 Nyora kupfuurira kweiyi ndima - Chappelle akagamuchira mubairo wake wekutanga weEmmy muna 2017 pakuonekwa kwake semuenzi pa Saturday Night Live. Muna 2018, akagamuchira Grammy Awardnokuda kwealbum yake yekomiki yakabudiswa neNetflix inonzi The Age of Spin Deep in the Heart of Texas. Equanimity, imwe yeNetflix yakasarudzika inoratidzira Chappelle, yakasarudzwa muna 2018 yevatatu maEmmy uye yakagamuchira mubairo weAnoshamisa Mhando Dzakasiyana Yakanyorwa-kare. Muna 2019, Chappelle akasarudzwa kuti agamuchire mubairo weMark Twain weAmerican Humor, uyo unopihwa neKennedy Center semubairo wepamusoro-soro wemuAmerica. Muna 2020, Sticks Stones yakaita kuti Chappelle awane mubairo wake wechitatu akateedzana weGrammy weBest Comedy Album. 