| Competition: | League of Wales |
| Season: | 1999–2000 |
| Winners: | Total Network Solutions |
| Relegated: | Conwy United Caernarfon Town |
| Continentalcup1: | Champions League |
| Continentalcup1 Qualifiers: | Total Network Solutions |
| Continentalcup2: | UEFA Cup |
| Continentalcup2 Qualifiers: | Barry Town Bangor City |
| Continentalcup3: | Intertoto Cup |
| Continentalcup3 Qualifiers: | Cwmbran Town |
| League Topscorer: | Chris Summers (28) |
| Matches: | 306 |
| Total Goals: | 947 |
| Prevseason: | 1998–99 |
| Nextseason: | 2000–01 |
The 1999–2000 League of Wales was the eighth season of the League of Wales since its establishment in 1992. It began on 20 August 1999 and ended on 6 May 2000.[1] The league was won by Total Network Solutions.