DeMar DeRozan vs. Justise Winslow Season by Season Comparison

Side by side comparison of each NBA season of Justise Winslow and DeMar DeRozan, 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 / Games against each other

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.

DeMar DeRozan played 15 years in the NBA, 7 more than Justise Winslow, who played 8. DeMar DeRozan had the first of his seasons in 2009-10, while Justise Winslow had his rookie season in 2015-16. 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
DeMar DeRozan 15 7 2009-10 to 2023-24
Justise Winslow 8 3 2015-16 to 2022-23

Comparison Season by Season

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

Rookie Season

DeMar DeRozan Justise Winslow
Season 2009-102015-16
Team Toronto RaptorsMiami Heat
Honors & Awards -Achievement All-Rookie Second Team
Playoffs Did Not PlayHeat 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 %
DeMar DeRozan 77 21.6 8.6 0.9 2.0 2.9 0.7 0.6 0.2 0.8 2.3 3.3 6.6 .498 0.1 0.2 .250 1.9 2.5 .763
Justise Winslow 78 28.6 6.4 1.0 4.1 5.2 1.5 0.9 0.3 1.2 2.4 2.5 5.9 .422 0.4 1.5 .276 1.0 1.5 .684
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow 13 25.4 6.9 1.3 3.5 4.8 0.6 0.6 0.3 0.9 2.7 2.5 5.7 .432 0.4 1.4 .278 1.6 2.3 .700

Season 2

DeMar DeRozan Justise Winslow
Season 2010-112016-17
Team Toronto RaptorsMiami Heat
Honors & Awards
Playoffs Did Not PlayDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 82 34.8 17.2 0.9 2.9 3.8 1.8 1.0 0.4 1.8 2.6 6.6 14.1 .467 0.1 0.6 .096 4.0 4.9 .813
Justise Winslow 18 34.7 10.9 1.3 3.9 5.2 3.7 1.4 0.3 1.8 2.9 4.4 12.5 .356 0.4 1.9 .200 1.6 2.6 .617
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow ------- --- ----------

Season 3

DeMar DeRozan Justise Winslow
Season 2011-122017-18
Team Toronto RaptorsMiami Heat
Honors & Awards
Playoffs Did Not PlayHeat 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 %
DeMar DeRozan 63 35.0 16.7 0.6 2.7 3.3 2.0 0.8 0.3 2.0 2.6 6.0 14.3 .422 0.4 1.5 .261 4.3 5.3 .810
Justise Winslow 68 24.7 7.8 0.9 4.5 5.4 2.2 0.8 0.5 1.1 2.1 3.0 7.2 .424 0.7 1.9 .380 1.0 1.5 .635
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow 5 25.0 9.8 1.4 5.2 6.6 2.6 0.8 0.8 1.6 3.4 3.0 8.4 .357 1.4 3.8 .368 2.4 3.4 .706

Season 4

DeMar DeRozan Justise Winslow
Season 2012-132018-19
Team Toronto RaptorsMiami Heat
Honors & Awards
Playoffs Did Not PlayDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 82 36.7 18.1 0.6 3.3 3.9 2.5 0.9 0.3 1.8 2.1 6.7 15.0 .445 0.4 1.5 .283 4.3 5.2 .831
Justise Winslow 66 29.7 12.6 1.0 4.4 5.4 4.3 1.1 0.3 2.2 2.7 4.9 11.3 .433 1.5 3.9 .375 1.3 2.1 .628
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow ------- --- ----------

Season 5

DeMar DeRozan Justise Winslow
Season 2013-142019-20
Team Toronto RaptorsMiami Heat
Honors & Awards Achievement All-Star Game-
Playoffs Raptors Lost East Conf 1st RdDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 79 38.2 22.7 0.6 3.7 4.3 4.0 1.1 0.4 2.2 2.5 7.6 17.8 .429 0.8 2.7 .305 6.6 8.0 .824
Justise Winslow 11 32.0 11.3 1.5 5.2 6.6 4.0 0.6 0.5 2.2 3.5 4.5 11.7 .388 0.5 2.5 .222 1.6 2.5 .667
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 7 40.3 23.9 0.4 3.7 4.1 3.6 1.1 0.3 2.6 3.3 6.4 16.7 .385 0.9 2.6 .333 10.1 11.3 .899
Justise Winslow ------- --- ----------

Season 6

DeMar DeRozan Justise Winslow
Season 2014-152020-21
Team Toronto RaptorsMemphis Grizzlies
Honors & Awards
Playoffs Raptors Lost East Conf 1st RdGrizzlies Lost West Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 60 35.0 20.1 0.7 3.9 4.6 3.5 1.2 0.2 2.3 2.0 6.8 16.5 .413 0.4 1.5 .284 6.0 7.2 .832
Justise Winslow 26 19.5 6.8 0.7 3.8 4.5 1.9 0.6 0.5 1.4 1.8 2.8 8.1 .352 0.4 2.1 .185 0.8 1.3 .571
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 4 39.8 20.3 1.3 5.0 6.3 5.8 1.5 0.0 2.5 3.0 8.0 20.0 .400 0.8 2.0 .375 3.5 4.3 .824
Justise Winslow 1 3.0 0.0 0.0 1.0 1.0 1.0 0.0 0.0 0.0 0.0 0.0 0.0 - 0.0 0.0 - 0.0 0.0 -

