| — |  ▶ | All I Want for Christmas Is YouMariah Carey, 1994. Written in fifteen minutes, earning royalties ever since | — win | — match wins |
| — |  ▶ | Last ChristmasWham!, 1984. Kept off number one by a charity single George Michael sang on | — win | — match wins |
| — |  ▶ | Fairytale of New YorkThe Pogues, 1987. A duet where both singers insult each other and it still wins polls | — win | — match wins |
| — |  ▶ | Wonderful ChristmastimePaul McCartney, 1979. He played every instrument and never has to work again | — win | — match wins |
| — |  ▶ | Happy Xmas (War Is Over)John Lennon, 1971. A protest song wearing sleigh bells | — win | — match wins |
| — |  ▶ | Do They Know It's Christmas?Band Aid, 1984. Half of British pop crammed into one studio in a day | — win | — match wins |
| — |  ▶ | Rockin' Around the Christmas TreeBrenda Lee, 1958. Recorded at thirteen, number one at seventy-eight | — win | — match wins |
| — |  ▶ | Jingle Bell RockBobby Helms, 1957. The first rock and roll Christmas standard | — win | — match wins |
| — |  ▶ | It's Beginning to Look a Lot Like ChristmasMichael Bublé, 2011. The reason he trends every November | — win | — match wins |
| — |  ▶ | White ChristmasBing Crosby, 1942. Still the best-selling single ever released, anywhere | — win | — match wins |
| — |  ▶ | Have Yourself a Merry Little ChristmasJudy Garland, 1944. The original lyric was so bleak they made him rewrite it | — win | — match wins |
| — |  ▶ | The Christmas SongNat King Cole, 1946. Chestnuts, written during a heatwave in July | — win | — match wins |
| — |  ▶ | Let It Snow!Dean Martin, 1959. Also written in July, in Hollywood, in a heatwave | — win | — match wins |
| — |  ▶ | Blue ChristmasElvis Presley, 1957. Country heartbreak with an electric guitar sneer | — win | — match wins |
| — |  ▶ | Feliz NavidadJosé Feliciano, 1970. Nineteen words, two languages, permanent rotation | — win | — match wins |
| — |  ▶ | Santa Claus Is Comin' to TownBruce Springsteen, 1975. Recorded live with the E Street Band laughing | — win | — match wins |
| — |  ▶ | Merry Christmas EveryoneShakin' Stevens, 1985. Held back a year to take the Christmas number one | — win | — match wins |
| — |  ▶ | Step Into ChristmasElton John, 1973. Glam piano stomp cut in a single afternoon | — win | — match wins |
| — |  ▶ | I Wish It Could Be Christmas EverydayWizzard, 1973. A children's choir and a wall of sound | — win | — match wins |
| — |  ▶ | Merry Xmas EverybodySlade, 1973. Noddy Holder shouting the UK into December every year | — win | — match wins |
| — |  ▶ | Driving Home for ChristmasChris Rea, 1986. Written in a traffic jam on the way back from Abbey Road | — win | — match wins |
| — |  ▶ | Underneath the TreeKelly Clarkson, 2013. The only modern song that gets compared to Mariah's | — win | — match wins |
| — |  ▶ | Santa Tell MeAriana Grande, 2014. A pop hook engineered for December streaming | — win | — match wins |
| — |  ▶ | It's the Most Wonderful Time of the YearAndy Williams, 1963. Ghost stories and marshmallow toasting, in swing | — win | — match wins |
| — |  ▶ | Sleigh RideThe Ronettes, 1963. Phil Spector's wall of sound, sleigh bells included | — win | — match wins |
| — |  ▶ | Christmas (Baby Please Come Home)Darlene Love, 1963. The vocal take everyone else has failed to match | — win | — match wins |
| — |  ▶ | Run Rudolph RunChuck Berry, 1958. Johnny B. Goode's chords, wearing a Santa hat | — win | — match wins |
| — |  ▶ | Rudolph the Red-Nosed ReindeerGene Autry, 1949. A department store giveaway that became canon | — win | — match wins |
| — |  ▶ | A Holly Jolly ChristmasBurl Ives, 1964. Sung by the snowman narrating a stop-motion special | — win | — match wins |
| — |  ▶ | Peace on Earth / Little Drummer BoyBing Crosby & David Bowie, 1977. Two men who had nothing in common, harmonizing | — win | — match wins |
| — |  ▶ | Christmas Eve / Sarajevo 12/24Trans-Siberian Orchestra, 1996. Carols played by a metal band with pyrotechnics | — win | — match wins |
| — |  ▶ | Christmas Time Is HereVince Guaraldi Trio, 1965. Jazz piano and children singing slightly flat | — win | — match wins |
| — |  ▶ | You're a Mean One, Mr. GrinchThurl Ravenscroft, 1966. A list of insults delivered in a bass so low it rattles | — win | — match wins |
| — |  ▶ | This ChristmasDonny Hathaway, 1970. Horns, hand claps, and the warmest arrangement on this list | — win | — match wins |
| — |  ▶ | Christmas in HollisRun-DMC, 1987. Queens rap over a Clarence Carter sample, Santa's wallet included | — win | — match wins |
| — |  ▶ | Jingle BellsFrank Sinatra, 1957. The Rat Pack version everyone hums by default | — win | — match wins |
| — |  ▶ | Santa BabyEartha Kitt, 1953. A shopping list performed as seduction | — win | — match wins |
| — |  ▶ | Deck the HallsNat King Cole, 1960. Sixty-nine seconds of fa-la-la, no filler | — win | — match wins |
| — |  ▶ | Mary's Boy ChildBoney M., 1978. Disco nativity that sold nearly two million in Britain | — win | — match wins |
| — |  ▶ | I Saw Mommy Kissing Santa ClausThe Jackson 5, 1970. Michael, aged twelve, breaking the news | — win | — match wins |
| — |  ▶ | Merry Christmas, DarlingCarpenters, 1970. Karen Carpenter singing to someone who is not there | — win | — match wins |
| — |  ▶ | Hard Candy ChristmasDolly Parton, 1982. The saddest song here, disguised as a shrug | — win | — match wins |
| — |  ▶ | Christmas Tree FarmTaylor Swift, 2019. Written and released in under a month, orchestra and all | — win | — match wins |
| — |  ▶ | SnowmanSia, 2017. The sleeper hit that took five years to chart | — win | — match wins |
| — |  ▶ | Christmas WrappingThe Waitresses, 1981. New wave rap about being too busy for the holiday | — win | — match wins |
| — |  ▶ | O Holy NightJosh Groban, 2007. The carol every singer uses to prove they can sing | — win | — match wins |
| — |  ▶ | Mele KalikimakaBing Crosby & The Andrews Sisters, 1950. Hawaii's Christmas card, in swing | — win | — match wins |
| — |  ▶ | Silent NightNat King Cole, 1960. A carol from 1818, sung like a lullaby | — win | — match wins |