Winston Bennett had his most assists in a game against the Pistons on April 8, 1990, with 5 assists.

Interpreted as:

Winston Bennett most assists in a regular-season game

	NAME	AST	DATE	TM		OPP	MIN	PTS	REB	STL	BLK	FGM	FGA	FG%	3PM	3PA	3P%	FTM	FTA	FT%	TS%	OREB	DREB	TOV	PF
1	Winston Bennett W. Bennett	5	4/8/1990	CLE	vs	DET	42	14	14	1	0	7	11	63.6	0	0		0	3	0.0	56.8	4	10	2	6
2	Winston Bennett W. Bennett	4	3/26/1991	CLE	@	MIA	21	9	5	0	0	2	5	40.0	0	0		5	6	83.3	58.9	2	3	1	3
3	Winston Bennett W. Bennett	4	4/17/1990	CLE	@	MIL	27	7	5	1	1	2	4	50.0	0	0		3	4	75.0	60.8	2	3	2	2
4	Winston Bennett W. Bennett	3	11/29/1991	CLE	vs	ORL	26	4	7	1	0	0	5	0.0	0	0		4	4	100.0	29.6	2	5	1	1
5	Winston Bennett W. Bennett	3	4/17/1991	CLE	vs	ORL	10	2	1	0	0	1	2	50.0	0	0		0	0		50.0	1	0	0	3
6	Winston Bennett W. Bennett	3	4/7/1991	CLE	@	CHA	21	5	8	0	0	2	8	25.0	0	0		1	1	100.0	29.6	4	4	1	3
7	Winston Bennett W. Bennett	3	3/23/1991	CLE	vs	NJN	29	23	12	1	1	7	10	70.0	0	0		9	10	90.0	79.9	5	7	1	4
8	Winston Bennett W. Bennett	3	4/11/1990	CLE	@	CHI	35	17	6	1	1	5	7	71.4	0	0		7	8	87.5	80.8	3	3	1	3
9	Winston Bennett W. Bennett	3	2/25/1990	CLE	vs	CHA	14	4	3	0	0	2	6	33.3	0	0		0	0		33.3	1	2	1	5
10	Winston Bennett W. Bennett	3	12/25/1989	CLE	@	ATL	28	12	2	0	0	5	7	71.4	0	0		2	2	100.0	76.1	2	0	2	0
11	Winston Bennett W. Bennett	3	12/7/1989	CLE	@	LAC	27	11	1	1	0	4	8	50.0	0	0		3	5	60.0	53.9	0	1	0	3
12	Winston Bennett W. Bennett	3	11/29/1989	CLE	@	PHI	32	20	8	1	1	9	13	69.2	0	0		2	3	66.7	69.8	7	1	2	3
13	Winston Bennett W. Bennett	2	2/5/1992	CLE	@	PHI	15	4	2	1	0	2	6	33.3	0	0		0	0		33.3	1	1	0	2
14	Winston Bennett W. Bennett	2	1/30/1992	CLE	vs	ORL	12	2	4	0	0	1	4	25.0	0	0		0	0		25.0	4	0	0	3
15	Winston Bennett W. Bennett	2	1/9/1992	CLE	@	WAS	23	4	4	0	0	2	7	28.6	0	0		0	0		28.6	2	2	0	2
16	Winston Bennett W. Bennett	2	1/7/1992	CLE	@	MIN	25	8	7	0	0	3	6	50.0	0	0		2	4	50.0	51.5	4	3	0	1
17	Winston Bennett W. Bennett	2	1/3/1992	CLE	@	BOS	18	4	3	0	0	2	4	50.0	0	0		0	0		50.0	0	3	0	2
18	Winston Bennett W. Bennett	2	12/30/1991	CLE	vs	HOU	22	8	6	0	1	4	7	57.1	0	1	0.0	0	0		57.1	2	4	0	2
19	Winston Bennett W. Bennett	2	12/17/1991	CLE	vs	MIA	31	11	10	0	0	4	11	36.4	0	0		3	4	75.0	43.1	4	6	1	2
20	Winston Bennett W. Bennett	2	12/7/1991	CLE	vs	WAS	20	10	6	0	0	3	5	60.0	0	0		4	5	80.0	69.4	2	4	0	0
21	Winston Bennett W. Bennett	2	12/5/1991	CLE	@	DET	15	3	4	0	0	1	4	25.0	0	0		1	2	50.0	30.7	2	2	1	3
22	Winston Bennett W. Bennett	2	11/21/1991	CLE	vs	NJN	21	6	5	1	1	2	3	66.7	0	0		2	2	100.0	77.3	4	1	0	4
23	Winston Bennett W. Bennett	2	11/12/1991	CLE	vs	MIL	29	4	3	1	0	2	3	66.7	0	0		0	0		66.7	1	2	2	3
24	Winston Bennett W. Bennett	2	4/21/1991	CLE	vs	PHI	5	2	0	1	0	1	2	50.0	0	0		0	0		50.0	0	0	1	1
25	Winston Bennett W. Bennett	2	4/13/1991	CLE	vs	NJN	6	0	0	0	0	0	0		0	0		0	0			0	0	0	1