21 Most Famous Singers Like Harry Connick Jr. (Must Hear List)

singers-like-harry-connick-jrHarry Connick Jr. is a celebrated modern crooner known for his rich voice, exceptional piano skills, and ability to breathe new life into jazz and pop standards.

His music blends classic traditions with contemporary influences, creating a timeless yet innovative style.

This article explores the careers of singers who share Connick’s dedication to jazz, romantic ballads, and the enduring charm of the Great American Songbook.

21 Greatest Singers Similar to Harry Connick Jr. of All Time

These singers share Harry Connick Jr.’s ability to reinterpret jazz standards, perform romantic ballads, and bring a modern flair to classic music traditions.

Here’s a list of 21 singers similar to Harry Connick Jr., known for their smooth vocals, jazz influences, and ability to blend traditional and contemporary styles:

#1 Michael Bublé

Michael Bublé is a modern crooner who has brought jazz and traditional pop standards back into the mainstream. Known for hits like “Feeling Good” and “Haven’t Met You Yet,” Bublé blends nostalgic charm with contemporary style. His rich vocals and charismatic performances have made him one of the most recognizable voices in modern music.

Bublé’s ability to reinterpret classic jazz and swing standards aligns closely with Harry Connick Jr.’s artistry. His live shows, filled with humor and emotional connection, highlight his dedication to timeless music while keeping it relevant for today’s audiences.

#2 Frank Sinatra

Frank Sinatra, the legendary “Ol’ Blue Eyes,” remains one of the most iconic figures in music history. With timeless hits like “My Way,” “Fly Me to the Moon,” and “New York, New York,” Sinatra’s smooth voice and impeccable phrasing redefined traditional pop and jazz standards. His ability to express emotion through music made him a cultural phenomenon.

Sinatra’s influence extends beyond his music, as he also enjoyed a celebrated career in film and television. His dedication to interpreting the Great American Songbook resonates with Harry Connick Jr.’s commitment to blending classic and modern styles.

#3 Tony Bennett

Tony Bennett’s career spans over seven decades, earning him a place as one of the greatest interpreters of traditional pop and jazz. Known for songs like “I Left My Heart in San Francisco” and “The Way You Look Tonight,” Bennett’s warm, expressive vocals have captivated audiences worldwide. His passion for jazz standards mirrors Harry Connick Jr.’s dedication to the genre.

Bennett’s collaborations with contemporary artists like Lady Gaga showcase his ability to adapt while staying true to his roots. His influence on modern crooners like Connick underscores his enduring legacy as a master of timeless music.

#4 Nat King Cole

Nat King Cole was a trailblazing artist whose smooth baritone voice and impeccable delivery made him a cornerstone of jazz and traditional pop. Songs like “Unforgettable” and “Mona Lisa” highlight his ability to convey deep emotion with elegance. Cole’s groundbreaking contributions to music and entertainment opened doors for many artists who followed.

In addition to his vocal talents, Cole was a gifted pianist and the first African-American to host a nationally televised variety show. His legacy as a pioneering crooner parallels Harry Connick Jr.’s mission to honor and expand the jazz tradition.

#5 Johnny Mathis

Johnny Mathis, often referred to as “The Voice of Romance,” has enchanted audiences for decades with his velvety vocals and timeless ballads. Songs like “Chances Are” and “Misty” showcase his ability to blend jazz, pop, and soul into emotionally resonant performances. His romantic style and dedication to traditional pop standards align him with Harry Connick Jr.’s artistry.

Mathis’s career spans over six decades, making him one of the best-selling artists of all time. His commitment to timeless melodies and emotional storytelling has influenced generations of vocalists, including modern crooners like Connick.

#6 Dean Martin

Dean Martin, known as “The King of Cool,” was a versatile entertainer celebrated for his smooth voice and effortless charm. Hits like “That’s Amore” and “Everybody Loves Somebody” showcased his playful and romantic approach to music. Martin’s ability to blend jazz, pop, and humor made him a beloved figure in mid-20th-century entertainment.

As a member of the Rat Pack, Martin became a cultural icon, excelling in music, film, and television. His relaxed and charismatic style reflects the qualities that make Harry Connick Jr. a modern-day embodiment of the crooner tradition.

#7 Bobby Darin

Bobby Darin was a versatile entertainer who seamlessly transitioned between genres, from jazz and swing to pop and rock ‘n’ roll. Known for hits like “Mack the Knife” and “Beyond the Sea,” Darin’s dynamic stage presence and vocal agility set him apart. His ability to reinvent classics while making them his own aligns with Harry Connick Jr.’s approach to music.

