Oscar Robertson vs. Cassius Winston Season by Season Comparison

Side by side comparison of each NBA season of Cassius Winston and Oscar Robertson, from their rookie seasons to their last year played, in chronological order with awards, stats, championships and playoff performance of their teams every year.

Player comparisons:
Career comparison / Season by season

Who had the better rookie season? Who had best stats in their 10th season? Who won a championship first? These questions and many others, are answered here.

Oscar Robertson played 14 years in the NBA, 12 more than Cassius Winston, who played 2. Oscar Robertson had the first of his seasons in 1960-61, while Cassius Winston had his rookie season in 2020-21. With that starting point, here you can take a look at each of their seasons side by side and compare how their careers evolved in achivements, awards and championships won, the stats they recorded both in the Regular Season and the Playoffs and how their teams performed in the postseason.

Their Careers
Player	Total Seasons	Playoffs Played	NBA Years
Oscar Robertson	14	10	1960-61 to 1973-74
Cassius Winston	2	1	2020-21 to 2021-22

Comparison Season by Season
Jump to season: 1-2-3-4-5-6-7-8-9-10-11-12-13-14


Rookie Season
	Oscar Robertson	Cassius Winston
Season	1960-61	2020-21
Team	Cincinnati Royals	Washington Wizards
Honors & Awards	All-NBA First Team	-
	Rookie of the Year	-
	Assists Leader	-
	All-Star Game	-
	All-Star Game NVP	-
Playoffs	Did Not Play	Wizards Lost East Conf 1st Rd

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	71	42.7	30.5	-	-	10.1	9.7	-	-	-	3.1	10.6	22.5	.473	-	-	-	9.2	11.2	.822
Cassius Winston	22	4.5	1.9	0.0	0.4	0.4	0.5	0.1	0.0	0.2	0.4	0.6	1.5	.424	0.4	0.8	.471	0.2	0.3	.833

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-
Cassius Winston	1	5.0	2.0	1.0	1.0	2.0	1.0	0.0	0.0	2.0	1.0	1.0	3.0	.333	0.0	1.0	.000	0.0	0.0	-


Season 2
	Oscar Robertson	Cassius Winston
Season	1961-62	2021-22
Team	Cincinnati Royals	Washington Wizards
Honors & Awards	All-NBA First Team	-
	Assists Leader	-
	All-Star Game	-
Playoffs	Royals Lost West Div Semis	Did Not Play

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	79	44.3	30.8	-	-	12.5	11.4	-	-	-	3.3	11.0	22.9	.478	-	-	-	8.9	11.0	.803
Cassius Winston	7	5.6	2.0	0.0	0.1	0.1	1.0	0.0	0.0	0.4	1.3	0.6	1.6	.364	0.3	0.9	.333	0.6	0.6	1.000

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	4	46.3	28.8	-	-	11.0	11.0	-	-	-	4.5	10.5	20.3	.519	-	-	-	7.8	9.8	.795
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 3
	Oscar Robertson	Cassius Winston
Season	1962-63	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA First Team	-
Honors & Awards	All-Star Game	-
Playoffs	Royals Lost East Div Finals	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	80	44.0	28.3	-	-	10.4	9.5	-	-	-	3.7	10.3	19.9	.518	-	-	-	7.7	9.5	.810
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	12	47.5	31.8	-	-	13.0	9.0	-	-	-	3.4	10.3	22.0	.470	-	-	-	11.1	12.8	.864
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 4
	Oscar Robertson	Cassius Winston
Season	1963-64	-
Team	Cincinnati Royals	-
Honors & Awards	Season MVP	-
	All-NBA First Team	-
	Assists Leader	-
	All-Star Game	-
	All-Star Game NVP	-
Playoffs	Royals Lost East Div Finals	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	79	45.1	31.4	-	-	9.9	11.0	-	-	-	3.5	10.6	22.0	.483	-	-	-	10.1	11.9	.853
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	10	47.1	29.3	-	-	8.9	8.4	-	-	-	3.0	9.2	20.2	.455	-	-	-	10.9	12.7	.858
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 5
	Oscar Robertson	Cassius Winston
Season	1964-65	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA First Team	-
	Assists Leader	-
	All-Star Game	-
Playoffs	Royals Lost East Div Semis	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	75	45.6	30.4	-	-	9.0	11.5	-	-	-	2.7	10.8	22.4	.480	-	-	-	8.9	10.6	.839
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	4	48.8	28.0	-	-	4.8	12.0	-	-	-	3.5	9.5	22.3	.427	-	-	-	9.0	9.8	.923
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 6
	Oscar Robertson	Cassius Winston
Season	1965-66	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA First Team	-
	Assists Leader	-
	All-Star Game	-
Playoffs	Royals Lost East Div Semis	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	76	46.0	31.3	-	-	7.7	11.1	-	-	-	3.0	10.8	22.7	.475	-	-	-	9.8	11.6	.842
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	5	44.8	31.8	-	-	7.6	7.8	-	-	-	4.0	9.8	24.0	.408	-	-	-	12.2	13.6	.897
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 7
	Oscar Robertson	Cassius Winston
Season	1966-67	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA First Team	-
Honors & Awards	All-Star Game	-
Playoffs	Royals Lost East Div Semis	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	79	43.9	30.5	-	-	6.2	10.7	-	-	-	2.9	10.6	21.5	.493	-	-	-	9.3	10.7	.873
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	4	45.8	24.8	-	-	4.0	11.3	-	-	-	2.3	8.3	16.0	.516	-	-	-	8.3	9.3	.892
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 8
	Oscar Robertson	Cassius Winston
Season	1967-68	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA First Team	-
Honors & Awards	All-Star Game	-
Playoffs	Did Not Play	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	65	42.5	29.2	-	-	6.0	9.7	-	-	-	3.1	10.2	20.3	.500	-	-	-	8.9	10.2	.873
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 9
	Oscar Robertson	Cassius Winston
Season	1968-69	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA First Team	-
	Assists Leader	-
	All-Star Game	-
	All-Star Game NVP	-
Playoffs	Did Not Play	-

