| Series | Number | Date | Title | Setter |
|---|---|---|---|---|
| Crossword | 258.1 | Oct 1999 | Bridge Party | Schadenfreude |
| Crossword | 258.2 | Oct 1999 | 22 Down and 26 | MynoT |
| Listener | 3534 | 02/10/1999 | The Conclusion | Rebel |
| Weekend | 225 | 02/10/1999 | Middle Eights | Phi |
| EV | 363 | 03/10/1999 | Bout | Oxymoron |
| Listener | 3535 | 09/10/1999 | Eat Liberally | Ascot |
| Weekend | 226 | 09/10/1999 | Oasis | Xanthippe |
| EV | 364 | 10/10/1999 | YWMBSKUIKV | Apex |
| Listener | 3536 | 16/10/1999 | What on Earth? | Bufo |
| Weekend | 227 | 16/10/1999 | Welsh Rarebit | Enigma |
| EV | 365 | 17/10/1999 | The Solver Should… | Radix |
| Listener | 3537 | 23/10/1999 | An Open Book | Tiger |
| Weekend | 228 | 23/10/1999 | Scott & Mavis | Loda |
| EV | 366 | 24/10/1999 | Partners in Crime | Samson |
| Listener | 3538 | 30/10/1999 | Which? | BeRo |