Darin also pursued a successful acting career, earning critical acclaim for his performances on screen. His dedication to artistic versatility and his passion for storytelling through song cement his status as an enduring influence in traditional pop and jazz.

#8 Mel Tormé

Mel Tormé, nicknamed “The Velvet Fog,” was a jazz and pop vocalist renowned for his silky voice and masterful phrasing. His renditions of songs like “Blue Moon” and his co-written classic “The Christmas Song” highlight his technical brilliance and emotional depth. Tormé’s ability to merge jazz sophistication with popular appeal draws parallels to Harry Connick Jr.’s artistry.

Beyond singing, Tormé was a skilled composer, arranger, and drummer, showcasing his multifaceted talent. His commitment to musical excellence and timeless standards ensures his legacy as one of the greatest crooners in history.

#9 Steve Tyrell

Steve Tyrell is a contemporary vocalist who has redefined classic standards with his soulful interpretations and jazzy arrangements. Known for his work on film soundtracks like Father of the Bride, Tyrell’s warm, gravelly voice brings a modern sensibility to traditional songs. His ability to blend contemporary influences with timeless material mirrors Harry Connick Jr.’s approach to jazz and pop.

Tyrell’s career includes collaborations with legends like Burt Bacharach and Hal David, cementing his reputation as a master of the Great American Songbook. His focus on heartfelt storytelling through music makes him a natural peer to Connick.

#10 Jamie Cullum

Jamie Cullum is a British jazz-pop artist celebrated for his innovative approach to blending jazz standards with contemporary styles. Songs like “These Are the Days” and “Twentysomething” showcase his ability to infuse traditional jazz with modern energy and flair. Cullum’s skill as a pianist and his dynamic stage presence set him apart as a trailblazer in the genre.

Cullum’s dedication to reimagining classics while introducing younger audiences to jazz echoes Harry Connick Jr.’s mission. His experimental yet respectful take on traditional music ensures his place in the lineage of great jazz vocalists.

#11 Jack Jones

Jack Jones is a Grammy-winning crooner whose smooth baritone voice and elegant delivery have captivated audiences for decades. Known for songs like “Wives and Lovers” and “The Impossible Dream,” Jones is celebrated for his ability to convey romance and sophistication through music. His refined vocal style closely aligns with the timeless qualities of Harry Connick Jr.’s performances.

Jones’s extensive career includes recordings, live shows, and television appearances that showcase his enduring appeal. His dedication to classic ballads and the Great American Songbook ensures his influence remains strong among traditional pop artists.

#12 Vic Damone

Vic Damone was a classic crooner admired for his smooth baritone voice and romantic interpretations of jazz and pop standards. Songs like “On the Street Where You Live” and “An Affair to Remember” highlighted his ability to deliver heartfelt performances with technical precision. Damone’s effortless phrasing and vocal clarity mirror Harry Connick Jr.’s artistic approach.

Throughout his career, Damone performed on prestigious stages around the world, earning widespread acclaim for his devotion to traditional music. His ability to connect emotionally with audiences through timeless melodies solidifies his legacy as a leading figure in the crooner tradition.

#13 Andy Williams

Andy Williams, often referred to as “The Emperor of Easy,” was a beloved crooner known for his soothing voice and heartfelt renditions of romantic classics. Songs like “Moon River” and “Can’t Get Used to Losing You” exemplify his ability to convey deep emotion through music. Williams’s relaxed, elegant style aligns closely with Harry Connick Jr.’s dedication to timeless standards.

In addition to his music, Williams hosted a popular television variety show that brought his warmth and charm into millions of homes. His legacy as a master of romantic ballads continues to inspire modern crooners like Connick.

#14 Michael Feinstein

Michael Feinstein is a vocalist and pianist celebrated for his dedication to preserving and performing the Great American Songbook. Known for albums like The Sinatra Project, Feinstein’s interpretations of classic standards reflect his passion for timeless melodies. His refined vocal delivery and expertise as a storyteller align closely with Harry Connick Jr.’s artistic ethos.

Feinstein’s work as an archivist and performer has introduced new generations to the beauty of classic jazz and pop. His commitment to honoring the traditions of great American music makes him a significant figure in contemporary jazz and traditional pop.

#15 Paul Anka

Paul Anka is a legendary singer-songwriter whose career spans over six decades. Known for hits like “Diana” and “Put Your Head on My Shoulder,” Anka’s smooth vocals and heartfelt lyrics have made him a symbol of romantic pop. He also wrote iconic songs like “My Way,” made famous by Frank Sinatra, showcasing his exceptional talent as a composer.

