| 100% | ELM | 3 | The ___ City (tree-based nickname for New Haven, Connecticut) |
| 63% | ELM | 3 | The ___ City (nickname for New Haven) |
| 56% | ELMS | 4 | Trees that New Haven, Connecticut is known for |
| 55% | ELM | 3 | The ___ City (sobriquet for New Haven) |
| 55% | BIGAPPLE | 8 | The ___ (fruity nickname for New York City): 2 wds. |
| 52% | ELM | 3 | ___ City (nickname for New Haven, Conn.) |
| 52% | BIGAPPLE | 8 | Nickname for New York City |
| 52% | THEBIGAPPLE | 11 | Nickname for New York City |
| 50% | APPLE | 5 | The Big ___, nickname for New York City, New York that was popularized in the '20s |
| 50% | BIG | 3 | ___ Apple, nickname for New York City |
| 49% | CHITOWN | 7 | Nickname for the Windy City |
| 49% | GOTHAM | 6 | Nickname for New York City popularised by writer Washington Irving |
| 49% | GOTHAM | 6 | Nickname for New York City popularized by writer Washington Irving |
| 49% | BIG | 3 | With 4-Across, nickname for New York City |
| 48% | ARNIE | 5 | Nickname for the new host of "Celebrity Apprentice" |
| 48% | NOLA | 4 | Nickname for the city that hosts Mardi Gras |
| 47% | CHITOWN | 7 | Alternate nickname for the Windy City |
| 47% | ETERNAL | 7 | Never-ending nickname for Rome: the __ City |
| 46% | ELM | 3 | ___ City (nickname New Haven earned because of its trees) |
| 45% | CHI | 3 | ___-Town, nickname for the most populous city in Illinois |
| 45% | CHI | 3 | With 4-Across, another nickname for the Windy City |
| 45% | ELM | 3 | ___ City (sobriquet for New Haven) |
| 45% | MRBIG | 5 | Nickname for Carrie’s main love interest on “Sex and the City” |
| 45% | NOLA | 4 | Another nickname for the city sometimes called "the Big Easy" |
| 45% | ELM | 3 | Tree in New Haven's nickname? |
| 45% | AROD | 4 | Nickname of the only player named MLB MVP for two different fielding positions with two different teams (Texas Rangers/shortstop, New York Yankees/third base) (Hyph.) |
| 44% | FRAN | 4 | San ___ (unpopular nickname for the city with the Golden Gate Bridge) |
| 44% | AROD | 4 | Nickname of #13 for the New York Yankees: Hyph. |
| 44% | SCOTLAND | 8 | New __ Yard, the London base for the Met Police |
| 44% | BIGEASY | 7 | Nickname for New Orleans, celebrated by the answers to the starred clues and suggested by the shaded squares |