Coach: Wayne Brittan
Captain: Matthew Hogg
Best & Fairest: Simon Fletcher
Position: 11th
Premier: Essendon
Note: Brendan Fevola was the leading goalkicker for the Reserves competition finishing with 42 goals after the home and away season.
Round 1
Carlton 19.18.132
Essendon 12.12.84
Result: Won by 48 points
Best: Craig Black, Darren Hulme, Quinton Gleeson, Tony Bourke, Ian Prendergast, John Hynes.
Goalkickers: Murray Vance 3, Brendan Fevola 3, Damian Lang 3, Quinton Gleeson 2, Matthew N. Watson 2, Craig Black 1, Heath Culpitt 1, Matthew Hogg 1, Simon Fletcher 1, Tony Bourke 1, Darren Hulme 1.
Round 2
Carlton 18.9.117
Collingwood 15.18.108
Result: Won by 9 points
Best: Tony Bourke, Heath Culpitt, Adrian Hickmott, Matthew Hogg, John Hynes, David Haynes.
Goalkickers: Tony Bourke 4, Damian Lang 3, Quinton Gleeson 2, Travis McLean 2, Brendan Fevola 2, Heath Culpitt 2, Matthew Hogg 1, Matthew N. Watson 1, Murray Vance 1.
Round 3
Carlton 7.13.55
Western Bulldogs 25.10.160
Result: Lost by 105 points
Best: Adrian Hickmott, Simon Fletcher, Ian Prendergast, Scott Freeborn, David Haynes, Sam Anstey.
Goals: Ben Nelson 2, Daniel Walls 2, Damian Lang 1, Brendan Fevola 1, James McKay 1.
Round 4
Round 5
Round 6
Carlton 11.10.76
StKilda 11.14.80
Result: Lost by 4 points.
Best: Simon Fletcher, Damian Lock, Adrian Hickmott, Ben Thompson, Murray Vance
Goalkickers: Reece Singleton 3, John Hynes 2, Damian Lock 1, Adrian Whitehead 1, Craig Black 1, Simon Fletcher 1, Adrian Hickmott 1, Brendan Fevola 1.
Round 7
Round 8
Bye
Round 9
Round 10
Carlton 7.13.55
Kangaroos 16.16.112
Result: Lost by 57 points
Best: Matthew Hogg, Heath Culpitt, Adrian Whitehead, Scott Freeborn, Ian Prendergast, Matthew N. Watson
Goalkickers: Heath Culpitt 3, Damian Lang 1, Adam Chatfield 1, Matthew Hogg 1, Adrian Whitehead 1.
Round 11
Carlton 9.7.61
Geelong 9.9.63
Result: Lost by 2 points
Best: Brett Backwell, Craig Black, Scott Freeborn, Ian Prendergast, Murray Vance, Heath Culpitt
Goalkickers: Kris Massie 2, John Hynes 1, Matthew N. Watson 1, Heath Culpitt 1, Brendan Fevola 1, Craig Black 1, Brett Backwell 1, Scott Freeborn 1.
Round 12
Round 13
Carlton 20.3.123
Kangaroos 13.6.84
Result: Won by 39 points
Best: Ian Prendergast, Damian Lock, Kris Massie, Brendan Fevola, John Hynes, Matthew Hogg, Simon Fletcher
Goalkickers: Brendan Fevola 7, Adam Chatfield 3, Ben Thompson 2, Damian Lang 2, Adam Jones 2, Ian Prendergast, Damian Lock 1, John Hynes 1, Scott Freeborn 1.
Round 14
Round 15
Round 16
Carlton 13.11.89
Essendon 17.8.110
Result: Lost by 21 points
Best: Murray Vance, Brendan Fevola, Adam White, Scott Freeborn, Heath Culpitt, Damian Lock
Goalkickers: Craig Black 2, Brendan Fevola 2, Heath Culpitt 2, Damian Lock 2, Brett Backwell 1, Murray Vance 1, Matthew N. Watson 1, John Hynes 1, Adam White 1.
Round 17
Round 18
Round 19
Bye
Round 20
Carlton 18.10.118
Geelong 20.12.132
Result: Lost by 14 points
Best: Simon Wood, Brendan Fevola, Ang Christou, Heath Culpitt, Matthew N. Watson
Goalkickers: Brendan Fevola 4, Damian Lang 3, Tony Bourke 2, Mark Passador 2, Damian Lock 1, Heath Culpitt 1, Anthony Franchina 1, Andrew Ramsden 1, Daniel Walls 1, Adam Chatfield 1, John Hynes 1.
Round 21
Carlton
St Kilda
Round 22
Ladder end of 1999 Reserves Home & Away Season.
| Pos | Team | Wins | Losses | Draws | Points | For | Against | % |
| 1 | St Kilda | 15 | 5 | 0 | 60 | 1924 | 1466 | 131.2 |
| 2 | Melbourne | 15 | 5 | 0 | 60 | 2029 | 1659 | 122.3 |
| 3 | Richmond | 13 | 7 | 0 | 52 | 2041 | 1635 | 124.8 |
| 4 | Collingwood | 12 | 8 | 0 | 48 | 1879 | 1579 | 119.0 |
| 5 | Western Bulldogs | 11 | 9 | 0 | 44 | 1909 | 1838 | 103.9 |
| 6 | Essendon | 10 | 10 | 0 | 40 | 1891 | 2080 | 90.9 |
| 7 | Sydney | 8 | 12 | 0 | 32 | 1951 | 2180 | 89.5 |
| 8 | Nth Melb. | 7 | 13 | 0 | 28 | 1738 | 1970 | 88.2 |
| 9 | Geelong | 7 | 13 | 0 | 28 | 1801 | 2209 | 81.5 |
| 10 | Hawthorn | 6 | 14 | 0 | 24 | 1687 | 1868 | 90.3 |
| 11 | Carlton | 6 | 14 | 0 | 24 | 1648 | 2014 | 81.8 |
1999 Reserves Finals Series.
Week 1
1st Elimination Final
Western Bulldogs 18.9.117 d Collingwood 14.14.98
2nd Elimination Final
Essendon 8.21.69 d Richmond 8.9.57
Qualifying Final
St Kilda 15.12.102 d Melbourne 13.12.90
Week 2
1st Semi Final
Essendon 13.19.97 d Melbourne 12.11.83
2nd Semi Final
St Kilda 17.18.120 d Bulldogs 11.12.78
Week 3
Preliminary Final
Essendon 15.16.106 d Bulldogs 14.10.94
Week 4
Grand Final
Essendon 20.13.133 d St Kilda 11.10.76