21 Greatest & Most Iconic Singers Like Angie Dickinson

Angie Dickinson, while primarily known as an actress, personified the glamour and sophistication of mid-20th-century Hollywood.

Her close ties to the Rat Pack era and its influential entertainers evoke a world of smooth crooners and timeless elegance. Singers like Frank Sinatra and Julie London captured the same blend of charm and artistic brilliance, leaving an indelible mark on music and culture.

This article explores the careers of iconic singers who shared Dickinson’s style and era, celebrating the enduring legacy of their art.

21 Most Famous Singers Similar to Angie Dickinson That You Need to Know

These artists represent the elegance, charisma, and timeless charm reminiscent of the classic Rat Pack era, aligning with Angie Dickinson’s iconic presence in Hollywood’s golden age.

Angie Dickinson is primarily known as an actress rather than a singer, but her glamorous style and connection to the Rat Pack era evoke the elegance and charm often associated with iconic performers of her time. Below is a list of 21 singers who embody a similar aura of sophistication, timeless appeal, and connection to classic entertainment:

#1 Frank Sinatra

Frank Sinatra, affectionately known as “Ol’ Blue Eyes,” is one of the most celebrated singers in music history. His signature crooning style and mastery of jazz and traditional pop standards gave the world timeless hits like “My Way,” “Fly Me to the Moon,” and “New York, New York.” Sinatra’s smooth voice, impeccable phrasing, and ability to convey emotion made him a trailblazer in the golden era of music.

Beyond his singing, Sinatra was a skilled actor, winning an Academy Award for From Here to Eternity. As a key member of the Rat Pack, alongside figures like Angie Dickinson in Hollywood circles, Sinatra’s charisma and charm remain unmatched in entertainment history.

#2 Dean Martin

Dean Martin, “The King of Cool,” was a multi-talented entertainer known for his effortless charisma and silky baritone voice. His hits like “That’s Amore” and “Everybody Loves Somebody” showcased his romantic yet playful approach to music. Martin’s laid-back crooning style resonated deeply with audiences, making him a quintessential star of his era.

In addition to music, Martin enjoyed success in film and television, hosting The Dean Martin Show and starring in numerous comedic roles. As a close member of the Rat Pack, Martin’s charm, humor, and iconic voice defined the glamorous Hollywood lifestyle of the 1950s and 60s.

#3 Sammy Davis Jr.

Sammy Davis Jr. was a dynamic performer whose talents spanned singing, acting, dancing, and comedy. Known for hits like “Mr. Bojangles” and “The Candy Man,” Davis’s rich voice and electrifying stage presence made him a standout among Rat Pack members. His versatility and charisma allowed him to tackle everything from jazz standards to show tunes with ease.

Davis also broke racial barriers in the entertainment industry, becoming one of the first Black performers to achieve widespread fame in a segregated America. His legacy as a groundbreaking artist and cultural icon continues to inspire performers across genres.

#4 Bing Crosby

Bing Crosby was one of the most successful recording artists of the 20th century, with a warm voice that defined the crooning genre. Known for classics like “White Christmas” and “Swinging on a Star,” Crosby’s music remains synonymous with timeless elegance. His relaxed singing style and smooth delivery influenced generations of vocalists.

Crosby’s career extended beyond music, as he was also an accomplished actor, earning an Academy Award for Going My Way. His contributions to music and entertainment set the foundation for many artists, establishing him as a pillar of the Rat Pack’s sophisticated and enduring legacy.

#5 Judy Garland

Judy Garland’s extraordinary voice and magnetic presence made her one of the most beloved entertainers of all time. Best known for her iconic performance of “Over the Rainbow” in The Wizard of Oz, Garland also dazzled audiences with jazz and pop hits throughout her career. Her ability to deliver powerful emotional performances cemented her status as a vocal legend.

Garland’s career extended into concerts and film roles, where she showcased her versatility as both a singer and an actress. Her blend of vulnerability and brilliance on stage made her an enduring figure, embodying the glamour and artistry of Hollywood’s golden age.

#6 Peggy Lee

Peggy Lee was a sultry and sophisticated jazz and pop singer whose career spanned decades. Known for songs like “Fever” and “Is That All There Is?,” Lee’s husky voice and intimate delivery captivated audiences worldwide. She was a master of emotional storytelling, blending jazz, pop, and blues into her own unique style.

Lee was also a skilled songwriter and actress, contributing to projects like Disney’s Lady and the Tramp. Her ability to reinvent herself and adapt to changing musical trends ensured her lasting impact as one of the most iconic female vocalists of her time.

