| 1999 Trade for Nathan Eagleton and Brett Montgomery | ||
| Port Adelaide | Montgomery (126 games) + #28 (Guerra - 255 games) | 112 XG |
| Western Bulldogs | Eagleton (221 games) | 77 XG |
| 1999 Trade for Jason Ball | ||
| Sydney | Ball (90 games) | 43 XG |
| West Coast | #11 (Glass - 270 games) + #41 (Munro - 18 games) | 116 XG |
| 1999 Trade for Brendon Fewster | ||
| Fremantle | Fewster (37 games) | 85 XG |
| West Coast | #16 (Haynes - 65 games) | 70 XG |
| 1999 Trade for Stephen O'Reilly | ||
| Carlton | O'Reilly (12 games) | 43 XG |
| Fremantle | #16 (Haynes - 65 games) + #46 (Butler - 0 games) | 88 XG |
| 1999 Trade for Troy Longmuir | ||
| Fremantle | Longmuir (55 games) | 77 XG |
| Melbourne | #19 (Green - 254 games) + #63 (O'Brien - 0 games) | 74 XG |
| 1999 Trade for Stefan Carey | ||
| Brisbane | Carey (3 games) | 74 XG |
| Sydney | #21 (Stevens - 144 games) | 57 XG |
| 1999 Trade for Michael Mansfield | ||
| Carlton | Mansfield (54 games) | 23 XG |
| Geelong | #31 (Chapman - 280 games) | 44 XG |
| 1999 Trade for David Calthorpe | ||
| Brisbane | #32 (Giansiracusa - 265 games) | 44 XG |
| North Melbourne | Calthorpe (13 games) | 23 XG |
| 1999 Trade for Troy Cook | ||
| Fremantle | Cook (150 games) | 74 XG |
| Sydney | #34 (Davis - 225 games) | 42 XG |
| 1999 Trade for Stephen Powell | ||
| Melbourne | Powell (44 games) | 37 XG |
| Western Bulldogs | #35 (Wiggins - 12 games) | 40 XG |
| 1999 Trade for Leon Cameron | ||
| Richmond | Cameron (84 games) | 39 XG |
| Western Bulldogs | #37 (Hahn - 181 games) + #66 (Hargrave - 203 games) | 50 XG |
| 1999 Trade for Justin Plapp | ||
| Richmond | #39 (Homewood - 0 games) | 33 XG |
| St Kilda | Plapp (26 games) | 28 XG |
| 1999 Trade for Matthew Bishop | ||
| Melbourne | #42 (Clark - 1 games) | 21 XG |
| Port Adelaide | Bishop (132 games) | 47 XG |
| 1999 Trade for Matthew Clarke | ||
| Adelaide | Clarke (118 games) | 43 XG |
| Brisbane | #6 (Cupido - 53 games) + #21 (Stevens - 144 games) | 182 XG |
| 1999 Trade for Scott Welsh | ||
| Adelaide | Welsh (129 games) + #67 (Shirley - 151 games) | 90 XG |
| North Melbourne | #77 (Smith - 4 games) | 5 XG |
| 1999 Trade for Lance Picioane | ||
| Adelaide | #79 (Singh - 0 games) | 4 XG |
| Hawthorn | Picioane (58 games) | 76 XG |
| 1999 Trade for Mark Kinnear and Andrew Schauble | ||
| Collingwood | Kinnear (0 games) + #34 (Davis - 225 games) | 193 XG |
| Sydney | Schauble (88 games) | 28 XG |
| 1999 Trade for Leigh Colbert and Cameron Mooney | ||
| Geelong | Mooney (210 games) + #15 (Spriggs - 69 games) + #17 (Bray - 0 games) + #47 (Enright - 332 games) | 172 XG |
| North Melbourne | Colbert (104 games) + #53 (Lasscock - 0 games) + #67 (Shirley - 151 games) | 66 XG |
| 1999 Trade for Clinton King and Steven McKee | ||
| Collingwood | McKee (64 games) + #7 (Roach - 1 games) | 145 XG |
| Richmond | King (58 games) + #3 (Fiora - 140 games) | 247 XG |
| 1999 Trade for Trent Bartlett and Michael Martin | ||
| Brisbane | Martin (10 games) | 74 XG |
| Western Bulldogs | Bartlett (42 games) + #32 (Giansiracusa - 265 games) | 106 XG |
| 1999 Trade for Jonathon Robran and Andrew Ukovic | ||
| Collingwood | Ukovic (17 games) | 54 XG |
| Essendon | Robran (8 games) + #40 (Hille - 197 games) | 73 XG |
| Hawthorn | #33 (Clarke - 96 games) + #48 (Bateman - 177 games) | 60 XG |