2019–2022: Inspired by True Events and other projects
On January 18, 2019, Kelly announced that she would be going on The Acoustic Sessions tour starting in February. Tickets went on sale on January 25 along with the release of her new lead single "Change Your Mind" for her upcoming third studio album. On June 26, 2019, Kelly announced her third studio album Inspired by True Events which was released on August 9, 2019.
Kelly announced the "Inspired by True Events Tour", which was to visit American and European cities, in October 2019. However, on December 18, 2019, Kelly announced that the tour would now only involve Europe, Australia, and Asia, with new dates added, and a quiet cancelation of the American leg of the tour. On March 18, 2020, Kelly canceled her remaining tour stops in Europe, Australia, and Asia due to the COVID-19 pandemic.
On March 21, 2020, Kelly began broadcasting a daily live stream on Instagram which she named "QuaranTEA with Tori." The show was hosted from her home where she sang fan-requested songs, answered fans' questions, and featured several celebrity guests to interview and duet with (remotely). The guests included AJ Rafael, Alessia Cara, David Archuleta, Demi Lovato, H.E.R., Jessie J, JoJo, Jordin Sparks, Kirk Franklin, Natasha Bedingfield, and many more. After 7 weeks, Kelly ended the show to work on new music.
On July 22, 2020, Kelly released a cover of Drake's "Time Flies" as the first single of her EP Solitude. On August 11, three days before the EP's release, Kelly released "Unbothered" as the second single. Kelly released Solitude on August 14 which includes four original songs which she wrote while in quarantine during the coronavirus pandemic. On July 30, 2020, Kelly was featured on Jacob Collier's "Running Outta Love" from his album Djesse Vol. 3. A version for The Late Show with Stephen Colbert was released on August 3.
On October 7, Kelly announced a Christmas album, A Tori Kelly Christmas, which was released on October 30. The album was produced by Babyface. Two extra songs, including an original and a cover of "All I Want for Christmas Is You", were released as bonus tracks exclusively at Target. In late 2020, Kelly also competed on season 4 of The Masked Singer as "Seahorse". Kelly made it to the semi-finals of the competition, before being unmasked in a triple elimination alongside Chloe Kim as "Jellyfish" and Taylor Dayne as "Popcorn".
In 2021, Kelly recorded a cover of "Waving Through a Window" for the soundtrack album of the 2021 film adaptation of Dear Evan Hansen, produced by Justin Goldner. On November 2, 2021, she published her first book, The Curly Girl Blues. That same year, she reprised her role as Meena in Sing 2.