DeWyze's first post-Idol album Live It Up was released on November 16, 2010, through RCA Records and featured his hit single "Sweet Serendipity" where he met his future wife, actress Jonna Walsh on the set of the music video.

His musical influences include Cat Stevens, Eric Clapton, Ben Harper, and Simon & Garfunkel.

After leaving Prospect High, he attended Forest View Alternative School in Arlington Heights, having been inspired both by his teachers and his interest in music to return to his studies.

The store continued to support him during his American Idol run by selling tee shirts encouraging fans to vote for Lee.

As a result of touring in the area and performing at many venues, DeWyze and his band's music were known locally, even getting radio play on WXRT long before he auditioned for American Idol.

[3] The Lee DeWyze Band was featured on a local television sports program, The Chicago Huddle, hosted by ABC 7's Ryan Chiaverini, during the 2008 and 2009 seasons.

[17] DeWyze performed the National Anthem at the Staples Center for Game 2 of the 2010 NBA Finals on June 6, 2010.

The songs he chose to perform for the tour include "Beautiful Day", "Rocket Man", "Treat Her Like a Lady", "Hallelujah", and "Use Somebody".

DeWyze performed the second single, "Beautiful Like You", on the American Idol Season 10 Top 12 Results show on March 17, 2011.

[26] His first single with the label, "Silver Lining" was originally scheduled to be released to Triple A radio on June 10 and be available digitally the following day.

[33] DeWyze's third major studio album, Oil & Water was released through Shanachie Entertainment and Pledgemusic on February 12, 2016.

[36][37] It was directed by Gabriel Younes, starring actor Harwood Gordon, and filmed near Big Bear Lake.

His follow-up album Paranoia was released on February 16th, 2018[38] and was led by the single "The Breakdown" which was featured in Showtime's hit series Shameless.

His fifth major studio album Ghost Stories was released digitally on August 13th, 2021 and was led by the singles "Weeds" and "Victims of the Night.

"[41] In 2024, he premiered a new single "Devil in the Details"[42] as well his sixth major studio album Gone For Days which was released on August 23, 2024.

[45] He has twice performed at the Gateway for Cancer Research's annual Cures Gala charity event; once in November 2012 and once in October 2013.

[46][47][48] In September 2012, DeWyze performed at Stars on Staff, a charity event held by Music in Schools Today.

On his arm, there is a tattoo reading "Lord, my body has been a good friend but I won't need it when I reach the end," lyrics from "Miles From Nowhere" by Cat Stevens.