| 100% | BEFOREHECHEATS | 14 | Carrie Underwood song about an unfaithful ex (3 wds.) |
| 86% | TEMPORARYHOME | 13 | 2009 Grammy-nominated Carrie Underwood hit about a foster child: 2 wds. |
| 85% | MAMASSONG | 9 | 2010 Grammy-nominated Carrie Underwood hit about a daughter moving out: 2 wds. |
| 84% | BLOWNAWAY | 9 | 2012 Grammy-winning Carrie Underwood hit about a tornado: 2 wds. |
| 80% | FUNNYSTORY | 10 | 2024 romance novel by 44-Across about a librarian who becomes roommates with her ex-fiancé’s new fiancée’s ex (2 wds.) |
| 80% | UNDOIT | 6 | Carrie Underwood hit performed on the 2010 "American Idol" finale: 2 wds. |
| 80% | CRYPRETTY | 9 | Carrie Underwood album whose title track is a hit single (2 wds.) |
| 79% | WASTED | 6 | 2007 Carrie Underwood hit about addiction |
| 78% | CARNIVALRIDE | 12 | Carrie Underwood album with the hit single "So Small" (2 wds.) |
| 78% | BLOWNAWAY | 9 | Carrie Underwood album with the hit single "Good Girl" (2 wds.) |
| 77% | GOA | 3 | ___ long way (really last): 2 wds. |
| 77% | OVERWITH | 8 | Finished at long last: 2 wds. |
| 77% | THEFIGHTER | 10 | 2016 Top 40 duet by Carrie Underwood and 49-Across (2 wds.) |
| 76% | CARNIVALRIDE | 12 | 2007 Carrie Underwood album with the hit single "So Small" (2 wds.) |
| 76% | BLOWNAWAY | 9 | 2012 Carrie Underwood album with the hit single "Good Girl" (2 wds.) |
| 75% | EKEOUT | 6 | Make income last longer (2 wds) |
| 75% | MATHTESTS | 9 | Exams that could be about long division or fractions: 2 wds. |
| 75% | GONNA | 5 | “I’m ___ Love You” (Carrie Underwood/Cody Johnson song) |
| 73% | AMARK | 5 | Leave ___ (have a long lasting effect): 2 wds. |
| 72% | CRYPRETTY | 9 | 2018 Carrie Underwood album whose title track is a hit single (2 wds.) |
| 70% | ISIT | 4 | "___ over already?" ("I wanted this to last longer"): 2 wds. |
| 69% | UPAND | 5 | ___ about (no longer in bed): 2 wds. |
| 69% | CRYPRETTY | 9 | 2018 Carrie Underwood album, featuring the song "Love Wins," that debuted at #1: 2 wds. |
| 69% | CARNIVALRIDE | 12 | 2007 Carrie Underwood album, featuring the song "So Small," that debuted at #1: 2 wds. |
| 69% | BLOWNAWAY | 9 | 2012 Carrie Underwood album, featuring the song "Good Girl," that debuted at #1: 2 wds. |
| 69% | RUNOVER | 7 | Last longer than planned (2 wds.) |
| 68% | YEAHGLO | 7 | 2024 hit about 16-Across's luxurious life as a rapper: 2 wds. |
| 68% | LOVESOMEBODY | 12 | 2024 Morgan Wallen hit about the search for a meaningful relationship: 2 wds. |
| 67% | LIESLIESLIES | 12 | 2024 Morgan Wallen hit about heartbreak and deception, with a repetitive title: 3 wds. |
| 67% | KINGOFTHEHILL | 13 | Long-running animated series about a family in Texas: 4 wds. |