Damian Lillard vs. Charles Oakley Season by Season Comparison

Side by side comparison of each NBA season of Charles Oakley and Damian Lillard, 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.

Damian Lillard played 12 years in the NBA, 7 less than Charles Oakley, who played 19. Damian Lillard had the first of his seasons in 2012-13, while Charles Oakley had his rookie season in 1985-86. 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
Damian Lillard 12 9 2012-13 to 2023-24
Charles Oakley 19 15 1985-86 to 2003-04

Comparison Season by Season

Jump to season:
1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19

Rookie Season

Damian Lillard Charles Oakley
Season 2012-131985-86
Team Portland Trail BlazersChicago Bulls
Honors & Awards Achievement Rookie of the Year-
Achievement All-Rookie First TeamAchievement All-Rookie First Team
Playoffs Did Not PlayBulls Lost East Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 82 38.6 19.0 0.5 2.6 3.1 6.5 0.9 0.2 3.0 2.1 6.7 15.7 .429 2.3 6.1 .368 3.3 3.9 .844
Charles Oakley 77 23.0 9.6 3.3 5.3 8.6 1.7 0.9 0.4 2.3 3.2 3.6 7.0 .519 0.0 0.0 .000 2.3 3.5 .662
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 3 29.3 10.0 3.3 6.7 10.0 1.0 2.0 0.7 1.7 4.3 3.7 7.0 .524 0.0 0.0 - 2.7 4.3 .615

Season 2

Damian Lillard Charles Oakley
Season 2013-141986-87
Team Portland Trail BlazersChicago Bulls
Honors & Awards Achievement All-NBA Third Team-
Achievement All-Star Game-
Playoffs Trail Blazers Lost West Conf SemisBulls Lost East Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 82 35.8 20.7 0.4 3.1 3.5 5.6 0.8 0.3 2.4 2.4 6.7 15.9 .424 2.7 6.8 .394 4.5 5.2 .871
Charles Oakley 82 36.3 14.5 3.6 9.5 13.1 3.6 1.0 0.4 3.6 3.8 5.7 12.8 .445 0.1 0.4 .367 3.0 4.4 .686
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 11 42.4 22.9 1.1 4.0 5.1 6.5 1.0 0.1 2.7 2.6 7.5 17.2 .439 2.5 6.4 .386 5.4 6.0 .894
Charles Oakley 3 43.0 20.0 5.7 9.7 15.3 2.0 1.3 0.3 2.7 4.3 6.3 16.7 .380 0.7 1.3 .500 6.7 8.0 .833

Season 3

Damian Lillard Charles Oakley
Season 2014-151987-88
Team Portland Trail BlazersChicago Bulls
Honors & Awards Achievement All-Star Game-
Playoffs Trail Blazers Lost West Conf 1st RdBulls Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 82 35.7 21.0 0.6 4.0 4.6 6.2 1.2 0.3 2.7 2.0 7.2 16.6 .434 2.4 7.0 .343 4.2 4.9 .864
Charles Oakley 82 34.3 12.4 4.0 9.0 13.0 3.0 0.8 0.3 2.9 3.3 4.6 9.5 .483 0.0 0.1 .250 3.2 4.4 .727
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 5 40.2 21.6 0.4 3.6 4.0 4.6 0.4 0.6 2.4 3.0 7.8 19.2 .406 1.0 6.2 .161 5.0 6.4 .781
Charles Oakley 10 37.3 10.1 3.9 8.9 12.8 3.2 0.6 0.4 1.8 3.3 4.0 9.1 .440 0.0 0.2 .000 2.1 2.4 .875