#7 Tony Bennett

Tony Bennett is one of the most enduring voices in music, celebrated for his smooth delivery and heartfelt interpretations of jazz and pop standards. With hits like “I Left My Heart in San Francisco,” Bennett captivated audiences with his ability to bring warmth and sincerity to every performance. His unique phrasing and emotional depth made him a favorite among fans of traditional pop music.

Bennett’s career spans over seven decades, during which he has collaborated with legends like Frank Sinatra and Lady Gaga. His commitment to preserving the Great American Songbook and his timeless appeal have solidified his reputation as one of the greatest crooners in history.

#8 Nat King Cole

Nat King Cole was a trailblazing musician known for his velvety voice and sophisticated delivery of jazz and pop standards. Songs like “Unforgettable,” “Mona Lisa,” and “The Christmas Song” remain classics that showcase his ability to blend elegance and emotion effortlessly. Originally a jazz pianist, Cole transitioned to a vocal career that brought him worldwide acclaim.

Cole also broke barriers as the first African-American to host a nationally televised show, The Nat King Cole Show. His influence on music and culture is profound, and his recordings continue to inspire audiences and artists alike.

#9 Mel Tormé

Mel Tormé, affectionately called “The Velvet Fog,” was a master of jazz vocals, known for his silky voice and technical brilliance. Tormé’s standout performances include “Blue Moon” and “The Christmas Song,” the latter of which he co-wrote. His scat-singing abilities and nuanced phrasing made him a jazz icon, admired for his ability to interpret complex melodies.

In addition to his vocal talent, Tormé was an accomplished composer, arranger, and instrumentalist. His contributions to jazz and traditional pop have left an indelible mark on music history, earning him recognition as one of the most versatile artists of his era.

#10 Lena Horne

Lena Horne was a groundbreaking entertainer whose sultry voice and stunning stage presence made her a standout performer in jazz and pop. Known for songs like “Stormy Weather” and “The Lady Is a Tramp,” Horne delivered performances filled with emotion and sophistication. Her elegant vocal style and commanding presence made her a favorite on stage and screen.

Horne also broke racial barriers in Hollywood, becoming one of the first African-American women to star in major studio films. Her contributions to music, film, and civil rights have cemented her legacy as an icon of both artistry and activism.

#11 Vic Damone

Vic Damone was celebrated for his rich baritone voice and romantic ballads, earning him comparisons to Frank Sinatra. With hits like “On the Street Where You Live” and “An Affair to Remember,” Damone captured the essence of timeless love songs. His smooth delivery and polished style resonated deeply with fans of traditional pop.

Throughout his career, Damone performed on prestigious stages and in Las Vegas showrooms, solidifying his reputation as one of the finest crooners of his era. His ability to blend emotional connection with technical skill left a lasting impact on the music world.

#12 Rosemary Clooney

Rosemary Clooney was a beloved vocalist known for her warm, inviting voice and versatile repertoire. Songs like “Come On-a My House” and “Mambo Italiano” showcased her playful charm, while ballads such as “Hey There” demonstrated her emotional depth. Clooney’s ability to transition between pop, jazz, and traditional standards made her a standout artist.

In addition to her music career, Clooney appeared in films such as White Christmas, further solidifying her status as a Hollywood favorite. Her enduring appeal and dedication to classic music have ensured her legacy as one of the most cherished female vocalists of her time.

#13 Julie London

Julie London was a jazz singer and actress known for her smoky, intimate voice and understated style. Her rendition of “Cry Me a River” remains a definitive recording, showcasing her ability to convey raw emotion with subtlety. London’s minimalist approach to singing, paired with her sultry tone, made her a unique presence in the music industry.

In addition to her music career, London found success as an actress, starring in television series like Emergency!. Her blend of vocal artistry and on-screen charisma has made her a timeless figure in both music and entertainment.

#14 Eartha Kitt

Eartha Kitt was a multifaceted entertainer celebrated for her distinctive voice, theatrical flair, and captivating performances. Known for hits like “C’est Si Bon” and “Santa Baby,” Kitt’s sultry delivery and dramatic style made her an unforgettable artist. Her ability to blend cabaret, jazz, and pop created a unique niche that resonated with audiences worldwide.

Kitt’s career also extended to acting, where she gained fame for her role as Catwoman in the 1960s Batman series. Her fearless individuality and commitment to her craft have left a lasting impression on both music and popular culture.

#15 Bobby Darin

Bobby Darin was a versatile performer who achieved success across multiple genres, from jazz and swing to rock ‘n’ roll and pop. Known for hits like “Mack the Knife” and “Beyond the Sea,” Darin’s dynamic stage presence and rich voice made him a standout entertainer of his time. His ability to adapt to various musical styles earned him widespread acclaim.

