Khris Middleton vs. Anfernee Simons Season by Season Comparison

Side by side comparison of each NBA season of Anfernee Simons and Khris Middleton, 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 / Scoring / Stats / Stats Rankings / 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.

Khris Middleton played 13 years in the NBA, 6 more than Anfernee Simons, who played 7. Khris Middleton had the first of his seasons in 2012-13, while Anfernee Simons had his rookie season in 2018-19. 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
Khris Middleton 13 9 2012-13 to 2024-25
Anfernee Simons 7 3 2018-19 to 2024-25

Comparison Season by Season

Jump to season:

1-2-3-4-5-6-7

Rookie Season
Khris Middleton Anfernee Simons
Season 2012-132018-19
Team Detroit PistonsPortland Trail Blazers
Honors & Awards
Playoffs Did Not PlayTrail Blazers Lost West Conf Finals
more >>
Rookie Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 27 17.6 6.1 0.1 1.7 1.9 1.0 0.6 0.1 0.4 2.0 2.3 5.2 .440 0.5 1.7 .311 1.0 1.2 .844
difference:+7+10.5+2.3+0.1+1.2+1.2+0.3+0.5+0.1-0.2-1.5+0.9+2.0+.004+0.2+.034+0.5+0.4+.281
Anfernee Simons 20 7.1 3.8 0.2 0.5 0.7 0.7 0.1 0.0 0.6 0.5 1.4 3.2 .444 0.5 1.5 .345 0.5 0.8 .563
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton DNP------ --- ----------
Anfernee Simons 5 2.4 0.8 0.0 0.0 0 0.0 0.2 0.0 0.0 0.4 0.0 1.4 .000 0.0 0.4 .000 0.8 1.0 .800

Season 2
Khris Middleton Anfernee Simons
Season 2013-142019-20
Team Milwaukee BucksPortland Trail Blazers
Honors & Awards
Playoffs Did Not PlayTrail Blazers Lost West Conf 1st Rd
more >>
2nd Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 82 30.0 12.1 0.7 3.0 3.8 2.1 1.0 0.2 1.5 3.0 4.6 10.4 .440 1.5 3.5 .414 1.4 1.7 .861
difference:+12+9.3+3.8+0.3+1.2+1.6+0.7+0.6+0.1-0.6-1.1+1.5+2.7+.041+0.4+0.3+.082+0.3+0.4+.035
Anfernee Simons 70 20.7 8.3 0.4 1.8 2.2 1.4 0.4 0.1 0.9 1.9 3.1 7.7 .399 1.1 3.2 .332 1.1 1.3 .826
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton DNP------ --- ----------
Anfernee Simons 4 20.5 6.8 0.3 2.5 2.8 2.5 1.5 0.0 1.0 1.8 2.0 6.5 .308 1.5 3.5 .429 1.3 1.5 .833

Season 3
Khris Middleton Anfernee Simons
Season 2014-152020-21
Team Milwaukee BucksPortland Trail Blazers
Honors & Awards
Playoffs Bucks Lost East Conf 1st RdTrail Blazers Lost West Conf 1st Rd
more >>
3rd Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 79 30.1 13.4 0.6 3.8 4.4 2.3 1.5 0.1 1.4 2.3 5.1 11.0 .467 1.4 3.4 .407 1.7 2.0 .859
difference:+15+12.8+5.6+0.4+1.8+2.2+0.9+1.2-0.7-0.8+2.5+4.7+.048+0.5+1.0+.019+1.0+1.1+.052
Anfernee Simons 64 17.3 7.8 0.2 2.0 2.2 1.4 0.3 0.1 0.7 1.5 2.6 6.3 .419 1.9 4.4 .426 0.7 0.9 .807
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 6 38.7 15.8 1.2 2.5 3.7 2.0 2.3 0.5 1.7 2.3 5.8 15.3 .380 1.8 5.7 .324 2.3 2.5 .933
difference:+20.9+9.3+0.7+0.3+1.0+1.2+2.0+0.3-1.5-1.3+3.5+11.1+.180+2.7+.287+2.3+2.5
Anfernee Simons 6 17.8 6.5 0.5 2.2 2.7 0.8 0.3 0.2 0.2 1.0 2.3 4.2 .560 1.8 3.0 .611 0.0 0.0 -

