This ranking is based on an algorithm that combines various factors, including the votes of our users and search trends on the internet.

List of Tobey Maguire Movies: Ranked Best To Worst

1. Spider-Man (2002)
94
5
Spider-Man
PG-13
94
5

Brilliant but socially awkward high school student Peter Parker gets bitten by a radioactive spider on a field trip and gains spider-like abilities and super strength. Following a family tragedy, he learns to use his superpowers only for good, as he faces an evil millionaire to save his aunt May and his crush Mary Jane Watson.

As:
Cast
Role:
Spider-Man / Peter Parker
Director:
Genres:
Adventure, Action
Awards:
MTV Movie & TV Award for Best Kiss
2. Spider-Man 2 (2004)
78
5
Spider-Man 2
PG-13
78
5

Despite desperate attempts to balance his life as crime-fighting neighborhood hero Spider-Man, Peter Parker's grades are falling, he loses his jobs regularly, and his love interest is engaged to someone else. Dejected, he gives up his alter ego, but eccentric scientist Dr. Otto Octavius, now tentacled villain Doctor Octopus, holds him responsible for a botched nuclear experiment.

As:
Cast
Role:
Spider-Man / Peter Parker
Director:
Genres:
Action, Adventure
3. Spider-Man 3 (2007)
60
6
Spider-Man 3
PG-13
60
6

Just as Peter Parker seems to have achieved a balance between school, love life, and his vigilante alter-ego, a new threat arises when his suit turns black, enhancing his powers and amplifying the dark side of his character. He also has to tackle his old-friend-turned-sworn-enemy Harry Osborn and bring to justice uncle Ben's real killer, the Sandman.

As:
Cast
Role:
Spider-Man / Peter Parker
Director:
Genres:
Adventure, Action
4. The Great Gatsby (2013)
28
5
The Great Gatsby
PG-13
28
5

Based on a popular 1925 novel of the same name by F Scott Fitzgerald, this Oscar winning romantic drama revolves around Nick Carraway, a writer and wall-street trader, who is drawn into his millionaire neighbor Jay Gatsby’s past and lifestyle. 

As:
Cast
Director:
Baz Luhrmann
Genres:
Romance, Drama
5. Pleasantville (1998)
22
4
Pleasantville
PG-13
22
4

David, who enjoys 1950s TV shows, and Jennifer, who is his opposite in many ways, receive a magical remote control which mysteriously transports them to ‘Pleasantville,’ a simple place from 1950s black-n-white sitcom, with simple-minded people and perfect things. The twin siblings from the real world help add some wonderful colors to the drab lives of the ‘Pleasantville’ people. 

As:
Cast
Role:
David
Director:
Gary Ross
Genres:
Comedy, Fantasy, Drama
6. 25th Hour (2002)
15
5
25th Hour
R
15
5

Monty has 24 hours before he begins his seven years of prison term for drug dealing. He decides to meet his father, catch up with his childhood friends, Jacob and Frank and meet his girlfriend Naturelle. During the time, he looks back at his life to understand why he is in his current situation.  

As:
Producer
Director:
Genres:
Drama
7. Brothers (2009)
27
5
Brothers
R
27
5

Captain Sam Cahill’s helicopter is shot down while he is on duty in Afghanistan. His brother Tommy takes over the responsibilities of his brother’s family comprising his wife and two daughters. When Sam returns from captivity, he is emotionally scarred and finds it difficult to accept the changes that have taken place in his absence.

As:
Cast
Role:
Capt. Sam Cahill
Director:
Jim Sheridan
Genres:
Thriller, War, Drama
8. Fear and Loathing in Las Vegas (1998)
16
7
Fear and Loathing in Las Vegas
R
16
7

The dark comedy follows the journey of journalist Raoul Duke and his attorney Dr. Gonzo who drive a red convertible to Las Vegas to cover a motorcycle race. They are, however, carrying a suitcase full of drugs that they consume at an increasing rate. What follows is a psychedelic adventure in search of the American Dream. 

As:
Cast
Role:
Hitchhiker
Director:
Genres:
Drama, Adventure, Comedy
9. The Cider House Rules (1999)
19
4
The Cider House Rules
PG-13
19
4

Orphan Homer Wells is lovingly brought up in a Maine orphanage by Dr. Wilbur Larch, who performs secret abortions for people in need. As Homer grows up skillful in obstetrical duties he leaves the orphanage because he doesn’t agree with Larch on abortion, but quickly starts questioning his choices after he starts working at an apple orchard.  

As:
Cast
Role:
Homer Wells
Director:
Lasse Hallström
Genres:
Drama, Romance
10. Seabiscuit (2003)
20
4
Seabiscuit
PG-13
20
4

Depression era’s true story about thoroughbred Seabiscuit who, though relatively undersized and with slight limp, became one of the most successful racehorses. Car-dealer Charles Howard bought the disgraced horse on suggestion of down-&-out trainer Tom Smith, who selected Red Pollard as his jockey. Forming a close bond with them, Seabiscuit achieved victories that boosted spirits of his team as well as the nation. 

As:
Cast, Producer
Director:
Gary Ross
Genres:
History, Drama, Sport
11. Wonder Boys (2000)
14
4
Wonder Boys
R
14
4

Professor Grady Tripp teaches creative writing but is unable to overcome his writer’s block and complete his novel. Besides that, his platter is full with – his third wife leaves him, his literary agent arrives to push him to complete his manuscript, his married girlfriend becomes pregnant with their child, his troubled student has problems with life. Can the weekend accommodate any more complications?

