| 100% | IAMAROCK | 8 | Song that starts "A winter's day in a deep and dark December" |
| 40% | CASSETTE | 8 | (1/6) "It's a day in the '90s ... You pop this tiny, rectangular device in your tape recorder, and start recording your favorite song!" |
| 39% | VIOLETHILL | 10 | Coldplay hit song that begins, "Was a long and dark December / From the rooftops I remember" (2 wds.) |
| 39% | IGOTYOUBABE | 11 | Song that starts every day in "Groundhog Day" |
| 39% | ROBIN | 5 | Bird that "rocks in the treetops all day long, hoppin' and a-boppin' and singin' his song" |
| 37% | BIGYELLOWTAXI | 13 | Song that starts "They paved paradise and put up a parking lot" |
| 37% | RAWER | 5 | Like a December day that's windier and more frigid |
| 36% | THREELEGGEDRACE | 15 | Competition that starts and finishes in a tie |
| 36% | EBONYANDIVORY | 13 | Paul McCartney and Stevie Wonder song that was a No. 1 hit in 1982 (3 wds.) |
| 36% | ABA | 3 | Org. HQed in Savage, Minnesota whose members play a winter game that's a hybrid of ice hockey, field hockey and soccer (abbr.) |
| 35% | SLASH | 5 | Symbol that often separates the day and month in a date |
| 35% | TWINIGHT | 8 | Like doubleheaders that start in the afternoon and end after dark (Hyph.) |
| 35% | LEANONME | 8 | Song that was a #1 hit for Bill Withers in 1972 and for Club Nouveau in 1987: 3 wds. |
| 34% | NYE | 3 | December day that ends with a ball drop and celebrations: Abbr. |
| 34% | CAROL | 5 | Song that's typically sung in December |
| 34% | ILOVELA | 7 | Song that starts "Hate New York City / It's cold and it's damp" |
| 34% | ACAI | 4 | A popular dark purple berry that is used in smoothies and yogurt |
| 34% | APRICITY | 8 | A cold winter's day that has a warm sun |
| 34% | SUPERNATURAL | 12 | American dark fantasy TV series starring Jensen Ackles and Jared Padalecki that started airing the final season in 2019 |
| 34% | ITSY | 4 | Start of a spider's description, in song |
| 34% | ARIA | 4 | Song that's often in a foreign language |
| 34% | SOUP | 4 | Hot and flavorful liquid dish that is a welcome sight on a cold winter day |
| 34% | PEGOMYHEART | 11 | Classic song about an Irish lass that was a #1 hit in 1913 and 1947 |
| 33% | MYRRH | 5 | Tree of Africa and S Asia that exudes a resin used in perfume and medicine |
| 33% | ALE | 3 | Beer that's the "tan" in a Black and Tan cocktail |
| 33% | EXIT | 4 | Sign that's visible in a dark movie theater |
| 33% | WALKONBY | 8 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 3 wds. |
| 33% | REACHOUTFORME | 13 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 4 wds. |
| 33% | FULL | 4 | "A Sky ___ of Stars," Coldplay's Grammy-nominated song that topped the charts in Italy and Portugal |