| 1 | Fall In Love | Jun 1995 |  |
| 2 | All I Need To Know | Oct 1995 | |
| 3 | Me And You | Oct 1996 | |
| 4 | She's Got It All | Aug 1997 | |
| 5 | A Chance | Feb 1998 | |
| 6 | That's Why I'm Here | May 1998 | |
| 7 | I Will Stand | Oct 1998 | |
| 8 | How Forever Feels | Mar 1999 | |
| 9 | You Had Me From Hello | Sep 1999 | |
| 10 | She Thinks My Tractor's Sexy | Dec 1999 | |
| 11 | What I Need To Do | Jun 2000 | |
| 12 | I Lost It | Dec 2000 | |
| 13 | Don't Happen Twice | Jun 2001 | |
| 14 | The Tin Man | Oct 2001 | |
| 15 | Young | Apr 2002 | |
| 16 | The Good Stuff | Aug 2002 | |
| 17 | A Lot Of Things Different | Dec 2002 | |
| 18 | Big Star | Apr 2003 | |
| 19 | No Shoes, No Shirt, No Problems | Aug 2003 | |
| 20 | Luckenbach, Texas (Back To The Basics Of Love) | Oct 2003 | |
| 21 | All I Want For Christmas Is A Real Good Tan | Dec 2003 | |
| 22 | There Goes My Life | Dec 2003 | |
| 23 | When The Sun Goes Down | May 2004 | |
| Kenny Chesney & Uncle Kracker |
| 24 | Hey Good Lookin' | Jul 2004 | |
| Jimmy Buffett With Clint Black, Kenny Chesney, Alan Jackson, Toby Keith & George Strait |
| 25 | I Go Back | Aug 2004 | |
| 26 | The Woman With You | Dec 2004 | |
| 27 | Pretty Paper | Dec 2004 | |
| Kenny Chesney With Willie Nelson |
| 28 | Guitars And Tiki Bars | Jan 2005 | |
| 29 | Anything But Mine | Apr 2005 | |
| 30 | Keg In The Closet | Jul 2005 | |
| 31 | Who You'd Be Today | Dec 2005 | |
| 32 | Living In Fast Forward | Mar 2006 | |
| 33 | Summertime | Jun 2006 | |
| 34 | You Save Me | Dec 2006 | |
| 35 | Beer In Mexico | Apr 2007 | |
| 36 | Find Out Who Your Friends Are | Jun 2007 | |
| Tracy Lawrence Featuring Tim McGraw And Kenny Chesney |
| 37 | Never Wanted Nothing More | Jul 2007 | |
| 38 | Flip Flop Summer | Aug 2007 | |
| 39 | Wild Ride | Sep 2007 | |
| Kenny Chesney Featuring Joe Walsh |
| 40 | Don't Blink | Oct 2007 | |
| 41 | Shiftwork | Mar 2008 | |
| Kenny Chesney With George Strait |
| 42 | Better As A Memory | Jun 2008 | |
| 43 | Every Other Weekend | Jul 2008 | |
| Reba McEntire & Kenny Chesney |
| 44 | Everybody Wants To Go To Heaven | Aug 2008 | |
| Kenny Chesney With The Wailers |
| 45 | Ten With A Two | Oct 2008 | |
| 46 | That Lucky Old Sun (Just Rolls Around Heaven All Day) | Oct 2008 | |
| Kenny Chesney With Willie Nelson |
| 47 | Got A Little Crazy | Nov 2008 | |
| 48 | Down The Road | Mar 2009 | |
| Kenny Chesney With Mac McAnally |
| 49 | Out Last Night | Jun 2009 | |
| 50 | Ain't Back Yet | May 2010 | |
| 51 | The Boys Of Fall | Aug 2010 | |
| 52 | Somewhere With You | Jan 2011 | |
| 53 | Live A Little | Apr 2011 | |
| 54 | You And Tequila | Aug 2011 | |
| Kenny Chesney Featuring Grace Potter |
| 55 | Reality | Feb 2012 | |
| 56 | Feel Like A Rock Star | Apr 2012 | |
| Kenny Chesney & Tim McGraw |
| 57 | Come Over | Jul 2012 | |
| 58 | El Cerrito Place | Dec 2012 | |
| 59 | Pirate Flag | May 2013 | |
| 60 | Coconut Tree | May 2013 | |
| Kenny Chesney With Willie Nelson |
| 61 | Life On A Rock | May 2013 | |
| 62 | Must Be Something I Missed | May 2013 | |
| 63 | When I See This Bar | Sep 2013 | |
| 64 | American Kids | Jul 2014 | |
| 65 | Flora-Bama | Aug 2014 | |
| 66 | The Big Revival | Sep 2014 | |
| 67 | Til It's Gone | Jan 2015 | |
| 68 | Wild Child | Apr 2015 | |
| Kenny Chesney With Grace Potter |