"With his first release, Bergson proves himself ready for the big time," Jim Fisch wrote in 20th Century Guitar Magazine.

In early 1999, Bergson landed a steady gig at Vintage, a lounge in Manhattan's Hell's Kitchen, where he led a trio two nights a week backing up singers including Norah Jones, Sasha Dobson and Dena DeRose.

In 2004, the Chris Bergson Band was featured as Artists-in-Residence at New York City's Jazz Standard performing every Monday night in the Fall of 2004.

[5] In October 2006, the Chris Bergson Band recorded their first album, Fall Changes at Levon Helm Studios in Woodstock, New York.

[6] Fall Changes was released in October 2007 and received rave reviews including Living Blues[7] magazine hailing Bergson as "a serious talent."

The catchy melody, stabbing horns and fervent vocal also establish that these guys could strip down the engine of a soulbluesmobile and put it back together blindfold."

In August 2009, Bergson performed with Howlin' Wolf guitarist Hubert Sumlin at the Bearsville Theater in Woodstock, New York along with keyboardist Bruce Katz and drummer Randy Ciarlante.

Released in 2011, the album featured tenor saxophonist Jay Collins, keyboardist Bruce Katz, bassist Matt Clohesy and drummer Tony Leone as well as a horn section arranged by Jay Collins with trumpeter Kenny Rampton and baritone saxophonist Chris Karlic.

In June 2013, the Chris Bergson Band recorded a live album over two nights at New York City's Jazz Standard club featuring Ellis Hooks guesting on two songs, keyboardist Craig Dreyer and a three piece horn section arranged by Jay Collins including trumpeter Freddie Hendrix, tenor saxophonist David Luther and baritone saxophonist Ian Hendrickson-Smith.

As Tony Russell wrote in his review of the album for The Blues Magazine(UK),[11] In November 2013, Bergson performed for the first time in France at the Nuit du Blues Festival in Chaumont with the French musicians bassist Philippe Dandrimont and drummer Pat Machenaud, who would go on to be part of his regular European touring band for the next six years.

In 2016, the Chris Bergson Band recorded their fourth studio album, Bitter Midnight, at Brooklyn's Mighty Toad recording studio featuring Ellis Hooks, baritone saxophonist Jay Collins, trumpeter Steven Bernstein, bassists Andy Hess, Richard Hammond, and Matt Clohesy, drummers Aaron Comess and Tony Mason, and keyboardist/tenor saxophonist Craig Dreyer.

[17] Gitarist Magazine's Kevin Passman writes, "As we've come to expect from Bergson, Bitter Midnight is full of tasty, intuitive guitar work and passionate vocals but besides that, the album's also a triumph for his qualities as a composer.

[18] Soul Bag Magazine[19]'s Marc Loison wrote, "Far from blues-rock clichés and guitar demonstrations in vertiginous pyrotechnics, here are 12 live tracks as additional proof of the vitality and authenticity of a major artist on the New York scene.