Darin also enjoyed a successful acting career, receiving an Academy Award nomination for his role in Captain Newman, M.D. Despite his untimely death at age 37, Darin’s contributions to music and film have left a lasting legacy, cementing his place among the great performers of the 20th century.

#16 Ella Fitzgerald

Ella Fitzgerald, affectionately known as “The First Lady of Song,” was one of the greatest jazz vocalists in history. Her extraordinary vocal range, impeccable phrasing, and unparalleled scat-singing ability made her a standout in the world of music. Hits like “Summertime” and “A-Tisket, A-Tasket” showcased her ability to deliver both emotion and technical brilliance.

Throughout her career, Fitzgerald collaborated with jazz legends like Louis Armstrong and Duke Ellington, creating timeless recordings. Her contributions to jazz and popular music have made her an enduring icon, celebrated for her talent and groundbreaking influence on the industry.

#17 Andy Williams

Andy Williams was a beloved crooner whose warm tenor voice and polished performances made him a staple of American entertainment. Songs like “Moon River” and “Can’t Get Used to Losing You” highlighted his ability to convey romance and nostalgia with effortless charm. His soothing style earned him a loyal following during the golden age of traditional pop.

In addition to his music career, Williams hosted the long-running Andy Williams Show, bringing his music to a wider audience. His contributions to music and television have solidified his legacy as one of the most iconic vocalists of the 20th century.

#18 Jack Jones

Jack Jones is a two-time Grammy-winning vocalist known for his elegant delivery and mastery of romantic ballads. Songs like “Wives and Lovers” and “The Impossible Dream” highlighted his ability to bring sophistication and emotional depth to every performance. His smooth baritone voice and technical precision made him a standout figure in traditional pop music.

Jones’s career has spanned decades, with performances on prestigious stages around the world. His dedication to preserving the Great American Songbook and his impeccable artistry have earned him a lasting place among the greatest crooners of his generation.

#19 Harry Belafonte

Harry Belafonte, often referred to as the “King of Calypso,” was a groundbreaking performer known for his distinctive voice and social activism. Songs like “Day-O (The Banana Boat Song)” and “Jump in the Line” showcased his ability to blend Caribbean rhythms with popular music. Belafonte’s charismatic performances brought global attention to calypso music.

Beyond his musical accomplishments, Belafonte was a prominent civil rights activist, using his platform to advocate for social justice. His influence on music and culture remains profound, making him a legendary figure in both the arts and activism.

#20 Perry Como

Perry Como was one of the most beloved crooners of the mid-20th century, known for his soothing voice and relaxed delivery. Hits like “Catch a Falling Star” and “Magic Moments” exemplified his ability to bring warmth and sincerity to every performance. Como’s music created a comforting, timeless sound that resonated deeply with audiences.

In addition to his music, Como hosted successful television variety shows, further cementing his status as a household name. His contributions to traditional pop music and his enduring appeal make him one of the most iconic singers of his era.

#21 Louis Prima

Louis Prima was a lively entertainer known for his energetic performances and unique blend of swing, jazz, and pop. Hits like “Just a Gigolo/I Ain’t Got Nobody” and “Sing, Sing, Sing” showcased his dynamic vocal style and infectious enthusiasm. Prima’s playful collaborations with Keely Smith became legendary, adding a sense of humor and charm to his music.

Prima’s contributions to swing music helped shape the genre, and his charismatic stage presence made him a favorite in Las Vegas showrooms. His influence on both jazz and popular music is still celebrated today, marking him as one of the most unforgettable performers of his time.

Frequently Asked Questions

Was Angie Dickinson known for her singing career?

Angie Dickinson was primarily celebrated as an actress, not a professional singer. However, her association with the Rat Pack and glamorous Hollywood persona linked her to the musical style and elegance of mid-20th-century crooners and entertainers.

What kind of singers are similar to Angie Dickinson’s style?

Singers like Frank Sinatra, Dean Martin, and Julie London exude the same sophistication, charm, and timeless appeal often associated with Angie Dickinson’s era and persona. These artists defined classic elegance through music and performance.

Why are singers like Angie Dickinson associated with the Rat Pack?

The Rat Pack embodied a unique blend of music, film, and charismatic stage presence that defined mid-century entertainment. Angie Dickinson’s close connection to this iconic group aligns her with singers who epitomized charm and glamour.

Are there any modern singers influenced by the Rat Pack era?

Artists like Michael Bublé and Harry Connick Jr. draw significant influence from the Rat Pack’s style, blending jazz and pop with smooth vocals. They keep the timeless elegance of mid-century crooning alive in contemporary music.