Timeless: The Classics Vol. 2 is an album of covers by Michael Bolton, released in 1999.
The album is a follow-up to Bolton's 1992 covers album Timeless: The Classics. Unlike that album, however, which reached #1 and ultimately sold over 9 million copies, Vol. 2 failed to chart altogether on the Top 200, becoming Bolton's first album to not chart since 1985's Everybody's Crazy.