| Ain't It a Shame | Twilight Override | 7 | 2.6% | 11 | Apr 11, 2024 | Nov 9, 2025 | Rare |
| All The Same To Me | Weird Tales | 7 | 2.6% | 14.1 | Feb 28, 1999 | Feb 14, 2009 | Rare |
| Just A Kid | The SpongeBob SquarePants Movie | 7 | 2.6% | 21.9 | Jan 29, 2005 | Jun 1, 2024 | Rare |
| Kingpin | Being There | 7 | 2.6% | 16 | Jan 11, 1997 | Jun 25, 2023 | Rare |
| Losing End [Neil Young] | Cover | 7 | 2.6% | 19.1 | Aug 18, 2006 | Jul 19, 2021 | Rare |
| Meant to Be | Cousin | 7 | 2.6% | 15.1 | Jun 1, 2024 | Oct 28, 2024 | Rare |
| New Wave Theater | | 7 | 2.6% | 5.4 | Apr 28, 2018 | Sep 20, 2018 | Rare |
| Solitaire | Wilco (the album) | 7 | 2.6% | 4.3 | Jan 29, 2009 | Dec 18, 2013 | Rare |
| Summer Noon | Sukierae | 7 | 2.6% | 8.7 | Jun 16, 2017 | Jun 30, 2024 | Rare |
| Tired of Taking It Out on You | Cruel Country | 7 | 2.6% | 8 | Mar 1, 2022 | Oct 30, 2024 | Rare |
| Amar Bharati | Twilight Override | 6 | 2.2% | 13.7 | Apr 18, 2025 | Jan 8, 2026 | Rare |
| Art of Almost | The Whole Love | 6 | 2.2% | 12.8 | Mar 30, 2012 | Jun 28, 2023 | Rare |
| At My Window Sad And Lonely | Mermaid Avenue | 6 | 2.2% | 11 | Oct 20, 1999 | Jan 5, 2015 | Rare |
| Blue Eyed Soul | A.M. | 6 | 2.2% | 7.8 | Nov 9, 2005 | Mar 31, 2012 | Rare |
| Fake Fur Coat | Sukierae | 6 | 2.2% | 8.2 | Jan 5, 2015 | Mar 22, 2019 | Rare |
| Friendship [Pops Staples] | Cover | 6 | 2.2% | 21.2 | Sep 18, 2020 | Jun 28, 2026 | Rare |
| Jesus Wept | | 6 | 2.2% | 7.7 | Dec 29, 2017 | May 31, 2024 | Rare |
| Monkey Mess | | 6 | 2.2% | 19.2 | Mar 3, 2001 | Mar 12, 2001 | Rare |
| Oklahoma USA [The Kinks] | Cover | 6 | 2.2% | 18.8 | Jan 11, 1997 | Apr 22, 2017 | Rare |
| Parking Lot | Twilight Override | 6 | 2.2% | 4 | Oct 8, 2025 | Jan 4, 2026 | Rare |
| Promising | Chelsea Walls | 6 | 2.2% | 10.7 | Nov 5, 2005 | Jan 29, 2007 | Rare |
| Say You Miss Me | Being There | 6 | 2.2% | 15.3 | Mar 5, 1999 | Apr 8, 2006 | Rare |
| Simple Twist Of Fate [Bob Dylan] | Cover | 6 | 2.2% | 11.8 | Dec 10, 2008 | May 14, 2016 | Rare |
| Tonight I'll Be Staying Here With You [Bob Dylan] | Cover | 6 | 2.2% | 8.2 | Sep 30, 2021 | Jan 5, 2023 | Rare |
| True Love Will Find You In the End [Daniel Johnston] | Alpha Mike Foxtrot: Rare Tracks 1994-2014 | 6 | 2.2% | 16 | Nov 18, 1997 | Dec 29, 2017 | Rare |
| White Wooden Cross | Ode to Joy | 6 | 2.2% | 12 | Mar 17, 2019 | Sep 30, 2021 | Rare |
| A Long Time Ago | | 5 | 1.8% | 10.8 | May 16, 2003 | Sep 30, 2021 | Rare |
| Country Disappeared | Wilco (the album) | 5 | 1.8% | 7.4 | Dec 15, 2013 | Jun 1, 2024 | Rare |
| Dash 7 | A.M. | 5 | 1.8% | 15.8 | Nov 18, 1997 | Feb 25, 2006 | Rare |
| Dear Employer (The Reason I Quit) | Down With Wilco | 5 | 1.8% | 16.2 | Jan 6, 2003 | Apr 18, 2025 | Rare |
| Down In The Willow Garden | | 5 | 1.8% | 20.2 | Feb 28, 1999 | Mar 31, 2012 | Rare |
| Fake Plastic Trees [Radiohead] | Cover | 5 | 1.8% | 18.8 | Jan 29, 2009 | Mar 27, 2009 | Rare |
| High as Hello | Sukierae | 5 | 1.8% | 5.8 | Apr 22, 2017 | Feb 25, 2022 | Rare |
| I Wish My Baby Was Born | March 16-20, 1992 | 5 | 1.8% | 14 | Mar 26, 1998 | Mar 30, 2012 | Rare |
