Winner for 1969
Finalists for 1969
- Andrea Andre - Sabine Buehler
- Andrea Andre - Max Bruch
- Ian Armstrong - The Most Rev. Frank Woods, Archbishop of Melbourne
- Alan D Baker - Gordon Clowes, F.R.C.S., F.R.A.C.S.
- Cameron Bannerman - Dora Toovey
- Cameron Bannerman - Roger Allen
- Esme Bell - The Hon. Sir Leslie Herron
- Charles Billich - Mungo McCallum
- Charles Billich - Self Portrait
- Shirley Bourne - Alan Martin
- John Brack - Barry Humphries in the character of Mrs Everage
- Charles William Bush - Self Portrait at 49
- Jo Caddy - Father Owen Farrell
- Jo Caddy - Professor Brian Medlin
- Donald Cameron - Jack Clarke
- Donald Cameron - Kenneth Jack
- Reg Campbell - John Laws
- Jack Carington Smith - Lyndon Dadswell
- Judy Cassab - Louis James
- Ray Crooke - George Johnston (Winner: Archibald Prize 1969)
- John Dowie - Bernard Hesling
- Dudley Drew - Edric Beer
- Douglas Dundas - Rev. Canon G. G. O'Keefe, O.B.E.
- Vy Elsom - Self portrait
- George Finey - Franco Belgiorno-Nettis
- Dorothy Fletcher - Sir Henry Somerset, C.B.E.
- Samuel Fullbrook - Kenneth Pirrie
- D N Gallagher - Antoinette Prichard
- Garran-Brown - Raymond Farly Thew
- Henry Aloysius Hanke - Unk White
- David Harrison - Dr. J. D. Bollen
- E A Harvey - Margaret Throsby
- Newton Hedstrom - Self Portrait
- Newton Hedstrom - Marjory Penglase
- Graeme Inson - Charles Hayes
- Graeme Inson - Rear-Admiral George Oldham
- Jean Isherwood - E. A. Harvey
- Gil Jamieson - George Johnson
- Molly Johnson - Dr. A. Gordon Rowell
- Robert Juniper - Rose Skinner
- Michael Kmit - Wallace Thornton
- Hartmut Lahm - John Cobley
- Valerie Lazarus - Kay Rodd
- Lynette Lee - Christopher
- Vaike Liibus - Cyril Pearl
- Alan Martin - Miss Shirley Bourne
- Anne Maughan - George Haynes
- Jocelyn Maughan - William Northam
- Mary Elizabeth McLeish - Kenneth Jack
- Arthur J Murch - Alexander Cann
- Jerrold Nathan - Miss Betty Archdale
- Meg Padgham - Angela Saba
- William Pidgeon - Mr. R. G. C. Parry Okeden, CMG, CBE.
- William Pidgeon - Dorothy Pidgeon
- Clifton Pugh - John Olsen
- David Rae - Brian Bertram
- David Rae - Leonie Taggart
- Roderick M Shaw - Destroyed Portrait of Jack Miles
- Andrew Sibley - John Brack
- Mag Slater - William Frater
- Eric Smith - Fred Williams
- Eric Smith - Self Portrait
- Joshua Smith - Tom Macindoe
- C G Taylor - Nora Heysen
- C G Taylor - Chris Woodman
- Michael John Taylor - Gina
- Dora Toovey - Senator Ken Anderson
- Dora Toovey - Miss Isolde Hill
- Thora Ungar - Self Portrait
- Steve Validic - Mr. Alois Svihla
- Phyllis Paulina Waterhouse - Douglas Watson
