| Date | Grid | Clue | Author | Editor |
| Wed, May 29, 2024 | 12D | Italy's fashion capital | Jeanne Breen and Jeff Chen | Fagliano |
| Sat, Aug 19, 2023 | 29D | Where most of the inventions of Leonardo da Vinci are stored | David P. Williams | Shortz |
| Tue, Aug 15, 2023 | 53D | City that's home to "The Last Supper" | Malaika Handa | Shortz |
| Sun, Jul 10, 2022 | 48D | Where 122-Across can be found | Christina Iverson and Scott Hogan | Shortz |
| Thu, Jun 02, 2022 | 5A | Setting for much of "A Farewell to Arms" | Michael Lieberman | Shortz |
| Mon, Sep 13, 2021 | 40A | Italian city known as a fashion hub | A. Tariq | Shortz |
| Sat, Oct 27, 2018 | 49D | Where "The Last Supper" is located | Byron Walden | Shortz |
| Sun, Sep 09, 2018 | 68A | Major fashion capital | Hal Moore | Shortz |
| Sun, Apr 15, 2018 | 94A | Duke of ___, character in "The Two Gentlemen of Verona" | Alex Bajcz | Shortz |
| Sat, Jul 01, 2017 | 41A | Easternmost of fashion's "Big Four" cities | David Phillips | Shortz |
| Wed, Aug 24, 2016 | 7D | La Scala's home | Matthew Sewell | Shortz |
| Thu, Mar 12, 2015 | 33A | Inter ___ (European soccer powerhouse) | Ellen Leuschner and Jeff Chen | Shortz |
| Mon, Nov 25, 2013 | 17A | Italian city with a semiannual fashion week | Kevin G. Der | Shortz |
| Fri, Dec 02, 2011 | 23A | Prospero's dukedom | Ed Sessa | Shortz |
| Mon, Mar 14, 2011 | 7D | "The Last Supper" city | Andrea Carla Michaels | Shortz |
| Thu, Sep 30, 2010 | 30D | European fashion capital | Victor Fleming | Shortz |
| Wed, Feb 17, 2010 | 59A | Where Verdi's "Otello" premiered | Elizabeth A. Long | Shortz |
| Sat, Jan 16, 2010 | 44D | Biblioteca Ambrosiana locale | Ned White | Shortz |
| Sun, Aug 09, 2009 | 72D | ___ Kundera, author of "The Unbearable Lightness of Being" | Patrick Blindauer & Andrea Carla Michaels | Shortz |
| Thu, Sep 11, 2008 | 26D | Home of "The Last Supper" | Caleb Madison | Shortz |
| Fri, Jan 12, 2007 | 7D | Where "Otello" premiered | Sherry O. Blackard | Shortz |
| Sun, Jun 05, 2005 | 108A | Lombardy capital | Patrick Merrell | Shortz |
| Wed, Sep 24, 2003 | 53A | European fashion capital | Sheldon Benardo | Shortz |
| Tue, Mar 05, 2002 | 3D | Where to see "The Last Supper" | Marjorie Richter | Shortz |
| Thu, Dec 13, 2001 | 23D | "The Last Supper" locale | Manny Nosowsky | Shortz |
| Tue, May 01, 2001 | 15A | Home of La Scala | Stanley Newman | Shortz |
| Tue, Jan 16, 2001 | 10D | La Scala's city | Peter Gordon | Shortz |
| Thu, Nov 23, 2000 | 19A | Where to see "The Last Supper" | Louis Hildebrand | Shortz |
| Wed, May 31, 2000 | 3D | La Scala locale | M. Francis Vuolo | Shortz |
| Fri, Jun 11, 1999 | 20A | Ambrosian Library locale | Jim Page | Shortz |
| Wed, Apr 15, 1998 | 14A | Italian opera center | Michael S. Maurer | Shortz |
| Sun, Jul 13, 1997 | 29A | Where "Falstaff" premiered, 1893 | Fred Piscop | Shortz |
| Sun, Jul 06, 1997 | 94D | Where to see "The Last Supper" | Robert H. Wolfe | Shortz |
| Sun, Oct 27, 1996 | 73D | Where to see "The Last Supper" | N. N. Joline | Shortz |
| Sun, Sep 22, 1996 | 61A | La Scala locale | C. Millhauser | Shortz |
| Wed, Aug 14, 1996 | 15A | La Scala's city | G. E. Sykes | Shortz |
| Sun, Aug 04, 1996 | 63A | Home of the Visconti and Sforza families | D. Tuller | Shortz |
| Fri, Dec 29, 1995 | 41A | Fashion capital | Jeff Herrington | Shortz |
| Thu, Dec 14, 1995 | 25D | City of Lombardy | Matt Gaffney | Shortz |
| Wed, Apr 20, 1994 | 48A | La Scala locale | Walter Webb | Shortz |
| Sun, Feb 20, 1994 | 33A | Stop on a European tour | Harvey Estes | Shortz |