service (https://www.visahq.com/italy/) lets travelers review entry requirements, upload documents, and obtain Italian visas or transit permits entirely online, sparing them a trip to the consulate and removing one more variable from already complicated Milan-Cortina itineraries.
Experts advise relying on Trenord high-speed and regional trains rather than self-drive options, noting that Milan will expand public-transport frequencies and roll out special multi-day passes covering urban metro, suburban rail and shuttle buses to alpine venues.([travelandleisure.com](https://www.travelandleisure.com/2026-winter-olympics-travel-tips-11881942?utm_source=openai)) Drivers heading into the Dolomites must carry snow chains or winter tyres by law and factor in possible weather-related closures of the Brenner and Alemagna corridors.
Security screening will tighten sharply from mid-January. The interior ministry plans pop-up checkpoints around Fiera Milano, San Siro stadium and mountain finish areas, echoing measures deployed during the 2025 Jubilee. Corporate hospitality guests should therefore avoid tight same-day turnarounds between Milan board-meetings and evening medal events in Cortina.
For mobility planners the biggest unknown is accommodation dispersal: many staff will sleep in Milan and commute daily to mountain venues on chartered coaches. Companies are booking “contingency day-rooms” near Bergamo airport to absorb schedule slips, while travel insurers are adding “event transport failure” riders to group policies.








