Cooper Flagg vs. Charles Oakley Season by Season Comparison

Side by side comparison of each NBA season of Charles Oakley and Cooper Flagg, 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.

Cooper Flagg played 1 year in the NBA, 18 less than Charles Oakley, who played 19. Cooper Flagg had his first NBA Season in 2025-26, 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 achievements, 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
Cooper Flagg 1 0 2025-26
Charles Oakley 19 15 1985-86 to 2003-04

Comparison Season by Season

Jump to season:

Rookie Season

Cooper Flagg Charles Oakley
Season 2025-261985-86
Team Dallas MavericksChicago Bulls
Honors & Awards -Achievement All-Rookie First Team
Playoffs Did Not PlayBulls Lost East Conf 1st Rd
more >>
Rookie Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Cooper Flagg 1 32.0 10.0 1.0 9.0 10.0 0.0 1.0 0.0 3.0 3.0 4.0 13.0 .308 0.0 1.0 .000 2.0 2.0 1.000
difference:+76+9.0+0.4+2.3+3.7+1.4+1.7+0.1+0.4-0.7-0.2+0.4+6.0+.211+1.0+0.3+1.5+.338
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 - 2.3 3.5 .662
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Cooper Flagg DNP------ --- ----------
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

Additional Years

* Charles Oakley played 18 seasons more than Cooper Flagg in the NBA.

In that period—his seasons 2 to 19, from 1987 to 2004—Charles Oakley played in 14 Playoffs.

In those 18 extra years over Cooper Flagg, Charles Oakley got these achievements:

Honors & AwardsAchievement 1 All-Defensive First Team
Achievement 1 All-Defensive Second Team
Achievement 1 All-Star Game