Season 4

Damian Lillard Charles Oakley
Season 2015-161988-89
Team Portland Trail BlazersNew York Knicks
Honors & Awards Achievement All-NBA Second Team-
Playoffs Trail Blazers Lost West Conf SemisKnicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 75 35.7 25.1 0.6 3.4 4.0 6.8 0.9 0.4 3.2 2.2 8.2 19.7 .419 3.1 8.1 .375 5.5 6.2 .892
Charles Oakley 82 31.8 12.9 4.2 6.3 10.5 2.3 1.3 0.2 3.0 3.3 5.2 10.2 .510 0.1 0.6 .250 2.4 3.1 .773
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 11 39.7 26.5 1.1 3.2 4.3 6.3 1.3 0.3 3.0 2.1 8.1 22.0 .368 3.8 9.7 .393 6.5 7.1 .910
Charles Oakley 9 33.2 9.7 4.8 6.4 11.2 1.2 1.3 0.1 2.4 3.4 3.9 8.1 .479 0.1 0.2 .500 1.8 2.7 .667

Season 5

Damian Lillard Charles Oakley
Season 2016-171989-90
Team Portland Trail BlazersNew York Knicks
Honors & Awards
Playoffs Trail Blazers Lost West Conf 1st RdKnicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 75 35.9 27.0 0.6 4.3 4.9 5.9 0.9 0.3 2.6 2.0 8.8 19.8 .444 2.9 7.7 .370 6.5 7.3 .895
Charles Oakley 61 36.0 14.6 4.2 7.7 11.9 2.4 1.0 0.3 2.7 3.6 5.5 10.5 .524 0.0 0.0 .000 3.6 4.7 .761
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 4 37.8 27.8 1.0 3.5 4.5 3.3 1.3 0.5 3.3 2.8 9.8 22.5 .433 2.3 8.0 .281 6.0 6.3 .960
Charles Oakley 10 33.6 12.1 3.9 7.1 11.0 2.7 1.1 0.2 2.2 3.3 4.3 8.4 .512 0.1 0.1 1.000 3.4 5.2 .654

Season 6

Damian Lillard Charles Oakley
Season 2017-181990-91
Team Portland Trail BlazersNew York Knicks
Honors & Awards Achievement All-NBA First Team-
Achievement All-Star Game-
Playoffs Trail Blazers Lost West Conf 1st RdKnicks Lost East Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 73 36.6 26.9 0.8 3.6 4.5 6.6 1.1 0.4 2.8 1.6 8.5 19.4 .439 3.1 8.6 .361 6.8 7.4 .916
Charles Oakley 76 36.0 11.2 4.0 8.1 12.1 2.7 0.8 0.2 2.8 3.8 4.0 7.8 .516 0.0 0.0 .000 3.1 4.0 .784
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 4 40.5 18.5 0.8 3.8 4.5 4.8 1.3 0.0 4.0 2.0 6.3 17.8 .352 2.3 7.5 .300 3.8 4.3 .882
Charles Oakley 3 33.3 7.7 5.0 5.3 10.3 1.0 0.7 0.3 2.3 4.3 3.3 7.0 .476 0.0 0.0 - 1.0 2.0 .500

Season 7

Damian Lillard Charles Oakley
Season 2018-191991-92
Team Portland Trail BlazersNew York Knicks
Honors & Awards Achievement All-NBA Second Team-
Achievement All-Star Game-
Playoffs Trail Blazers Lost West Conf FinalsKnicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 80 35.5 25.8 0.9 3.8 4.6 6.9 1.1 0.4 2.7 1.9 8.5 19.2 .444 3.0 8.0 .369 5.9 6.4 .912
Charles Oakley 82 28.2 6.2 3.1 5.4 8.5 1.6 0.8 0.2 1.5 3.1 2.6 4.9 .522 0.0 0.0 .000 1.0 1.4 .735
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 16 40.6 26.9 0.5 4.3 4.8 6.6 1.7 0.3 3.8 2.5 8.6 20.6 .418 3.7 9.9 .373 5.9 7.1 .833
Charles Oakley 12 29.5 5.3 3.7 5.3 9.0 0.7 0.7 0.4 1.3 3.0 1.8 4.8 .379 0.0 0.0 - 1.7 2.3 .741