Season 4
Khris Middleton Anfernee Simons
Season 2015-162021-22
Team Milwaukee BucksPortland Trail Blazers
Honors & Awards
Playoffs Did Not PlayDid Not Play
more >>
4th Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 79 36.1 18.2 0.6 3.3 3.8 4.2 1.7 0.2 2.3 2.6 6.4 14.5 .444 1.8 4.6 .396 3.5 3.9 .888
difference:+22+6.6+0.9+0.1+1.1+1.2+0.3+1.2+0.1-0.3-0.7+0.2+0.5+.001+1.3+3.2+.009+1.7+1.9
Anfernee Simons 57 29.5 17.3 0.5 2.2 2.6 3.9 0.5 0.1 2.0 1.9 6.2 14.0 .443 3.1 7.8 .405 1.8 2.0 .888
Playoffs Stats
* Neiher Khris Middleton nor Anfernee Simons played in the postseason in their season 4

Season 5
Khris Middleton Anfernee Simons
Season 2016-172022-23
Team Milwaukee BucksPortland Trail Blazers
Honors & Awards
Playoffs Bucks Lost East Conf 1st RdDid Not Play
more >>
5th Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 29 30.7 14.7 0.4 3.9 4.2 3.4 1.4 0.2 2.2 2.7 5.2 11.5 .450 1.6 3.6 .433 2.8 3.2 .880
difference:+33+4.3+6.4+0.1+1.6+1.6+0.7+0.7-0.1-0.4+2.3+5.4+.003+1.8+5.5+.056+0.2+0.3+.014
Anfernee Simons 62 35.0 21.1 0.3 2.3 2.6 4.1 0.7 0.2 2.1 2.3 7.5 16.9 .447 3.4 9.1 .377 2.6 2.9 .894
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 6 38.5 14.5 0.0 4.7 4.7 5.3 2.0 0.0 1.8 2.8 5.2 13.0 .397 1.2 3.2 .368 3.0 3.7 .818
Anfernee Simons DNP------ --- ----------

Season 6
Khris Middleton Anfernee Simons
Season 2017-182023-24
Team Milwaukee BucksPortland Trail Blazers
Honors & Awards
Playoffs Bucks Lost East Conf 1st RdDid Not Play
more >>
6th Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 82 36.4 20.1 0.5 4.7 5.2 4.0 1.5 0.3 2.3 3.3 7.2 15.5 .466 1.8 5.0 .359 3.9 4.4 .884
difference:+36+2.0+2.5+1.5+1.6+1.5+1.0+0.2-0.4-1.2+0.6+2.7+.036+1.6+3.8+.026+0.4+0.5+.032
Anfernee Simons 46 34.4 22.6 0.5 3.2 3.6 5.5 0.5 0.1 2.7 2.1 7.8 18.2 .430 3.4 8.8 .385 3.5 3.9 .916
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 7 39.3 24.7 0.1 5.0 5.1 3.1 0.9 0.7 2.3 4.3 9.6 16.0 .598 3.6 5.9 .610 2.0 2.7 .737
Anfernee Simons DNP------ --- ----------

Season 7
Khris Middleton Anfernee Simons
Season 2018-192024-25
Team Milwaukee BucksPortland Trail Blazers
Honors & Awards Achievement All-Star Game-
Playoffs Bucks Lost East Conf FinalsDid Not Play
more >>
7th Season Stats Comparison
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 77 31.1 18.3 0.6 5.3 6.0 4.3 1.0 0.1 2.3 2.2 6.6 14.9 .441 2.3 6.2 .378 2.8 3.4 .837
difference:+7+1.6+1.0+0.2+3.0+3.3+0.5+0.1-0.3-0.5+0.2+1.2+.015+0.8+2.3+.015+0.3+0.6+.065
Anfernee Simons 70 32.7 19.3 0.4 2.3 2.7 4.8 0.9 0.1 2.0 1.7 6.8 16.1 .426 3.1 8.5 .363 2.5 2.8 .902
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TOPF FGM / A% 3PM / A% FTM / A%
Khris Middleton 15 34.3 16.9 0.6 5.7 6.3 4.4 0.6 0.0 1.9 2.9 5.6 13.4 .418 2.7 6.1 .435 3.1 3.5 .885
Anfernee Simons DNP------ --- ----------

Additional Years

* Khris Middleton played 6 seasons more than Anfernee Simons in the NBA.

In that period—his seasons 8 to 13, from 2020 to 2025—Khris Middleton played in 5 Playoffs and won one NBA Championship and one NBA Cup.

In those 6 extra years over Anfernee Simons, Khris Middleton got these achievements:

Honors & AwardsAchievement 2 All-Star Game
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