Movies Like Sinatra: His Way

If you liked Sinatra: His Way (2021), a movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Maria by Callas (2017)
★ 7.4/10
Told through performances, TV interviews, home movies, family photographs, private letters and unpublished memoirs, the film reveals the essence of an extraordinary woman who rose from humble beginnings in New York…
2
I Am Heath Ledger (2017)
★ 7.4/10
The life and career of an actor, artist, and icon. His own journey through his own camera.
3
Birth of the Dragon (2017)
★ 5.8/10
Set against the backdrop of San Francisco’s Chinatown, this cross-cultural biopic chronicles Bruce Lee’s emergence as a martial-arts superstar after his legendary secret showdown with fellow martial artist Wong Jack Man.
4
My Mom Jayne (2025)
★ 7.9/10
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…
5
James Dean (2001)
★ 6.8/10
The man behind the legend and a knowing look at 1950s Hollywood are revealed in this dynamic biopic of the meteoric star whose troubled life echoed his gut-grabbing performances in East of Eden, Rebel Without a Cause…
6
Eleanor the Great (2025)
★ 6.8/10
94-year-old Eleanor Morgenstein tries to rebuild her life after the death of her best friend. As a result, she moves back to New York City after living in Florida for decades.
7
The Glenn Miller Story (1954)
★ 7/10
A vibrant tribute to one of America's legendary bandleaders, charting Glenn Miller's rise from obscurity and poverty to fame and wealth in the early 1940s.
8
For the Love of Spock (2016)
★ 7.4/10
The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.
9
Grace Unplugged (2013)
★ 6/10
A talented young singer and aspiring songwriter’s Christian faith and family ties are tested when she defies her worship-pastor father and pursues pop-music stardom in GRACE UNPLUGGED, a moving and inspiring new film…
10
Sleep, My Love (1948)
★ 6.3/10
A woman wakes up in the middle of the night on board a train, but she can't remember how she got there. Danger and suspense ensue.
11
Yankee Doodle Dandy (1942)
★ 7/10
A film of the life of the renowned musical composer, playwright, actor, dancer and singer George M. Cohan.
12
Michael (2026)
★ 8.6/10
The story of Michael Jackson, one of the most influential artists the world has ever known, and his life beyond the music. His journey from the discovery of his extraordinary talent as the lead of the Jackson Five, to…
13
'Round Midnight (1986)
★ 7.1/10
Inside the Blue Note nightclub one night in 1959 Paris, an aged, ailing jazzman coaxes an eloquent wail from his tenor sax. Outside, a young Parisian too broke to buy a glass of wine strains to hear those notes. Soon…
14
Love & Mercy (2015)
★ 7.1/10
In the late 1960s, the Beach Boys' Brian Wilson stops touring, produces "Pet Sounds" and begins to lose his grip on reality. By the 1980s, under the sway of a controlling therapist, he finds a savior in Melinda…
15
Nightfall (1956)
★ 6.9/10
An innocent man turns fugitive as he reconstructs events that implicate him for a murder and robbery he did not commit.
16
Saving Mr. Banks (2013)
★ 7.3/10
Author P.L. Travers looks back on her childhood while reluctantly meeting with Walt Disney, who seeks to adapt her Mary Poppins books for the big screen.
17
Woody Allen: A Documentary (2011)
★ 6.9/10
An intense portrait of the iconic filmmaker, writer, actor, comedian and musician Woody Allen: his life, family and friends; his writing and directing habits, and his relationship with performers.
18
The Spectacular Now (2013)
★ 6.7/10
Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her future beyond school, an unexpected…
19
American Underdog (2021)
★ 7.1/10
The true story of Kurt Warner, who went from a stockboy at a grocery store to a two-time NFL MVP, Super Bowl champion, and Hall of Fame quarterback.
20
Chief of Station (2024)
★ 6.3/10
After learning that the death of his wife was not an accident, a former CIA Station Chief is forced back into the espionage underworld, teaming up with an adversary to unravel a conspiracy that challenges everything he…