Season 8

Damian Lillard Charles Oakley
Season 2019-201992-93
Team Portland Trail BlazersNew York Knicks
Honors & Awards Achievement All-NBA Second Team-
Achievement All-Star Game-
Playoffs Trail Blazers Lost West Conf 1st RdKnicks Lost East Conf Finals
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 66 37.5 30.0 0.5 3.8 4.3 8.0 1.1 0.3 2.9 1.7 9.5 20.4 .463 4.1 10.2 .401 7.0 7.8 .888
Charles Oakley 82 27.2 6.9 3.5 5.1 8.6 1.5 1.0 0.2 1.5 3.5 2.7 5.3 .508 0.0 0.0 .000 1.5 2.1 .722
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 4 35.8 24.3 0.3 3.3 3.5 4.3 0.5 0.3 3.5 1.0 6.5 16.0 .406 3.3 8.3 .394 8.0 8.3 .970
Charles Oakley 15 33.8 11.1 4.7 6.3 11.0 1.1 1.1 0.1 2.4 3.4 4.2 8.7 .481 0.0 0.0 - 2.7 3.7 .727

Season 9

Damian Lillard Charles Oakley
Season 2020-211993-94
Team Portland Trail BlazersNew York Knicks
Honors & Awards Achievement All-NBA Second Team-
-Achievement All-Defensive First Team
Achievement All-Star GameAchievement All-Star Game
Playoffs Trail Blazers Lost West Conf 1st RdKnicks Lost NBA Finals
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 67 35.8 28.8 0.5 3.7 4.2 7.5 0.9 0.3 3.0 1.5 9.0 19.9 .451 4.1 10.5 .391 6.7 7.2 .928
Charles Oakley 82 35.8 11.8 4.3 7.5 11.8 2.7 1.3 0.2 2.4 3.6 4.4 9.3 .478 0.0 0.0 .000 3.0 3.8 .776
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 6 41.3 34.3 0.2 4.2 4.3 10.2 1.0 0.7 2.2 1.5 10.3 22.3 .463 5.8 13.0 .449 7.8 8.3 .940
Charles Oakley 25 39.7 13.2 4.6 7.0 11.7 2.4 1.4 0.2 2.6 3.5 5.0 10.5 .477 0.0 0.0 - 3.2 4.1 .775

Season 10

Damian Lillard Charles Oakley
Season 2021-221994-95
Team Portland Trail BlazersNew York Knicks
Honors & Awards
Playoffs Did Not PlayKnicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 29 36.4 24.0 0.4 3.7 4.1 7.3 0.6 0.4 2.9 1.3 7.7 19.0 .402 3.2 9.8 .324 5.5 6.2 .878
Charles Oakley 50 31.3 10.1 3.1 5.8 8.9 2.5 1.2 0.1 2.1 3.6 3.8 7.9 .489 0.1 0.2 .250 2.4 3.0 .793
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 11 38.3 13.1 2.8 5.6 8.5 3.7 1.7 0.5 2.2 3.8 4.5 9.9 .450 0.4 0.9 .400 3.8 4.6 .824

Season 11

Damian Lillard Charles Oakley
Season 2022-231995-96
Team Portland Trail BlazersNew York Knicks
Honors & Awards Achievement All-NBA Third Team-
Achievement All-Star Game-
Playoffs Did Not PlayKnicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 58 36.3 32.2 0.8 4.0 4.8 7.3 0.9 0.3 3.3 1.9 9.6 20.7 .463 4.2 11.3 .371 8.8 9.6 .914
Charles Oakley 53 33.5 11.4 3.1 5.6 8.7 2.6 1.1 0.3 2.0 3.7 4.0 8.5 .471 0.1 0.5 .269 3.3 4.0 .833
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 8 38.5 13.1 3.5 5.1 8.6 1.8 1.0 0.0 3.5 4.1 4.9 9.8 .500 0.3 0.8 .333 3.1 4.5 .694

