Skip to content

Featured Popular Top Rated Upcoming Now Playing

Featured Popular Top Rated Airing Today On The Air

Action Adventure Animation Comedy Crime Documentary Drama Family Fantasy History Horror Music Mystery Romance Science Fiction TV Movie Thriller War

Search movies and TV series

Search movies and TV series

Featured Popular Top Rated Upcoming Now Playing

Featured Popular Top Rated Airing Today On The Air

Action Adventure Animation Comedy Crime Documentary Drama Family Fantasy History Horror Music Mystery Romance Science Fiction TV Movie Thriller War

Every movie and series, one place to find it.

Search movies and TV series

Loading content…

Discover where to watch movies and TV series online. Browse trending titles, streaming availability, ratings, trailers, cast and full episode guides — all in one place.

Movies

Featured
Popular
Top Rated
Upcoming
Now Playing

TV Series

Featured
Popular
Top Rated
Airing Today
On The Air

Discover

Trending
Free to Watch
Browse Genres
Search

© 2026 Watch Free Online Movies. All rights reserved.

This product uses the TMDB API but is not endorsed or certified by TMDB. Watch Free Online Movies does not host or stream any media — it links to where titles are legally available.

Loading title details…

Portrait of Leonardo: The Kid Who Took Hollywood poster

Portrait of Leonardo: The Kid Who Took Hollywood(1998)

May 16, 199854m

NRNot yet rated

User Score

No votes yet

Overview

A documentary on Leonardo Dicaprio.

Director: Chris Case

Top Billed Cast

Leonardo DiCaprio
Self (archive footage)

Media

Where to Watch

US

Free with ads

Free with ads on The Roku Channel
Free with ads on Amazon Prime Video Free with Ads

Stream

More Like This

Recommendations based on this film

72%User score 72 percent

Avatar: The Deep Dive - A Special Edition of 20/20

2022 · Documentary

70%User score 70 percent

Sidney

2022 · Documentary

62%User score 62 percent

Seduced and Abandoned

2013 · Documentary

71%User score 71 percent

The Summers of It - Chapter Two: It Ends

2019 · Documentary

79%User score 79 percent

A Decade Under the Influence

2003 · Documentary

69%User score 69 percent

Charlie: The Life and Art of Charles Chaplin

2003 · Documentary

69%User score 69 percent

Casting By

2012 · Documentary

65%User score 65 percent

A Toxic Love Story

2026 · Documentary

75%User score 75 percent

McQueen

2018 · Documentary

70%User score 70 percent

The Curious Birth of Benjamin Button

2009 · Documentary

70%User score 70 percent

Directed by John Ford

1971 · Documentary

80%User score 80 percent

My Mom Jayne

2025 · Documentary

62%User score 62 percent

Naqoyqatsi

2002 · Documentary

69%User score 69 percent

Justin Bieber's Believe

2013 · Documentary · Music

71%User score 71 percent

The Class of ‘92

2013 · Documentary

65%User score 65 percent

Capital in the Twenty-First Century

2019 · Documentary

74%User score 74 percent

I Am Heath Ledger

2017 · Documentary

65%User score 65 percent

Heart of a Dog

2015 · Documentary

71%User score 71 percent

Katy Perry: Part of Me

2012 · Documentary · Music

72%User score 72 percent

Marvel Studios Assembled: The Making of Hawkeye

2022 · Documentary

Portrait of Leonardo: The Kid Who Took Hollywood (1998) | Watch Free Online Movies

Stream on Amazon Prime Video
Stream on Amazon Prime Video with Ads

Rent

Rent on Amazon Video

Buy

Buy on Amazon Video

All watch options for Portrait of Leonardo: The Kid Who Took Hollywood

Streaming availability data provided by JustWatch via TMDB.

Facts

Status: Released
Original title: Portrait of Leonardo: The Kid Who Took Hollywood
Original language: English