| BANDONTHERUN | Smash hit by Wings, or a feature found six times in this puzzle |
| EASYONTHEEYES | Good-looking E or a phonetic hint to a feature found five times in this puzzle |
| TSQUARE | Drafting tool, and a feature found four times in this puzzle |
| SAILS | Boat's canvases; a hawk's wings; or, a windmill's vanes (5) |
| TIGERMOTH | Flying insect with brightly coloured wings, or a 1930s biplane (5-4) |
| SPAN | Length of wings or a life |
| PURPLERAIN | Smash hit by Prince in 1984 |
| BILLIEJEANKING | Producer of smash hit by Jackson family (group's first) |
| MLBALLSTAR | Athlete in the Midsummer Classic, or what can be found six times in this puzzle? |
| GIRLSCOUTCOOKIE | Item in a yearly bake sale, found six times in this puzzle |
| ENDOVEREND | Like a tumbling move, and literally, what can be found six times in this puzzle |
| SCHOOLCROSSINGS | Places with guards, and what can be found six times in this puzzle |
| ENGAGEMENTR | It's usually presented in a small box, as seen six times in this puzzle's answer |
| CHECKMATE | One ending for a classic board game - another of which (when a player resigns) is represented visually six times in this puzzle |
| WATER | River phenomena (or what literally happens six times in this puzzle) |
| GOOVERBIG | Really succeed (or what literally appears six times in this puzzle) |
| HAPPYTRAILS | Theme song of a classic western, visually suggested six times in this puzzle's grid |
| BROKENPROMISE | Betrayal of a sort, as seen six times in this puzzle |
| REDROSE | Valentine's Day gift, and what happened six times in this puzzle |
| HIDDENMIC | Source's sound source, appearing six times in this puzzle |