more >>

Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	79	43.8	24.7	-	-	6.4	9.8	-	-	-	2.9	8.3	17.1	.486	-	-	-	8.1	9.7	.838
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 10
	Oscar Robertson	Cassius Winston
Season	1969-70	-
Team	Cincinnati Royals	-
Honors & Awards	All-NBA Second Team	-
Honors & Awards	All-Star Game	-
Playoffs	Did Not Play	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	69	41.5	25.3	-	-	6.1	8.1	-	-	-	2.5	9.4	18.4	.511	-	-	-	6.6	8.1	.809
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 11
	Oscar Robertson	Cassius Winston
Season	1970-71	-
Team	Milwaukee Bucks	-
Honors & Awards	All-NBA Second Team	-
Honors & Awards	All-Star Game	-
Playoffs	NBA Champion	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	81	39.4	19.4	-	-	5.7	8.2	-	-	-	2.5	7.3	14.7	.496	-	-	-	4.8	5.6	.850
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	14	37.1	18.3	-	-	5.0	8.9	-	-	-	2.8	7.3	15.0	.486	-	-	-	3.7	4.9	.754
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 12
	Oscar Robertson	Cassius Winston
Season	1971-72	-
Team	Milwaukee Bucks	-
Honors & Awards	All-Star Game	-
Playoffs	Bucks Lost West Conf Finals	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	64	37.3	17.4	-	-	5.0	7.7	-	-	-	1.8	6.5	13.9	.472	-	-	-	4.3	5.2	.836
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	11	34.5	13.1	-	-	5.8	7.5	-	-	-	2.6	5.2	12.7	.407	-	-	-	2.7	3.3	.833
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 13
	Oscar Robertson	Cassius Winston
Season	1972-73	-
Team	Milwaukee Bucks	-
Honors & Awards
Playoffs	Bucks Lost West Conf Semis	-

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Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	73	37.5	15.5	-	-	4.9	7.5	-	-	-	2.3	6.1	13.5	.454	-	-	-	3.3	3.8	.847
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	6	42.7	21.2	-	-	4.7	7.5	-	-	-	3.5	8.0	16.0	.500	-	-	-	5.2	5.7	.912
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-


Season 14
	Oscar Robertson	Cassius Winston
Season	1973-74	-
Team	Milwaukee Bucks	-
Honors & Awards
Playoffs	Bucks Lost NBA Finals	-

more >>

Regular Season Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	70	35.4	12.7	1.0	3.0	4.0	6.4	1.1	0.1	-	1.9	4.8	11.0	.438	-	-	-	3.0	3.6	.835
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Playoffs Stats
	G	Min	Pts	ORb	DRb	Reb	Ast	Stl	Blk	TO	PF	FGM / A		%	3PM / A		%	FTM / A		%
Oscar Robertson	16	43.1	14.0	0.9	2.4	3.4	9.3	0.9	0.3	-	2.9	5.6	12.5	.450	-	-	-	2.8	3.3	.846
Cassius Winston	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-	-

Oscar Robertson vs. Cassius Winston Season by Season Comparison

Side by side comparison of each NBA season of Cassius Winston and Oscar Robertson, from their rookie seasons to their last year played, in chronological order with awards, stats, championships and playoff performance of their teams every year.

Their Careers

Comparison Season by Season

Rookie Season

Season 2

Season 3

Season 4

Season 5

Season 6

Season 7

Season 8

Season 9

Season 10

Season 11

Season 12

Season 13

Season 14