Novels
Ian Fleming frequently makes references to different smoking products in his famous James Bond novels. The Chesterfield brand of cigarette are portrayed as one of Bond's favorites as seen in the 1959 book Goldfinger. In this novel, James Bond demands of Goldfinger's servant, "Oddjob, I want a lot of food, quickly. And a bottle of bourbon, soda and ice. Also a carton of Chesterfields, king-size...."[23][24][25]
In numerous Stephen King novels, his characters frequently smoke Chesterfield cigarettes. In King's 2000 book On Writing, he wrote that Chesterfield was the first brand he smoked, and that his World War II veteran uncle dismissed them as "stockade cigarettes."
In Oscar Hijuelos' Pulitzer Prize winning novel The Mambo Kings Play Songs of Love, several main characters smoke Chesterfield cigarettes.
In Toni Morrison's novel Paradise, the character Gigi decides to chat with the man with an earring, "just to talk to someone who wasn't encased in polyester and who looked like he might smoke something other than Chesterfields."[26]
Television series
In the 2010 HBO TV series Boardwalk Empire, Agent Knox is seen giving three packs of Chesterfield cigarettes to Clayton.[27]
In the 2020 miniseries The Queen's Gambit, Beth Harmon's adoptive mother asks Beth to run to the store to pick up three packs of Chesterfields.
In the Netflix series The Crown, Princess Margaret’s favorite cigarettes are Chesterfields. In real life, the Princess was known to smoke up to sixty cigarettes per day.[28]
Films
Humphrey Bogart frequently appeared in Chesterfield advertisements. A scene from the 1944 movie To Have and Have Not shows him with a pack of Chesterfields.
In the 1958 movie South Pacific, Joe Cabel (John Kerr) is seen taking a Chesterfield out of a pack as he arrives at the Navy base.
A Chesterfield placement appeared in Jean-Luc Godard's 1960 film Breathless in which the cigarette smoked by the actress Jean Seberg is a Chesterfield.
Vittorio Gassman bought two packs of Chesterfield cigarettes in the movie Il Sorpasso.
In Jack Clayton's 1974 adaptation of The Great Gatsby, Gatsby (Robert Redford) splits the last Chesterfield in his pack with Nick Carraway (Sam Waterston) while the two chat on Carraway's porch. Nick Carraway is a thinly-disguised F. Scott Fitzgerald in The Great Gatsby. Fitzgerald's favorite cigarette was Chesterfield, so the scene is an accurate adaptation.[29]
Jake Blues (John Belushi) smoked Chesterfield cigarettes in the 1980 film The Blues Brothers. Near the end of the scene at Bob's Country Bunker, Jake is seen briefly flashing a flattened and nearly empty pack of Chesterfield cigarettes, pretending it is his musician's union ID card.
Music
The 1992 Jawbreaker song "Chesterfield King" refers to the cigarette twice. First, the singer shares a Chesterfield with a woman he meets in a parking lot. Later, at the end of the song, the singer gives a Chesterfield King to the woman he has been singing about.[30][31]
Donald Fagen's 1982 album The Nightfly features a pack of Chesterfield Kings on the cover and the brand is also mentioned in the title song "The Nightfly" whereby the lyrics go: "I've got plenty of Java and Chesterfield kings...."
The 2001 song "Good Times Gone" by Canadian rock band Nickelback from their album Silver Side Up opens with the line, "Lost it on a Chesterfield" in possible reference to Chesterfield cigarettes.- False, a chesterfield is another name for a couch in Canada, where Nickleback are from.
Punk band Dropkick Murphys have a song on their 2025 album, For the People, titled "Chesterfields and Aftershave" that is about singer Ken Casey's grandfather.
Celebrities
J. Robert Oppenheimer was a chain smoker of Chesterfields.[32]
The Hollywood actor Paul Douglas, who died of a heart attack at age 52, advertised them.[33]