He successfully held world tours in different regions, including Hong Kong, Macau, Taiwan, mainland China, Southeast Asia, Europe, North America and Australia.

[21][22] In the 2000s, Chan emerged as the leading male singer of his generation, fulfilling his role as an innovator and a leader in the HK music scene, winning prestigious awards one after another.

His album "Admit It" was nominated for Golden Melody Awards' Best Male Singer; although it was ultimately won by Gary Chaw.

[34][35] Chan and Cheung sung a duet together, titled 天下太平, on the album "Perfect Match", released in April 2006.

Chan played several instruments in his live concerts, including the piano, the guitar, the harmonica, and the accordion.

It was an album by Eric Kwok and Jerald Chan in composing music, including the number one songs "Finish" (完) and "Heavy taste" (重口味).

Chan released a Chinese theme song again for Riot Games' series Arcane: League of Legends Season 2 in November 2024.

Chan has held eight major theme concert series at the famous Hong Kong Coliseum starting from 1999.

That amount of time was considered short for a new singer to gain general approval and public support needed to perform at such a prestigious venue.

Two years later in 2001, Chan held a series of nine The Easy Ride concerts under the wing of his second record company, Music Plus.

A year later, Chan broke his own record while holding his fifth series of concerts named Eason's Moving on Stage.

He traveled to Taiwan,[41] Canada, Australia, Guangzhou,[42] Shanghai,[43][44] Malaysia, Macau, Singapore, Kunming, Tianjin, Chongqing, Shenzhen, Los Angeles, San Francisco,[45] Hangzhou, Guiyang, Beijing, and Foshan.

[46] Months after his Moving On Stage Concerts came to finish, Chan began another tour in mainland China, called "Ninety Minutes of Bliss".

Chan is the second Hong Kong singer after Roman Tam to perform in the prestigious Royal Albert Hall.

[47] At Chan's concert in Beijing on 29 September 2011 at the Beijing Workers' Stadium, Faye Wong made a special guest appearance, surprising many as Wong had not previously accepted any invitations to appear as a special guest at another singer's concert; this was the first time that she did so.

[50][51] In 2015, Chan held his 100th show of Another Eason Life's World Tour in Montreal, Quebec, Canada, on 4 December 2015.

[52] This tour was to promote his new album “C’mon in~”, visiting 18 cities around the world, with 19 shows held across Asia, Europe, America, which was never been done before by any Hong Kong artist.

[53] On 21 November 2019, it was announced that Fear and Dreams concerts would be cancelled because of unstable circumstances in Hong Kong.

The tour, so far, covered Taiwan, South East Asia, North America, Macau, and mainland China.

He fractured his cheekbone and suffered a deep cut on his chin that required 30 stitches; recovery was estimated to be three weeks.

Stars featured in the show included famous comedian Jim Chim (詹瑞文), singer Wilfred Lau (劉浩龍), Taiwanese singer Mavis Fan (范曉萱), Best Supporting Actress Winner of the 23rd Hong Kong Film Awards Josie Ho (何超儀), pop duo at17 and Soler.

The secret guest, veteran singer George Lam (林子祥), played Chan's late father.

He has travelled to India and Sichuan, China, visiting kids and elders with visual impairment, to raise funds for Orbis.

In July 2020, Chan held the online charity concert, The Live Is So Much Better With Music Eason Chan Charity Concert, in an open area next to K11 Musea in the early morning, and at the Hong Kong Coliseum in the late afternoon in support of the Hong Kong Live Performance and Production Industry Association.

[65] In 2013, Chan revealed he had suffered from bipolar disorder and phobia of large crowds during the 11th night of his "Life Concert 2013".

[69][71] The South China Morning Post reported that, after the announcement was made, Chan's Facebook page, which did not mention the boycott, was flooded with "thousands [of] comments sharply critical of the move" and that "[a]ccording to the United Nations, human rights groups and victim testimonials, China has placed at least 1 million Uygurs and other ethnic minorities in high security camps, where they are subjected to indoctrination, torture and forced labour.

[69] Over 20 years since his debut, he has released more than 40 albums and won numerous renowned awards in Hong Kong, Taiwan, mainland China and Southeast Asia.

In 2010, Chan participated in the romantic comedy film "Love in Space" with Aaron Kwok, Kwai Lun Mei and René Liu.

In 2011, Chan participated in the film "Mr And Mrs Single" with Michelle Bai, playing a couple who met again after divorce, found themselves remarried.

In 2017, his leading role in a TV drama series My Very Short Marriage received lots of positive feedback from the professional movie critics and public.