The Deaths

Good Guys
Goku:
1. Killed by Piccolo while Holding Radditz.
2. Dies of Heart Virus.
3. Killed after Cell teleported.

Gohan:
1. Killed by Android (AH) #17.
2. Killed when Majin Buu destroyed Earth.

Goten:
1. Killed when Majin Buu destroyed Earth.

Vegeta:
1. Killed by Frieza.
2. Sacrificed himself to kill Majin Buu.

Trunks:
1. Killed by Cell.
2. Killed when Majin Buu destroyed Earth.

Piccolo:
1. Killed by Nappa.
2. Killed when Majin Buu destroyed Earth.
3. Killed when Earth blew up in DBGT.
4. Killed by Androids in Future Timeline.
5. Killed by Goten in DBGT when Bebi possessed Goten.

Kuririn (Krillin):
1. Killed in a Tenkaichi Budoukai competition.
2. Killed by Frieza on Planet Namek.
3. Killed by Super 17 in DBGT after turning him into a zombie.

Tenshinhan (Tien):
1. Killed by Nappa.
2. Killed when Majin Buu destroyed Earth.
3. Killed by Android in Future Timeline.

Chaouzu:
1. Blew up on Nappa.
2. Killed when Majin Buu destroyed Earth.
3. Killed by Piccolo Daimao.
4. Killed by Androids in Future Trunks Timeline.

Yamcha:
1. Killed by Nappa.
2. Eaten by Majin Buu.

Chi-Chi:
1. Squashed by Majin Buu while an egg or cookie (not sure).

Bad Guys

Brolly #1:
1. Blew up with Paragus in the space pod he blew up.

Brolly #2:
1. Died in Movie #8 from Goku, Gohan, Vegeta, Future Trunks, and Piccolo.
2. Died in Movie #10 from Goten's and Gohan's Kamehameha.
3. Died in Movie #11 from Chibi Trunks (non-future) & Goten.

Radditz:
1. Killed by Piccolo while Goku held him.

Nappa:
1. Killed by Vegeta when paralyzed.
2. Killed by Vegeta again in DBGT.

Ginyu Force:
1. Jeice, Burter, Recoome, & Guldo killed by Vegeta.

Frieza: 1. Brutally beaten by Goku.
2. Killed by Trunks when Cyborg formed.
3. Killed by Gohan for good in Movie #12.

Garlic Jr. 1. Brought into the Dead Zone by young 4 year old Gohan.
2. Totally stuck in Dead Zone by Gohan again & lost power from dead
Makioh Star.

Android #16
1. Died from Cell.

Android #17
1. Absorbed by Cell to make Perfect Cell.

Android #18
1. Absorbed by Cell to make Perfect Cell.

Android #19
1. Defeated by SSJ Vegeta.

Dr. Gero/ Android #20
1. Killed by Android (AH) #17.