| 100% | LALO | 4 | Cafe ___, New York City cafe that features in 1998's "You've Got Mail" |
| 54% | AOL | 3 | ISP prominently featured in 1998's "You've Got Mail" |
| 50% | FERRY | 5 | Water craft that you may use to get to Staten Island in New York City |
| 44% | AOL | 3 | ISP used by the lead characters in 1998's "You've Got Mail" |
| 44% | MADABOUTYOU | 11 | Sitcom set in New York City that featured Carol Burnett in a recurring role as Jamie's mother (3 wds.) |
| 44% | SUBURGATORY | 11 | Former ABC sitcom, about life in a town outside New York City, that featured Alan Tudyk |
| 44% | BUS | 3 | Common public transport option that you can use in New York City |
| 43% | TRAIN | 5 | Subway vehicle that you can use to see the sights in New York City |
| 43% | TRAM | 4 | Aerial streetcar that you could take to cross the East River in New York City |
| 41% | AOL | 3 | ISP featured in the movie "You've Got Mail" |
| 41% | AOL | 3 | Company featured in the movie "You've Got Mail" |
| 41% | AOL | 3 | ISP prominently featured in the movie "You've Got Mail" |
| 41% | AOL | 3 | Email provider featured in the romcom "You've Got Mail" |
| 41% | APPLETV | 7 | Digital media player that's "big" in New York City? |
| 41% | AOL | 3 | Internet service provider featured in the movie "You've Got Mail" |
| 40% | AOL | 3 | I.S.P. featured in “You’ve Got Mail” |
| 39% | YORK | 4 | New ___ Dolls, rock band that features USA's Time Square city in its name |
| 39% | AOL | 3 | ISP that appeared frequently in the movie "You've Got Mail" |
| 39% | TOMHANKS | 8 | Meg Ryan's partner in You've Got Mail |
| 39% | TIMES | 5 | ___ Square, landmark in New York City you may want to visit on New Year's Eve |
| 39% | BROOKLYN | 8 | New York City borough that produced all three of the rappers in this puzzle |
| 38% | SOSA | 4 | Athlete feted with a New York City ticker-tape parade in 1998 |
| 38% | CELTICTHUNDER | 13 | Singing group that opened the New York City Saint Patrick's Day Parade in 2009 (2 wds.) |
| 38% | GIRLS | 5 | Lena Dunham's hit comedy-drama that follows the lives of four young women in New York City |
| 38% | PARK | 4 | Central ___, New York City landmark that is the most filmed location in the world |
| 37% | AOL | 3 | Company in the 1998 rom-com "You've Got Mail" |
| 37% | AMEX | 4 | Credit card company that is headquartered in New York City |
| 37% | NOBLE | 5 | Barnes & ___, publishing company that is headquartered in New York City |
| 37% | ICE | 3 | Italian ___, sweet treat that is popular in New York City |
| 37% | KEY | 3 | ___ Food, supermarket collective that is headquartered in New York City |