The NAACP Image Award winners for the Chairman's Award:
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{| class="wikitable"
|-
! style="width:11%;"| Year
! style="width:30%;"| Winner
! style="width:5%;"| Ref
|-
| 1992
| Janet Jackson
|
|-
| 1993
| Ron Brown
|
|-
| 1997
| Maxine Waters and Joseph Madison
|
|-
| 1999
| Harry Belafonte
|
|-
| 2002
| Aaron McGruder
|
|-
| 2003
| Danny Glover
|
|-
| 2004
| The Dave Matthews Band
|
|-
| 2005
| Barack Obama
|
|-
| 2006
| The Neville Brothers
|
|-
| 2007
| Bono
|
|-
| 2008
| Ruby Dee
|
|-
| 2009
| Al Gore & Wangari Maathai
|
|-
| 2010
| Tyler Perry
|
|-
| 2012
| Cathy Hughes
|
|-
| 2013
| Michelle J. Howard
|
|-
| 2014
| Forest Whitaker
|
|-
| 2016
| Brittany "Bree" Newsome<br/>Justice League NYC<br/>Concerned Student 1950 Collective at the University of Missouri<br/>The University of Mississippi NAACP College Chapter<br/>Rev. Dr. Otis Moss III<br/>Rev. Dr. Howard-John Wesley<br/>Rev. Dr. Jamal Harrison Bryant<br/>Jussie Smollett
|
|-
| 2017
| Charles Ogletree
|
|-
| 2018
| William Lucy
|
|-
| 2019
| Maxine Waters
|
|-
| 2020
| John Lewis
|
|-
| 2021
| Rev. James Lawson
|
|-
| 2022
| Samuel L. Jackson
|
|-
| 2023
| Bennie Thompson
|
|-
| 2024
| Amanda Gorman
|
|-
| 2025
| Kamala Harris
|
|-
| 2026
| Viola Davis
|
|}