| TOWN | Chicago, in a |
| CARDGAME | Queen, The Clash, or Chicago, in a gambling sense? (4,4) |
| LEADSINGERS | Heads of Boston and Chicago, in a way |
| ALLANPINKERTON | Scottish-born lawman who founded a famous private detective agency in Chicago in 1950 (5,9) |
| NATO | Gp. that held a summit in Chicago in May of 2012 |
| USTOUR | When to see Phoenix in Phoenix or Chicago in Chicago |
| ROTARY | The oldest service club organisation in the world, it was first set up in Chicago in 1905 |
| CYO | Rel. group founded in Chicago in 1930 |
| FLAMES | Sights in Chicago in 1871 |
| CDT | It ends in Chicago in Nov. |
| IWW | Labor org. founded in Chicago in 1905 |
| IROBOT | Will Smith movie set in Chicago in 2035 |
| DILLINGER | John, American criminal shot dead in Chicago in 1934 (9) |
| ROTARYCLUB | The first one was convened in Chicago in 1905 |
| WINDYCITY | Chicago in the US and Wellington in NZ share this nickname (5,4) |
| SCHOOL | Intellectual or creative movement, such as the Frankfurt in social theory or the Chicago in architecture (6) |
| HOUSEMUSIC | Genre that originated in Chicago in the early 1980s represented by songs such as Steve 'Silk' Hurley's Jack Your Body |
| ALEXANDERSRAGTIMEBAND | Emma Carus was the first singer of this Irving Berlin classic, in Chicago in 1911 |
| SELLARS | Peter, American stage director whose opera productions include The Mikado in Chicago in 1984 (7) |
| UNTOUCHABLES | The ---, nickname of the team of law enforcement agents led by Eliot Ness in Chicago in the 1930s (12) |
