Santorini's cliffside caldera views reward patience, and so does the routing required to get there in comfort. There is no nonstop option for business class from Portland to Santorini, so the real decision is which European gateway you trust to deliver the long-haul leg properly. My preference, after years of testing this corridor, is routing through Frankfurt or Munich on Lufthansa, then connecting onto an Aegean Airlines short-hop into Santorini's compact JTR airport. Lufthansa's Allegris business class, now rolling out on select 787 and A350 routes, offers sliding privacy doors and considerably more personal space than the older business layout still found on some of their aircraft — worth checking your specific tail number before booking. British Airways via London Heathrow is the other strong contender, with Club Suite delivering direct-aisle access and a proper door on their 777 and A350 fleet, making the ~14-hour total journey feel segmented rather than endless.
The connection strategy matters more than people realize. Frankfurt's short-connection procedures are efficient if you're transferring within the Schengen zone, but Heathrow's Terminal 5 change requires clearing UK immigration even in transit, so build in extra buffer during summer months when queues stretch long. My insider tip: book the final Aegean Airlines segment into Santorini as a separate reward or cash ticket only if your main itinerary allows a same-day connection with generous padding — JTR's single runway means weather delays cascade quickly in high season, and Aegean's schedule tightens considerably between June and August.
April, May, September, and October are the sweet spot here, not just for lighter Aegean winds and thinner crowds at Oia's sunset points, but because premium cabin availability from Lufthansa and British Airways loosens noticeably outside peak summer. Business fares on this Portland-to-Santorini corridor fluctuate with surprising volatility given the multiple carrier and hub combinations involved, so setting up fare alerts across all three airlines is the smartest move before committing to a routing.