| Infinite Surprise | Cousin | 5 | 1.8% | 5.4 | Jan 6, 2023 | Oct 30, 2024 | Rare |
| It Must Be Love [Labi Siffre] | Cover | 5 | 1.8% | 20 | Feb 28, 2019 | May 29, 2022 | Rare |
| Less Than You Think | A Ghost Is Born | 5 | 1.8% | 12.8 | Jan 6, 2003 | Apr 15, 2024 | Rare |
| Millionaire | | 5 | 1.8% | 3.8 | Dec 17, 2002 | May 16, 2003 | Rare |
| Radio Cure | Yankee Hotel Foxtrot | 5 | 1.8% | 10 | Mar 13, 2013 | Dec 19, 2013 | Rare |
| Ripple [Grateful Dead] | Cover | 5 | 1.8% | 11.6 | Jun 14, 1999 | Feb 15, 2006 | Rare |
| Someone to Lose | Schmilco | 5 | 1.8% | 17.4 | Sep 16, 2017 | Jun 25, 2023 | Rare |
| The Family Gardener | Down With Wilco | 5 | 1.8% | 14.4 | Mar 5, 2005 | Mar 23, 2019 | Rare |
| Western Clear Skies | Twilight Override | 5 | 1.8% | 3.4 | Jun 30, 2024 | Jan 4, 2026 | Rare |
| Wishful Thinking | A Ghost Is Born | 5 | 1.8% | 11.6 | Mar 4, 2005 | Apr 22, 2017 | Rare |
| You Were Wrong | Loose Fur | 5 | 1.8% | 11.6 | Jan 29, 2005 | Jan 24, 2007 | Rare |
| Bad Day Lately | Love Is the King | 4 | 1.5% | 3.8 | Sep 18, 2020 | Jan 19, 2022 | Rare |
| Cruel Country | Cruel Country | 4 | 1.5% | 7 | Dec 2, 2022 | Jun 27, 2023 | Rare |
| Dreaming [Debbie Harry/Chris Stein (Blondie)] | Cover | 4 | 1.5% | 10.8 | Jun 14, 1999 | Jan 29, 2005 | Rare |
| Hearts Hard to Find | Cruel Country | 4 | 1.5% | 9.3 | Jan 6, 2023 | Apr 11, 2024 | Rare |
| Hints | Cruel Country | 4 | 1.5% | 9.8 | Jul 17, 2021 | Jun 25, 2023 | Rare |
| Hotel Arizona | Being There | 4 | 1.5% | 17.3 | Jan 11, 1997 | Apr 8, 2006 | Rare |
| How Hard It Is for a Desert to Die | Warm | 4 | 1.5% | 12 | Jan 7, 2019 | Jun 30, 2024 | Rare |
| I Might | The Whole Love | 4 | 1.5% | 9 | Jul 10, 2011 | Jan 5, 2015 | Rare |
| I'm Into Something Good [Carole King and Gerry Goffin] | Cover | 4 | 1.5% | 13.8 | Mar 26, 1998 | Mar 22, 2019 | Rare |
| If That's Alright | Still Feel Gone | 4 | 1.5% | 13.3 | Apr 8, 2006 | Feb 14, 2014 | Rare |
| More Like The Moon | More Like The Moon EP | 4 | 1.5% | 11.5 | May 16, 2003 | Apr 18, 2025 | Rare |
| Open Mind | The Whole Love | 4 | 1.5% | 11.3 | Jul 8, 2011 | Dec 18, 2013 | Rare |
| Secret Of The Sea | Mermaid Avenue, Vol. 2 | 4 | 1.5% | 16.5 | Mar 4, 2005 | May 14, 2016 | Rare |
| Sign of Life | Twilight Override | 4 | 1.5% | 4.3 | Oct 30, 2025 | Nov 11, 2025 | Rare |
| Sunlight Ends | Cousin | 4 | 1.5% | 6.5 | May 31, 2024 | Apr 18, 2025 | Rare |
| Too Far Apart | A.M. | 4 | 1.5% | 10.8 | Jan 11, 1997 | May 13, 2016 | Rare |
| Where Do I Begin | Star Wars | 4 | 1.5% | 10 | Apr 29, 2016 | Apr 22, 2017 | Rare |
| Yesterday [Paul McCartney] | Cover | 4 | 1.5% | 19.5 | Nov 23, 1997 | Nov 15, 1998 | Rare |
| You Are My Face | Sky Blue Sky | 4 | 1.5% | 9.5 | Apr 6, 2007 | May 31, 2024 | Rare |
| A Bowl and a Pudding | Cousin | 3 | 1.1% | 13.7 | Apr 11, 2024 | Oct 29, 2024 | Rare |
| Ain't No Doubt About It | | 3 | 1.1% | 12.3 | Sep 16, 2017 | Mar 1, 2022 | Rare |
| Another Man's Done Gone [Woody Guthrie] | Alpha Mike Foxtrot: Rare Tracks 1994-2014 | 3 | 1.1% | 14.7 | Nov 15, 1998 | Sep 16, 2017 | Rare |
