Zakynthos is not a destination that rewards improvisation, and neither is the connection required to get there in comfort. There's no nonstop from Wisconsin to this Ionian island, which means every itinerary in business class from Milwaukee to Zakynthos runs through a European gateway, with Lufthansa via Frankfurt or Munich, British Airways via London Heathrow, and Aegean Airlines via Athens forming the three realistic paths. My preference, after routing this trip several times, leans toward Lufthansa's Frankfurt connection: the transatlantic leg on a 747-8 or A340 gives you a lie-flat seat with reasonable privacy, and Frankfurt's short-haul concourse makes the final hop into Athens or directly to Zakynthos on a regional jet painless even with tight layovers. British Airways routes work well if you want to break the journey in London and enjoy the Club Suite's sliding door and direct aisle access on the widebody sector, though the Heathrow-to-Athens or onward connection typically drops you into a Euro-business cabin that's really just economy with a blocked middle seat — worth knowing before you plan a full lie-flat experience end to end.
The insider trick here is timing the final leg: Aegean Airlines operates the only meaningful service into Zakynthos itself, often on A320neo family aircraft, and their intra-Greek business class is limited but comfortable, with real food service on the Athens-Zakynthos hop rather than a snack box. If your connection allows it, book yourself at least a two-hour buffer in Athens Eleftherios Venizelos, because the transfer between international arrivals and the domestic/Aegean gates isn't seamless, and missing that final flight to a resort island with limited daily frequency can wreck a vacation. Most travelers heading to Zakynthos are chasing summer sun, but the shoulder season — April, May, September, and October — is when both fares and crowds thin out, and the Ionian weather remains genuinely pleasant for beach time without July's heat or the tourist congestion.
Given the complexity of routing through three different alliances depending on carrier choice, fares on this corridor fluctuate more than most transatlantic routes, so setting up fare alerts for Milwaukee-to-Zakynthos business class itineraries during those shoulder months is the smartest move before committing to a specific connection.