Pack waterproof outer layers, compact travel umbrellas, and layered clothing for damp Irish winters; include chargers, a travel adapter (Type G for Ireland), and essential medications in your carry-on. Expect possible winter delays at O'Hare International Airport (ORD) due to snow; confirm your flight status, enroll in airline notifications, and consider travel insurance that covers weather disruptions. Bring printed and digital copies of important documents and plan for a 6-hour time difference adjustment when scheduling weddings, tours, or connections. For a smooth trip, arrive early, pre-book transfers from Dublin Airport (DUB), and keep an eye on airline rebooking policies during the holiday season.