| YESWECAN | Campaign slogan associated with a Chicago politician of the 2000s |
| JUSTDOIT | Marketing slogan associated with a brand worn by a Chicago athlete of the 1990s |
| BRAEBURNAPPLE | Sweet-tart fruit (with a Chicago running back) |
| STEUBEN | Prussian-born general honored with a Chicago parade seen in "Ferris Bueller's Day Off" |
| LORI | Chicago politician Lightfoot |
| RAHM | Chicago politician Emanuel |
| GIRLPOWER | Slogan associated with the Spice Girls (4,5) |
| DAVIDRICARDO | British economist and politician of the early 19th century, a former Owner of Gatcombe Park, Gloucestershire (5,7) |
| NANCYASTOR | American-born British female politician of the first half of the 20th century (5,5) |
| TINA | Abbreviated slogan associated with Margaret Thatcher (4) |
| GAY | "Be ___, do crime" (slogan associated with queer anarchism) |
| TOMMYTHOMPSON | Famously innovative politician of the 1980s and '90s |
| DOUGLAS | What could make House go mad, involving Liberal politician of the past (7-4) |
| OCTOBRIST | Russian liberal politician of the month? |
| DOUGLASHOME | What could make House go mad, involving Liberal politician of the past |
| SOC | Politician of the left (abbr) (3) |
| ANEURIN | ___ Bevan, Welsh Labour politician of the 1940s (7) |
| ANEURINBEVAN | Welsh left-wing politician of the 1940s/50s (7,5) |
| HOME | What could make House go mad, involving Liberal politician of the past (7-4) |
| OFFTHEWALL | Slogan associated with Vans apparel |
