** Baker's Dozen - Actors/Actresses with more than 20+ years period between first and last Oscar nomination** CLOSED

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Lillian Gish -- 1947 and 1971

That might not qualify, so I'd better explain. She was nominated in 1947 (best supporting actress, Duel In The Sun) but didn't win. Her 1971 Oscar was an honorary one, "for superlative artistry and for distinguished contribution to the progress of motion pictures." So I doubt if she was actually nominated for the 1971 award, it was straightforward awarded to her.

Does this count? Whaddya think?

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).

He also got an honorary award in 1983, and shared the "Juvenile Award" with Deanna Durbin in 1939.

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).
3. Robert De Niro - 38 years (1975 Godfather 2 to 2013 Silver Linings Playbook)

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).
3. Robert De Niro - 38 years (1975 Godfather 2 to 2013 Silver Linings Playbook)
4. Helen Hayes -- 1932 and 1971 -- Winner, Best Actress, The Sin of Madelon Claudet; Winner, Best Supporting Actress, Airport

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).
3. Robert De Niro - 38 years (1975 Godfather 2 to 2013 Silver Linings Playbook)
4. Helen Hayes -- 1932 and 1971 -- Winner, Best Actress, The Sin of Madelon Claudet; Winner, Best Supporting Actress, Airport
5. Peter O'Toole (44 years) Lawrence of Arabia and Venus

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).
3. Robert De Niro - 38 years (1975 Godfather 2 to 2013 Silver Linings Playbook)
4. Helen Hayes -- 1932 and 1971 -- Winner, Best Actress, The Sin of Madelon Claudet; Winner, Best Supporting Actress, Airport
5. Peter O'Toole (44 years) Lawrence of Arabia and Venus
6. Ellen Burstyn - The Last Picture Show (1971) and Requiem for a Dream (2000)

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).
3. Robert De Niro - 38 years (1975 Godfather 2 to 2013 Silver Linings Playbook)
4. Helen Hayes -- 1932 and 1971 -- Winner, Best Actress, The Sin of Madelon Claudet; Winner, Best Supporting Actress, Airport
5. Peter O'Toole (44 years) Lawrence of Arabia and Venus
6. Ellen Burstyn - The Last Picture Show (1971) and Requiem for a Dream (2000)
7. Katharine Hepburn - Morning Glory (1933) and On Golden Pond (1981)

1. Jack Nicholson - 33 years (1970 Easy Rider to 2003 About Schmidt)
2. Mickey Rooney -- Best Actor nominee in 1940 (Babes in Arms) and Best Supporting Actor nominee in 1980 (The Black Stallion).
3. Robert De Niro - 38 years (1975 Godfather 2 to 2013 Silver Linings Playbook)
4. Helen Hayes -- 1932 and 1971 -- Winner, Best Actress, The Sin of Madelon Claudet; Winner, Best Supporting Actress, Airport
5. Peter O'Toole (44 years) Lawrence of Arabia and Venus
6. Ellen Burstyn - The Last Picture Show (1971) and Requiem for a Dream (2000)
7. Katharine Hepburn - Morning Glory (1933) and On Golden Pond (1981)
8. Jeff Bridges - 45 years (1972 The Last Picture Show to 2017 Hell or High Water)