Season 12

Damian Lillard Charles Oakley
Season 2023-241996-97
Team Milwaukee BucksNew York Knicks
Honors & Awards Achievement All-Star Game-
Achievement All-Star Game NVP-
Playoffs Bucks Lost East Conf 1st RdKnicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 73 35.3 24.3 0.5 3.9 4.4 7.0 1.0 0.2 2.6 1.8 7.4 17.5 .424 3.0 8.5 .354 6.5 7.0 .920
Charles Oakley 80 35.9 10.8 3.1 6.7 9.8 2.8 1.4 0.3 2.1 3.8 4.2 8.7 .488 0.1 0.2 .263 2.3 2.8 .808
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard 4 39.0 31.3 0.5 2.8 3.3 5.0 1.0 0.0 2.3 2.0 8.5 20.3 .420 5.0 12.0 .417 9.3 9.5 .974
Charles Oakley 10 35.8 9.8 2.3 6.5 8.8 1.6 2.2 0.3 1.8 3.7 3.8 8.6 .442 0.0 0.1 .000 2.2 2.9 .759

Season 13

Damian Lillard Charles Oakley
Season -1997-98
Team -New York Knicks
Honors & Awards -Achievement All-Defensive Second Team
Playoffs -Knicks Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 79 34.6 9.0 2.8 6.4 9.2 2.5 1.6 0.3 1.6 3.5 3.9 8.8 .440 0.0 0.1 .000 1.2 1.4 .851
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 10 34.0 8.1 2.1 6.4 8.5 1.4 1.1 0.2 1.3 3.8 2.9 7.1 .408 0.0 0.0 - 2.3 2.5 .920

Season 14

Damian Lillard Charles Oakley
Season -1998-99
Team -Toronto Raptors
Honors & Awards
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 %
Damian Lillard ------- --- ----------
Charles Oakley 50 32.7 7.0 1.9 5.6 7.5 3.4 0.9 0.4 1.9 3.6 2.8 6.5 .428 0.0 0.1 .200 1.3 1.7 .807
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley ------- --- ----------

Season 15

Damian Lillard Charles Oakley
Season -1999-00
Team -Toronto Raptors
Honors & Awards
Playoffs -Raptors Lost East Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 80 30.4 6.9 1.5 5.3 6.8 3.2 1.3 0.6 1.9 3.7 2.9 7.0 .418 0.2 0.5 .341 0.8 1.1 .776
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 3 37.0 10.0 0.7 7.0 7.7 3.7 2.0 0.3 1.7 4.7 4.7 9.7 .483 0.7 2.3 .286 0.0 0.3 .000

Season 16

Damian Lillard Charles Oakley
Season -2000-01
Team -Toronto Raptors
Honors & Awards
Playoffs -Raptors Lost East Conf Semis
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 78 35.5 9.6 1.8 7.7 9.5 3.4 1.0 0.6 1.8 3.3 3.9 10.1 .388 0.1 0.6 .224 1.6 1.9 .836
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley 12 32.6 9.3 1.7 4.7 6.3 1.8 1.0 0.6 1.8 2.4 3.9 9.0 .435 0.3 0.7 .375 1.2 1.4 .824

Season 17

Damian Lillard Charles Oakley
Season -2001-02
Team -Chicago Bulls
Honors & Awards
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 %
Damian Lillard ------- --- ----------
Charles Oakley 57 24.3 3.8 1.3 4.8 6.0 2.0 0.9 0.2 1.5 3.1 1.7 4.6 .369 0.0 0.1 .167 0.4 0.5 .750
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley ------- --- ----------

Season 18

Damian Lillard Charles Oakley
Season -2002-03
Team -Washington Wizards
Honors & Awards
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 %
Damian Lillard ------- --- ----------
Charles Oakley 42 12.2 1.8 0.9 1.7 2.5 1.0 0.3 0.1 0.5 2.1 0.5 1.3 .418 0.0 0.0 - 0.7 0.8 .824
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley ------- --- ----------

Season 19

Damian Lillard Charles Oakley
Season -2003-04
Team -Houston Rockets
Honors & Awards
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 %
Damian Lillard ------- --- ----------
Charles Oakley 7 3.6 1.3 0.0 0.7 0.7 0.3 0.0 0.0 0.1 1.1 0.3 0.9 .333 0.0 0.0 - 0.7 0.9 .833
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Damian Lillard ------- --- ----------
Charles Oakley ------- --- ----------