| 1 | Should've Been A Cowboy | Jun 1993 |  |
| 2 | He Ain't Worth Missing | Oct 1993 | |
| 3 | Wish I Didn't Know Now | May 1994 | |
| 4 | Who's That Man | Sep 1994 | |
| 5 | Upstairs Downtown | Feb 1995 | |
| 6 | You Ain't Much Fun | May 1995 | |
| 7 | Big Ol' Truck | Sep 1995 | |
| 8 | Does That Blue Moon Ever Shine On You | Jun 1996 | |
| 9 | A Woman's Touch | Oct 1996 | |
| 10 | Me Too | Mar 1997 | |
| 11 | We Were In Love | Aug 1997 | |
| 12 | I'm So Happy I Can't Stop Crying | Dec 1997 | |
| Toby Keith With Sting |
| 13 | Dream Walkin' | Apr 1998 | |
| 14 | Getcha Some | Dec 1998 | |
| 15 | How Do You Like Me Now?! | Apr 2000 | |
| 16 | Country Comes To Town | Oct 2000 | |
| 17 | You Shouldn't Kiss Me Like This | Mar 2001 | |
| 18 | I'm Just Talkin' About Tonight | Sep 2001 | |
| 19 | I Wanna Talk About Me | Dec 2001 | |
| 20 | My List | May 2002 | |
| 21 | Who's Your Daddy? | Dec 2002 | |
| 22 | Rock You Baby | Mar 2003 | |
| 23 | Beer For My Horses | Jun 2003 | |
| Toby Keith Duet With Willie Nelson |
| 24 | I Love This Bar | Nov 2003 | |
| 25 | I Can't Take You Anywhere | Dec 2003 | |
| Scotty Emerick With Toby Keith |
| 26 | Hey Good Lookin' | Jul 2004 | |
| Jimmy Buffett With Clint Black, Kenny Chesney, Alan Jackson, Toby Keith & George Strait |
| 27 | Whiskey Girl | Jul 2004 | |
| 28 | Stays In Mexico | Oct 2004 | |
| 29 | Mockingbird | Dec 2004 | |
| 30 | Honkytonk U | Apr 2005 | |
| 31 | As Good As I Once Was | Aug 2005 | |
| 32 | Big Blue Note | Dec 2005 | |
| 33 | Get Drunk And Be Somebody | Apr 2006 | |
| 34 | A Little Too Late | Aug 2006 | |
| 35 | Crash Here Tonight | Nov 2006 | |
| 36 | High Maintenance Woman | Jun 2007 | |
| 37 | Love Me If You Can | Oct 2007 | |
| 38 | Let It Snow, Let It Snow, Let It Snow | Dec 2007 | |
| 39 | Little Drummer Boy | Dec 2007 | |
| 40 | Rockin' Around The Christmas Tree | Dec 2007 | |
| 41 | Winter Wonderland | Dec 2007 | |
| 42 | Get My Drink On | Feb 2008 | |
| 43 | She's A Hottie | May 2008 | |
| 44 | She Never Cried In Front Of Me | Nov 2008 | |
| 45 | That Don't Make Me A Bad Guy | Nov 2008 | |
| 46 | God Love Her | Mar 2009 | |
| 47 | Lost You Anyway | Jul 2009 | |
| 48 | American Ride | Oct 2009 | |
| 49 | Cryin' For Me (Wayman's Song) | Feb 2010 | |
| 50 | Every Dog Has Its Day | Jun 2010 | |
| 51 | Trailerhood | Sep 2010 | |
| 52 | Bullets In The Gun | Feb 2011 | |
| 53 | Somewhere Else | Apr 2011 | |
| 54 | Red Solo Cup (Holiday Version) | Dec 2011 | |
| 55 | Red Solo Cup | Jan 2012 | |
| 56 | Beers Ago | Jul 2012 | |
| 57 | I Like Girls That Drink Beer | Oct 2012 | |
| 58 | Hope On The Rocks | Mar 2013 | |
| 59 | Drinks After Work | Jun 2013 | |
| 60 | Shut Up And Hold On | Feb 2014 | |
| 61 | American Soldier | Jul 2015 | |
| 62 | Courtesy Of The Red, White And Blue (The Angry American) | Jul 2015 | |
| 63 | Made In America | Jul 2015 | |