| Blood Of The Lamb | Mermaid Avenue, Vol. 2 | 3 | 1.1% | 16.3 | Oct 19, 1999 | Sep 13, 2000 | Rare |
| Can't Stand It | Summerteeth | 3 | 1.1% | 10.3 | Jun 14, 1999 | Feb 20, 2006 | Rare |
| Hell Is Chrome | A Ghost Is Born | 3 | 1.1% | 18.3 | Jan 28, 2006 | Mar 31, 2012 | Rare |
| I Must Be High | A.M. | 3 | 1.1% | 20 | Mar 26, 1998 | Jan 26, 2008 | Rare |
| I Wanna Be Your Dog | | 3 | 1.1% | 13 | Jan 30, 2009 | Mar 26, 2009 | Rare |
| I Wanna Be Your Mama Again [Doug Sahm] | Cover | 3 | 1.1% | 22.3 | Jan 20, 2020 | Jun 4, 2021 | Rare |
| I'm Only Sleeping [Lennon/McCartney] | Cover | 3 | 1.1% | 21.7 | Jan 11, 1997 | Jan 29, 2005 | Rare |
| If I Ever Was a Child | Schmilco | 3 | 1.1% | 11.3 | May 13, 2016 | Apr 15, 2024 | Rare |
| In Christ, There Is No East Or West | | 3 | 1.1% | 13.3 | Aug 16, 2006 | Oct 27, 2006 | Rare |
| Little Lies [Fleetwood Mac] | Cover | 3 | 1.1% | 9 | Dec 2, 2022 | Jan 6, 2023 | Rare |
| Love Is for Love | Twilight Override | 3 | 1.1% | 8 | Oct 13, 2024 | Jan 8, 2026 | Rare |
| Magnetized | Star Wars | 3 | 1.1% | 15.7 | May 14, 2016 | Jun 1, 2024 | Rare |
| Many Worlds | Cruel Country | 3 | 1.1% | 6 | Jan 5, 2023 | Apr 12, 2024 | Rare |
| Message From Mid-Bar | | 3 | 1.1% | 5 | Mar 30, 2012 | Jun 1, 2024 | Rare |
| My Words | | 3 | 1.1% | 9 | May 16, 2003 | Nov 17, 2005 | Rare |
| One True Vine | Sky Blue Sky Tour EP | 3 | 1.1% | 13.3 | Dec 6, 2013 | Jan 5, 2023 | Rare |
| Outta Mind (Outta Sight) | Being There | 3 | 1.1% | 24 | Jan 29, 2005 | Dec 28, 2017 | Rare |
| Panthers (Proving Death Again) | Alpha Mike Foxtrot: Rare Tracks 1994-2014 | 3 | 1.1% | 7.3 | May 16, 2003 | May 15, 2015 | Rare |
| Please Be Wrong | Cruel Country | 3 | 1.1% | 10 | Jul 17, 2021 | Jan 6, 2023 | Rare |
| Poor Places | Yankee Hotel Foxtrot | 3 | 1.1% | 14.7 | Jun 12, 2002 | Mar 22, 2019 | Rare |
| Random Name Generator | Star Wars | 3 | 1.1% | 20.7 | Apr 22, 2017 | Mar 23, 2019 | Rare |
| Reflections On A Crystal Wind [Richard & Mimi Farina] | Cover | 3 | 1.1% | 16.7 | Nov 24, 1997 | Sep 12, 2000 | Rare |
| Say I Love You Again | | 3 | 1.1% | 6.7 | Sep 30, 2021 | Jan 6, 2023 | Rare |
| Shouldn't Be Ashamed | A.M. | 3 | 1.1% | 19.3 | Mar 26, 1998 | Jan 28, 2006 | Rare |
| Sick Server | Warmer | 3 | 1.1% | 7 | Mar 12, 2019 | Apr 10, 2019 | Rare |
| Ten Sentences | Warmer | 3 | 1.1% | 14.7 | Jun 30, 2019 | Jul 17, 2021 | Rare |
| Wait for Love | Sukierae | 3 | 1.1% | 16 | May 15, 2015 | Feb 25, 2022 | Rare |
| What's The World Got In Store | Being There | 3 | 1.1% | 10.3 | Oct 19, 1999 | Jan 28, 2006 | Rare |
| ...And Then You Cut It in Half | Warmer | 2 | 0.7% | 11.5 | Jun 30, 2019 | Jan 20, 2020 | Rare |
| A Fool Such As I [Trader (Elvis Presley)] | Cover | 2 | 0.7% | 25 | Mar 26, 1998 | Oct 19, 1999 | Rare |
| Bright Phoebus [Lal and Mike Waterson] | Cover | 2 | 0.7% | 17 | Jan 6, 2019 | Jan 7, 2019 | Rare |
| Cinnamon Girl [Neil Young] | Cover | 2 | 0.7% | 24.5 | Feb 1, 2018 | Apr 3, 2019 | Rare |
| Cosmic Dancer [T. Rex] | Cover | 2 | 0.7% | 23.5 | Dec 4, 2023 | Jun 30, 2024 | Rare |