Anka’s ability to adapt to changing musical landscapes while staying true to his classic roots reflects the versatility that Harry Connick Jr. embodies. His dedication to timeless melodies and emotional storytelling cements his place among the greats of traditional pop.

#16 Kurt Elling

Kurt Elling is one of the most celebrated jazz vocalists of the modern era, known for his rich baritone voice and innovative interpretations of jazz standards. Songs like “Nature Boy” and “Nightmoves” highlight his ability to infuse familiar classics with a contemporary twist. Elling’s scatting and vocal improvisations set him apart as a creative force in jazz.

Elling’s approach to blending traditional jazz with modern sensibilities aligns with Harry Connick Jr.’s artistic ethos. His commitment to exploring new dimensions of classic material ensures his relevance in both traditional and contemporary jazz circles.

#17 Matt Monro

Matt Monro, known as “The Man with the Golden Voice,” was a British crooner celebrated for his smooth delivery and heartfelt performances. Songs like “Born Free” and “Portrait of My Love” showcased his ability to convey emotion with clarity and elegance. Monro’s style is reminiscent of Harry Connick Jr.’s dedication to timeless standards.

Monro also achieved fame for his contributions to film soundtracks, earning international acclaim. His blend of traditional pop and romantic ballads continues to resonate with audiences, making him a cherished figure in music history.

#18 Chet Baker

Chet Baker was a jazz icon whose hauntingly beautiful voice and trumpet playing captivated listeners. Known for songs like “My Funny Valentine” and “I Fall in Love Too Easily,” Baker brought an intimate, almost fragile quality to his performances. His ability to balance vulnerability with technical brilliance draws comparisons to Harry Connick Jr.’s emotive artistry.

Despite a tumultuous personal life, Baker’s music remains a cornerstone of the jazz canon. His influence on vocal and instrumental jazz continues to inspire contemporary artists who value authenticity and emotional depth.

#19 John Pizzarelli

John Pizzarelli is a modern jazz guitarist and vocalist known for his sophisticated interpretations of standards and his playful approach to performance. Songs like “I’m Hip” and “Straighten Up and Fly Right” demonstrate his ability to balance technical skill with charm and humor. His collaborations with jazz greats and his innovative arrangements highlight his versatility.

Pizzarelli’s focus on reinvigorating the Great American Songbook aligns with Harry Connick Jr.’s mission to preserve and modernize classic music. His unique blend of jazz and pop sensibilities ensures his place as a leading figure in contemporary jazz.

#20 Peter Cincotti

Peter Cincotti is a jazz pianist and singer whose smooth vocals and dynamic piano playing have earned him comparisons to Harry Connick Jr. Songs like “Goodbye Philadelphia” and “St. Louis Blues” showcase his ability to reinterpret jazz standards while infusing them with a fresh perspective. His style bridges the gap between traditional jazz and modern pop.

Cincotti’s ability to connect emotionally with his audience and his focus on storytelling through music make him a standout in contemporary jazz. His innovative approach to blending genres ensures his continued relevance in the music industry.

#21 Josh Groban

Josh Groban is a crossover artist known for his powerful tenor voice and ability to perform across genres, including classical, pop, and jazz. Songs like “You Raise Me Up” and “To Where You Are” highlight his ability to convey deep emotion through soaring melodies. Groban’s elegant style and focus on vocal excellence echo Harry Connick Jr.’s dedication to timeless music.

Groban’s work in theater and film further showcases his versatility as an artist. His ability to merge traditional influences with contemporary appeal has earned him a devoted global following, solidifying his place as a modern icon in vocal music.

Frequently Asked Questions

What makes Harry Connick Jr. unique among modern crooners?

Harry Connick Jr. combines jazz, pop, and New Orleans influences with his charismatic piano playing and smooth vocals. His ability to reinterpret jazz standards while adding a contemporary twist sets him apart in the genre.

Who are some singers similar to Harry Connick Jr.?

Singers like Michael Bublé, Jamie Cullum, and Kurt Elling share Harry Connick Jr.’s passion for blending jazz standards with modern styles. They excel in bringing traditional music to contemporary audiences.

Why are singers like Harry Connick Jr. still relevant today?

Singers like Harry Connick Jr. remain relevant because they honor the timeless traditions of jazz and pop while infusing them with fresh energy. Their ability to connect emotionally with audiences ensures their lasting appeal.

Are there younger artists inspired by Harry Connick Jr.?

Yes, artists like Peter Cincotti and John Pizzarelli draw inspiration from Harry Connick Jr.’s approach to jazz and traditional pop. They continue the legacy of modernizing classic music with their unique artistry.

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