Season 7

DeMar DeRozan Justise Winslow
Season 2015-162021-22
Team Toronto RaptorsLos Angeles Clippers, Portland Trail Blazers
Honors & Awards Achievement All-Star Game-
Playoffs Raptors Lost East Conf FinalsDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 78 35.9 23.5 0.8 3.7 4.5 4.0 1.0 0.3 2.2 2.1 7.9 17.7 .446 0.6 1.8 .338 7.1 8.4 .850
Justise Winslow 48 16.1 5.7 1.0 3.2 4.2 1.8 0.7 0.5 1.0 1.4 2.3 5.4 .428 0.3 1.4 .227 0.8 1.4 .591
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 20 37.3 20.9 0.7 3.5 4.2 2.7 1.1 0.2 2.3 2.6 7.9 19.9 .394 0.2 1.3 .154 5.0 6.2 .813
Justise Winslow ------- --- ----------

Season 8

DeMar DeRozan Justise Winslow
Season 2016-172022-23
Team Toronto RaptorsPortland Trail Blazers
Honors & Awards Achievement All-NBA Third Team-
Achievement All-Star Game-
Playoffs Raptors Lost East Conf SemisDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 74 35.4 27.3 0.9 4.3 5.2 3.9 1.1 0.2 2.4 1.8 9.7 20.9 .467 0.4 1.7 .266 7.4 8.7 .842
Justise Winslow 29 26.8 6.8 1.7 3.3 5.0 3.4 1.0 0.4 1.5 3.1 2.8 6.8 .409 0.5 1.6 .311 0.7 1.0 .714
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 10 37.3 22.4 0.4 4.5 4.9 3.4 1.4 0.0 2.5 2.6 7.6 17.5 .434 0.1 1.5 .067 7.1 8.0 .888
Justise Winslow ------- --- ----------

Season 9

DeMar DeRozan Justise Winslow
Season 2017-18-
Team Toronto Raptors-
Honors & Awards Achievement All-NBA Second Team-
Achievement All-Star Game-
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 %
DeMar DeRozan 80 33.9 23.0 0.7 3.2 3.9 5.2 1.1 0.3 2.2 1.9 8.1 17.7 .456 1.1 3.6 .310 5.8 7.0 .825
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 10 35.4 22.7 0.6 3.0 3.6 4.0 0.5 0.6 2.3 2.4 8.7 19.9 .437 1.0 3.5 .286 4.3 5.3 .811
Justise Winslow ------- --- ----------

Season 10

DeMar DeRozan Justise Winslow
Season 2018-19-
Team San Antonio Spurs-
Honors & Awards
Playoffs Spurs Lost West Conf 1st Rd-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 77 34.9 21.2 0.7 5.3 6.0 6.2 1.1 0.5 2.6 2.3 8.2 17.1 .481 0.1 0.6 .156 4.8 5.7 .830
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 7 35.9 22.0 1.4 5.3 6.7 4.6 1.1 0.1 1.7 2.3 8.3 17.0 .487 0.0 0.1 .000 5.4 6.3 .864
Justise Winslow ------- --- ----------

Season 11

DeMar DeRozan Justise Winslow
Season 2019-20-
Team San Antonio Spurs-
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 %
DeMar DeRozan 68 34.1 22.1 0.6 4.9 5.5 5.6 1.0 0.3 2.4 2.6 8.2 15.4 .531 0.1 0.5 .257 5.6 6.6 .845
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow ------- --- ----------

Season 12

DeMar DeRozan Justise Winslow
Season 2020-21-
Team San Antonio Spurs-
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 %
DeMar DeRozan 61 33.7 21.6 0.7 3.6 4.2 6.9 0.9 0.2 2.0 2.1 7.5 15.1 .495 0.3 1.2 .257 6.3 7.2 .880
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow ------- --- ----------

Season 13

DeMar DeRozan Justise Winslow
Season 2021-22-
Team Chicago Bulls-
Honors & Awards Achievement All-NBA Second Team-
Achievement All-Star Game-
Playoffs Bulls 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 %
DeMar DeRozan 76 36.1 27.9 0.7 4.4 5.2 4.9 0.9 0.3 2.4 2.3 10.2 20.2 .504 0.7 1.9 .352 6.8 7.8 .877
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan 5 40.6 20.8 0.2 5.2 5.4 4.8 1.8 0.4 2.2 2.4 7.8 19.0 .411 0.0 1.8 .000 5.2 6.0 .867
Justise Winslow ------- --- ----------

Season 14

DeMar DeRozan Justise Winslow
Season 2022-23-
Team Chicago Bulls-
Honors & Awards Achievement All-Star Game-
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 %
DeMar DeRozan 74 36.2 24.5 0.5 4.2 4.6 5.1 1.1 0.5 2.1 2.5 8.9 17.6 .504 0.6 1.9 .324 6.2 7.1 .872
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow ------- --- ----------

Season 15

DeMar DeRozan Justise Winslow
Season 2023-24-
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 %
DeMar DeRozan 79 37.8 24.0 0.5 3.8 4.3 5.3 1.1 0.6 1.7 2.0 8.2 17.2 .480 0.9 2.8 .333 6.6 7.7 .853
Justise Winslow ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
DeMar DeRozan ------- --- ----------
Justise Winslow ------- --- ----------