Originally introduced in 1873 by the Drummond Tobacco Company, Chesterfield was later acquired by Liggett & Myers in 1878. They became one of the most popular cigarette brands in the United States, especially from the 1920s to the 1950s.
Chesterfield cigarettes were particularly noted for their advertising campaigns and celebrity endorsements, which played a significant role in shaping the brand’s image. The brand used a number of famous personalities in their advertisements, including Ronald Reagan, Bob Hope, and Bing Crosby, which helped associate the brand with the glamor and sophistication of Hollywood. In literature and film, Chesterfield has often been used as a prop to convey a sense of period authenticity or to give depth to a character. The brand symbolizes a certain mid-20th-century American coolness or rebelliousness, often linked with the tough, rugged characters of film noir or the rebellious youth of the 1950s and 1960s.
Chesterfield has represented various themes through its advertisements and product placement:
- Sophistication and glamour: Associated with many Hollywood stars.
- Masculinity and toughness: Often smoked by characters in movies who are depicted as rugged and stoic.
- Nostalgia and vintage appeal: As smoking habits have changed, vintage brands like Chesterfield evoke a sense of nostalgia for earlier times.
The name “Chesterfield” itself does not have a direct connection to the product’s nature but rather is likely derived from Chesterfield County, Virginia, where early tobacco cultivation in the U.S. was prominent. The name could also be referencing the Chesterfield coat, a stylish piece of men’s fashion that aligns with the brand’s sophisticated image. Both references emphasize an aura of class and refinement.
The use of the name “Chesterfield” helped position the brand within a certain image of elegance and quality, which was further reinforced through its marketing and celebrity associations. Over time, as smoking habits and public attitudes towards smoking have changed, the presence and perception of Chesterfield cigarettes have also evolved, but they remain a significant part of American tobacco history.
- Ian Fleming frequently makes references to different smoking products in his famous James Bond novels. The Chesterfield brand of cigarette is 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…”
- 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 the 2010 HBO TV series “Boardwalk Empire,” Agent Knox is seen giving three packs of Chesterfield cigarettes to Clayton.
- 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.
- 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.
A Chesterfield placement appeared in Jean-Luc Godard’s 1960 film “À bout de souffle,” 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.
- 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.
- In Jim Jarmusch’s 1984 film “Stranger Than Paradise,” the main characters smoke Chesterfields, at times discussing where they can purchase them.
- In the 1989 film “Fratelli d’Italia,” Jerry Calà draws a pack of Chesterfield Reds several times.
- In Quentin Tarantino’s 1992 movie “Reservoir Dogs,” Mr. White offers Mr. Pink a Chesterfield cigarette in an attempt to calm him. In another Tarantino-penned movie, 1993’s “True Romance,” Clarence Worley’s father, Clifford, smokes a Chesterfield before his execution at the hands of Blue Lou Boyle’s consigliere, Vincenzo Coccotti.
- In the 1994 film “The Shawshank Redemption,” Red (Morgan Freeman) is seen giving a pack of Chesterfield cigarettes to Heywood (William Sadler) after losing the “Fresh Fish” bet. Heywood sniffs the cigarettes and says, “Yes, Richmond, Virginia.”
- In the Coen brothers’ 2001 “The Man Who Wasn’t There,” a black-and-white neo-noir film set in 1949, the main character is an unfiltered Chesterfield chain smoker.
- In the 2007 film “Grindhouse,” the actor Kurt Russell extracts a Chesterfield pack out of his pocket.
- 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.
- 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,” where the lyrics go: “I’ve got plenty of Java and Chesterfield kings…”
- J. Robert Oppenheimer was a chain smoker of Chesterfields.
- Princess Margaret was known to smoke Chesterfield throughout her life.
- Rod Serling, creator and host of the series “The Twilight Zone” (1959–1964), smoked and sometimes promoted Chesterfield during his brief appearances at the end of each episode.
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