| Singer who makes house calls | 28 |
| Singer who married Heidi Klum | 29 |
| Singer who married the same man twice, in 1982 and 2011 | 55 |
| Singer who moonlights as a dentist? | 35 |
| Singer who needs to get out in the sun more? (adjacent-letter swap) | 67 |
| Singer who nicknamed himself Mr. Mojo Risin' | 48 |
| Singer who often wore aloha shirts | 34 |
| Singer who once hosted "Entertainment Tonight" | 56 |
| Singer who once sang a song to Kramer on "Seinfeld" | 61 |
| Singer who perfected the moonwalk | 33 |
| Singer who performs in 10 different languages | 45 |
| Singer who played a secretary in "9 to 5" | 51 |
| Singer who played Cyrano in "Cyrano de Bergerac" | 58 |
| Singer who played herself in "Ocean's Eleven" | 59 |
| Singer who played himself in "Saving Silverman" | 57 |
| Singer who plays herself in "D.C. Cab" | 48 |
| Singer who plays the ex-husband of Helen Hunt's character in "Pay It Forward" | 91 |
| Singer who rarely uses her last name of Adkins | 46 |
| Singer who really cuts the mustard? | 35 |
| Singer who redefined double standards by recording both "Runaround Sue" and "The Wanderer" in 1961 | 118 |
| Singer who said "At least I had that, one guy understood me" | 70 |
| Singer who said "People make music to get a reaction" | 63 |
| Singer who said "Thanks for listenin'" | 52 |
| Singer who said, "Men should be like Kleenex—soft, strong and disposable" | 87 |
| Singer who sold sausage | 23 |
| Singer who spells her name in all lowercase letters | 51 |
| Singer who stays out of the spotlight? | 38 |
| Singer who was an unwilling participant in a popular Internet meme | 66 |
| Singer who was good at making dough? | 36 |
| Singer who was good at making horseshoes? | 41 |
| Singer who was good at making wood cuts? | 40 |
| Singer who was in "Blue in the Face" | 46 |
| Singer who was once a member of Clannad | 39 |
| Singer who wed Julia Roberts | 28 |
| Singer who went looking for Mr. Right on the reality show “#1 Single” | 77 |
| Singer who won an Oscar for "Moonstruck" | 50 |
| Singer who would make a lousy mohel? | 36 |
| Singer who wrote the poetry collection "The Lords and the New Creatures" | 82 |
| Singer who's a Backstreet Boy's brother | 47 |
| Singer who's always on call? | 32 |
| Singer who's an actress | 27 |
| Singer who's never forgotten her roots? | 43 |
| Singer who's the subject of Carl Perkins's "The Whole World Misses You" | 89 |
| Singer whose "I Just Wanna Stop" was a Top Ten hit in 1978 | 68 |
| Singer whose "name" was once a symbol | 47 |
| Singer whose 2002 song "Foolish" was #1 for 10 weeks | 62 |
| Singer whose back-up band was the Full Tilt Boogie | 50 |
| Singer whose backup group was called the Aliis | 46 |
| Singer whose band just appeared unannounced in your iTunes collection | 69 |
| Singer whose first top 10 hit was "Where Does My Heart Beat Now" | 74 |
| Singer whose last name is Chrysomallis | 38 |
| Singer whose life was made into a 1980 hit play | 47 |
| Singer whose middle name is Hercules | 36 |
| Singer whose music plays in new age stores | 42 |
| Singer whose name is an anagram of "enlarge" | 54 |
| Singer whose name is written in lower case | 42 |
| Singer whose name sounds like a cry | 35 |
| Singer whose name sounds like an Olympic speed skater | 53 |
| Singer whose pastime is making beer? | 36 |
| Singer whose surname is Kilcher | 31 |
| Singer Williams | 15 |
| Singer Willie | 13 |
| Singer Wilson | 13 |
| Singer Winans | 13 |
| Singer Winehouse | 16 |
| Singer Winehouse after marrying artist Albrecht | 47 |
| Singer Winwood | 14 |
| Singer with "The Gang" | 32 |
| Singer with 11 #1 country hits prepares letters for mailing? | 60 |
| Singer with a "Best of" album titled "Paint the Sky With Stars" | 83 |
| Singer with a 1962 #1 hit that started a dance craze (and a hint to this puzzle's theme) | 92 |
| Singer with a 1978 #1 hit with Barbra Streisand | 47 |
| Singer with a Best Actress Oscar | 32 |
| Singer with a black V-shaped collar | 35 |
| Singer with a deep voice | 24 |
| Singer with a distinctively spelled first name | 46 |
| Singer with a falsetto | 22 |
| Singer with a gang | 18 |
| Singer with a Latin beat? | 25 |
| Singer with a negative-sounding name | 36 |
| Singer with a palindromic name | 30 |
| Singer with a punctuated name | 29 |
| Singer with a reputation for being self-centered | 48 |
| Singer with a short-lived 1950s sitcom | 38 |
| Singer with a song about Alice | 30 |
| Singer with a star on Canada's Walk of Fame | 47 |
| Singer with a wide range | 24 |
| Singer with an ego | 18 |
| Singer with an Oscar-nominated song from "Robin Hood" | 63 |
| Singer with an Oscar-nominated song in "The Lord of the Rings" | 72 |
| Singer with attitude | 20 |
| Singer with backup, often | 25 |
| Singer with bandleader Xavier Cugat | 35 |
| Singer with Brooks | 18 |
| Singer with Count and Duke | 26 |
| Singer with Crosby and Stills | 29 |
| Singer with Crosby, Stills & Nash | 37 |
| Singer with Cugat | 17 |
| Singer with Cult Jam | 20 |
| Singer with Dolly Parton and Linda Ronstadt on the album "Trio" | 73 |