Coach: Wayne Brittain
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 - 25th March 1999.
Carlton 19.18.132
Essendon 12.12.84
Played at the MCG.
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 - 5th April 1999.
Carlton 18.9.117
Collingwood 15.18.108
Played at the MCG.
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 - 11th April 1999.
Carlton 7.13.55
Western Bulldogs 25.10.160
Played at Optus Oval (Carlton).
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 - 17th April 1999.
Carlton 13.13.91
Essendon 16.19.115
Played at Optus Oval (Carlton).
Result: Lost by 24 points
Best: Ben Nelson, Ben Johnson, Brad Pearce, Brendan Fevola, Kristian De Pasquale.
Goals: Brendan Fevola 4, Brad Pearce 3, David Haynes 2, John Hynes 1, Matthew N. Watson 1, Damian Lang 1, Jacob Anstey 1.
Round 5 - 24th April 1999.
Carlton 11.7.71
Geelong 13.8.86
Played at Optus Oval (Carlton).
Result: Lost by 15 points
Best: Adrian Hickmott, John Hynes, Adam Chatfield, Matthew N. Watson, Murray Vance.
Goals: Brendan Fevola 4, Damien Lock 3, Brad Pearce 2, Matthew N. Watson 1, Scott Freeborn 1.
Round 6 - 30th April 1999.
Carlton 11.10.76
St Kilda 11.14.80
Played at the MCG.
Result: Lost by 4 points.
Best: Simon Fletcher, Damien Lock, Adrian Hickmott, Ben Thompson, Murray Vance.
Goalkickickers: Reece Singleton 3, John Hynes 2, Damien Lock 1, Adrian Whitehead 1, Craig Black 1, Simon Fletcher 1, Adrian Hickmott 1, Brendan Fevola 1.
Round 7 - 7th May 1999.
Carlton 11.11.77
Richmond 15.10.100
Played at the MCG.
Result: Lost by 23 points
Best: Simon Fletcher, Damien Lock, Lukas Slater.
Goalkickickers: Brad Pearce 5, Brett Backwell 2, Brendan Fevola 2, Reece Singleton 2.
Round 8
Bye
Round 9 - 22nd May 1999.
Carlton 8.9.57
Melbourne 15.17.107
Played at Optus Oval (Carlton).
Result: Lost by 50 points
Best: Simon Fletcher, Adrian Whitehead, Matthew Hogg, Brett Backwell.
Goalkickers: Brendan Fevola 4, Adrian Whitehead 2, Heath Culpitt 1, Quinton Gleeson 1.
Round 10 - 6th June 1999.
Carlton 7.13.55
Kangaroos 16.16.112
Played at the MCG.
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 - 12th June 1999.
Carlton 9.7.61
Geelong 9.9.63
Played at Optus Oval (Carlton).
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 - 20th June 1999.
Carlton 14.19.103
Sydney 6.10.46
Played at Optus Oval (Carlton).
Result: Won by 57 points
Best: Matthew Hogg, Matthew N. Watson, Simon Fletcher, Scott Freeborn, Damian Lang.
Goalkickers: Adrian Whitehead 2, Damian Lang 2, Scott Freeborn 2, Matthew Hogg 2, Paul Arthurson 2, Adam Chatfield 1, David Haynes 1, John Hynes 1, Cameron Blight 1.
Round 13 - 26th June 1999.
Carlton 20.3.123
Kangaroos 13.6.84
Played at the MCG.
Result: Won by 39 points
Best: Ian Prendergast, Damien 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, Damien Lock 1, John Hynes 1, Scott Freeborn 1.
Round 14 - 4th July 1999.
Carlton 11.17.83
Hawthorn 14.11.95
Played at Waverley Park.
Result: Lost by 12 points
Best: Scott Freeborn, Darren Hulme, Simon Fletcher, Matthew N. Watson, Ian Prendergast, John Lindsay, Adam Chatfield.
Goalkickers: John Lindsay 3, Scott Freeborn 2, Brendan Fevola 2, Damian Lang 2, Heath Culpitt 1, Adam Chatfield 1.
Round 15 - 10th July 1999.
Carlton 7.8.50
Richmond 19.14.128
Played at Optus Oval (Carlton).
Result: Lost by 78 points
Best: Simon Fletcher, Murray Vance, John Hynes, Ian Prendergast, Scott Freeborn, Matthew N. Watson.
Goalkickers: Simon Fletcher 2, Craig Black 2, John Lindsay 2, Mark Browne 1.
Round 16 - 18th July 1999.
Carlton 13.11.89
Essendon 17.8.110
Played at the MCG.
Result: Lost by 21 points
Best: Murray Vance, Brendan Fevola, Adam White, Scott Freeborn, Heath Culpitt, Damien Lock.
Goalkickers: Craig Black 2, Brendan Fevola 2, Heath Culpitt 2, Damien Lock 2, Brett Backwell 1, Murray Vance 1, Matthew N. Watson 1, John Hynes 1, Adam White 1.
Round 17 - 25th July 1999.
Carlton 5.5.35
Collingwood 23.18.156
Played at the MCG.
Result: Lost by 121 points
Best: Matthew N. Watson, Murray Vance, Adam White, Ben Johnson, Damien Lock.
Goalkickers: Matthew N. Watson 2, Damian Lang 1, Jacob Anstey 1, Ian Prendergast 1.
Round 18 - 1st August 1999.
Carlton 9.11.65
Western Bulldogs 14.16.100
Played at Optus Oval (Carlton).
Result: Lost by 35 points
Best: Iggy Vallejo, Damien Lock, Heath Culpitt, Damian Lang, John Hynes, Matthew Hogg.
Goalkickers: Matthew N. Watson 2, Trent Hotton 2, Heath Culpitt 1, Craig Black 1, Tony Bourke 1, Damian Lang 1, Iggy Vallejo 1.
Round 19
Bye
Round 20 - 15th August 1999.
Carlton 18.10.118
Geelong 20.12.132
Played at the MCG.
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, Damien Lock 1, Heath Culpitt 1, Anthony Franchina 1, Andrew Ramsden 1, Daniel Walls 1, Adam Chatfield 1, John Hynes 1.
Round 21 - 21st August 1999.
Carlton 19.17.131
St Kilda 14.11.95
Played at Optus Oval (Carlton).
Result: Won by 36 points.
Best: Adam White, Matthew Hogg, Scott Freeborn, Brett Backwell, Simon Wood, Andrew Ramsden.
Goalkickers: Brendan Fevola 3, Heath Culpitt 3, Damian Lang 3, Adam White 2, Andrew Ramsden 2, Damien Lock 1, Scott Freeborn 1, Cameron Blight 1, Brett Backwell 1, Matthew N. Watson 1, Anthony Franchina 1.
Round 22 - 27th August 1999.
Carlton 8.9.57
Richmond 7.11.53
Played at the MCG.
Result: Won by 4 points.
Best: Brendan Fevola 2, Ron De Iulio, Murray Vance, Kristian De Pasquale, Simon Wood.
Goalkickers: Brendan Fevola 2, Ron De Iulio 1, Matthew N. Watson, Heath Culpitt 1, Tony Bourke 1, Damian Lang 1, George De Crespigny 1.
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