| AINSLIE | Most successful sailor in Olympic history, born Macclesfield, UK in 1977 (7) |
| VIABLE | Potentially successful sailor breaking rank |
| OLDSHIP | A mannequin of a sailor adorns the roof of The ___ ___ Inn, a Macclesfield pub in the style of a Tudor roadhouse (3,4) |
| NAVARRO | Alan ....... , former Tranmere, Macclesfield, MK Dons, Brighton and Swindon midfielder (7) |
| ALY | ___ Raisman (one of the most decorated American gymnasts in Olympic history) |
| PHELPS | This swimmer is the most decorated athlete in Olympic history with 28 medals, including a record 23 gold medals |
| SWAHN | Identify this family that holds the record of winning the most medals in Olympic history for a father and son duo? (5) |
| NADIACOMANECI | First gymnast in Olympic history to be awarded a perfect score (5,8) |
| MAYALL | John, English blues singer and musician born in Macclesfield in 1933 (6) |
| NESTOR | Canadian Olympic History! Daniel who won gold in Tennis Doubles at Sydney 2000 with Sebastien Lareau |
| IGALI | Canadian Olympic History! Daniel who won gold in Wrestling at Sydney 2000 |
| TRAMPOLINE | Canadian Olympic History! Rosie Maclennan is a 2x gold medallist in it |
| SCRUFF | Mr ___, stage name of DJ and electronica, house and triphop record producer Andrew Carthy, born in Macclesfield in 1972 (6) |
| TOMLONGBOAT | Canadian Olympic History! Onondaga distance runner/ Olympian (b.1886 - d.1949) who served as a dispatch carrier in Worldwar I: 2 wds. |
| DONOVANBAILEY | Canadian Olympic History! Sprinting great who won gold in the 100 metres at Atlanta 1996: 2 wds. |
| NOR | Winningest country in Winter Olympic history: Abbr. |
| YEO | Simon ..., 2002-05 Lincoln forward who last played league football for Macclesfield in 2008-09 (3) |
| AKPOSODJE | 2007-10 Sheffield Wednesday forward who last played for Macclesfield on loan from Tranmere in 2014 (4,5) |
| SODJE | Akpo ....., 2007-10 Sheffield Wednesday forward who last played for Macclesfield on loan from Tranmere Rovers in 2014 (5) |
| DEAN | River rising at Longclough, above Rainow village in the Macclesfield Forest; it joins the River Bollin between Styal and Wilmslow (4) |
