Season 1 of Late Show with David Letterman premiered on August 30, 1993.

Season 2 of Late Show with David Letterman premiered on August 29, 1994.

Season 3 of Late Show with David Letterman premiered on September 4, 1995.

Season 4 of Late Show with David Letterman premiered on September 2, 1996.

Season 5 of Late Show with David Letterman premiered on September 1, 1997.

Season 6 of Late Show with David Letterman premiered on August 31, 1998.

Season 7 of Late Show with David Letterman premiered on September 7, 1999.

Season 8 of Late Show with David Letterman premiered on August 21, 2000.

Season 9 of Late Show with David Letterman premiered on August 20, 2001.

Season 10 of Late Show with David Letterman premiered on September 3, 2002.

Season 11 of Late Show with David Letterman premiered on September 1, 2003.

Season 12 of Late Show with David Letterman premiered on August 23, 2004.

Season 13 of Late Show with David Letterman premiered on August 29, 2005.

Season 14 of Late Show with David Letterman premiered on August 28, 2006.

Season 15 of Late Show with David Letterman premiered on September 4, 2007.

Season 16 of Late Show with David Letterman premiered on September 2, 2008.

Season 17 of Late Show with David Letterman premiered on August 31, 2009.

Season 18 of Late Show with David Letterman premiered on January 3, 2011.

Season 19 of Late Show with David Letterman premiered on January 3, 2012.

Season 20 of Late Show with David Letterman premiered on January 2, 2013.

Season 21 of Late Show with David Letterman premiered on January 6, 2014.

Season 22 of Late Show with David Letterman premiered on September 2, 2014.