Omaha's Eppley Airfield will never host a nonstop widebody to Tuscany, so the real craft of booking business class from Omaha to Pisa lies in choosing the right connection architecture rather than obsessing over the final approach into PSA's compact single-terminal airport. My preferred routing after dozens of iterations funnels through Atlanta or Amsterdam on Delta metal, then hands off to a KLM or Delta One partner segment into a major Italian gateway like Rome or Milan, followed by a short intra-European hop to Pisa—since no carrier flies widebody business class directly into PSA. Lufthansa's alternative via Frankfurt or Munich is worth pricing too, particularly if you can land one of the newer Allegris-configured 787s or A350s on the transatlantic leg, with their sliding-door suites and much-improved seat privacy over older Business Class cabins. Alitalia's successor, ITA Airways, also deserves a look on the Rome leg, especially their A350 business product for the final European connection.
The sweet spot for this itinerary is April, May, September, and October—shoulder season in Tuscany means better award availability, milder weather for wandering the Pisa countryside before harvest, and airlines releasing more premium inventory as leisure demand from Rome and Milan softens. One insider trick: rather than fixating on OMA-PSA fare searches, price the segments separately—Omaha to a European hub in Delta One, then a standalone Rome-or-Milan-to-Pisa ticket—since bundled itineraries often mask far cheaper mixed-carrier combinations that legacy search engines undervalue.
Given how thin and connection-dependent this market is, fares swing unpredictably with fuel surcharges and seasonal Delta/Lufthansa schedule changes, so setting up automated fare alerts for the Omaha-to-Pisa corridor is the smartest way to catch a business class fare before it disappears.