As:
Cast
Role:
James Leer
Director:
Curtis Hanson
Genres:
Comedy, Drama
13. Deconstructing Harry (1997)
12
3
Deconstructing Harry
R
12
3

This comedy film written and directed by Woody Allen also stars him in the lead as a successful writer named Harry Block. It follows Block on his way to receive an honorary degree from the university which once threw him out. Accompanying him on the drive are a prostitute, a friend and his son.

As:
Cast
Director:
Genres:
Comedy
14. This Boy's Life (1993)
14
4
This Boy's Life
R
14
4

This Boy’s Life is an American coming-of-age drama film, which takes us  to the 1950s. It tells the story of a rebellious teenager Toby and his abusive stepfather Dwight. Dwight believes that the best way to discipline his troubled stepson is violence. However, as his abuse intensifies, Toby plans an escape. 

As:
Cast
Director:
Michael Caton-Jones
Genres:
Drama, Biography
Star Cast:
15. Pawn Sacrifice (2014)
18
3
Pawn Sacrifice
PG-13
18
3

The biographical film about American Grandmaster Bobby Fischer focuses mainly on his challenge against Soviet chess champion Boris Spassky during the Cold War, and the 1972 World Chess Championship match between the two. To accomplish his dream of being the youngest world champion, Fischer has to fight his own escalating paranoia as well as deal with the pressures from the two superpowers. 

As:
Cast, Producer
Role:
Bobby Fischer
Director:
Edward Zwick
Genres:
Biography, Drama, Sport, Thriller
Star Cast:
Liev Schreiber, Michael Stuhlbarg, Peter Sarsgaard, Edward Zinoviev
16. Labor Day (2013)
14
4
Labor Day
PG-13
14
4

A depressed single mother and her son offer a ride to a wounded and fearsome man. However, they eventually come to know that he is an escaped convict, and think of ways to escape from him. 

As:
Cast
Role:
Adult Henry
Director:
Jason Reitman
Genres:
Drama, Romance
Star Cast:
Kate Winslet, Josh Brolin, Gattlin Griffith, Tom Lipinski
17. Ride with the Devil (1999)
15
3
Ride with the Devil
R
15
3

Based on a novel named ‘Woe to Live On’, this Western war drama film takes us to the time of the American Civil War. It revolves around a group of men, who join the First Missouri Irregulars, a guerrilla unit loyal to the Confederacy.

As:
Cast
Role:
Jake Roedel
Director:
Genres:
Western, Romance, War, Drama
Star Cast:
18. Brittany Runs a Marathon (2019)
11
3
Brittany Runs a Marathon
R
11
3
As:
Producer
Director:
Paul Downs Colaizzo
Genres:
Comedy, Drama
Star Cast:
Jennifer Dundas, Patch Darragh, Jillian Bell, Erica Hernandez , Alice Lee
19. The Best of Enemies (2019)
11
3
The Best of Enemies
PG-13
11
3
As:
Producer
Director:
Robin Bissell
Genres:
Biography, Drama, History
Star Cast:
Taraji P. Henson, Sam Rockwell, John Gallagher Jr., Anne Heche, Wes Bentley
20. Empire Records (1995)
12
3
Empire Records
PG-13
12
3

Employees working at a small record shop, help their manager collect money in order to buy the enterprise. However, now they must again unite to fight off a corporate giant. 

As:
Cast
Director:
Allan Moyle
Genres:
Drama, Romance, Music, Comedy
Star Cast:
Liv Tyler, Renee Zellweger, Renée Zellweger, Johnny Whitworth, Debi Mazar, Robin Tunney
21. Country Strong (2010)
11
2
Country Strong
PG-13
11
2

Kelly is a recovering alcoholic singer who is going through rehabilitation. Despite the fact that she is married, she starts having an affair with the man whom she sings with.  

As:
Producer
Director:
Shana Feste
Genres:
Drama, Music
23. Seeking Justice (2011)
10
2
Seeking Justice
R
10
2

Seeking Justice is an action thriller film about a husband who enlists the services of a vigilante group, in order to take revenge from an assailant who brutally attacked his wife. Later, he discovers that the group wants a ‘favor’ from him in return. 

As:
Producer
Director:
Roger Donaldson
Genres:
Thriller, Action, Drama
Star Cast:
24. The Good German (2006)
11
2
The Good German
R
11
2

The Good German is a mystery thriller film which tells the story of a journalist who is in Berlin shortly after the Second World War to cover the Potsdam Conference. He soon gets involved in a murder investigation which involves his former lover and driver.

As:
Cast
Role:
Tully
Genres:
Drama, Mystery, Thriller
Star Cast:
Cate Blanchett, George Clooney, Beau Bridges, Tony Curran
25. Z for Zachariah (2015)
10
2
Z for Zachariah
PG-13
10
2

An apocalyptic event eliminates the human race, and Ann Burden, who has been living a secluded life on her family farm, may be the only survivor left. One day, she is visited by a man, John Loomis, in an anti-radiation suit, and soon he becomes a part of her life. Eventually a bond develops between the two.

As:
Producer
Director:
Craig Zobel
Genres:
Thriller, Sci-Fi, Drama
26. The Wizard (1989)
10
2
The Wizard
PG
10
2
As:
Cast
Director:
Todd Holland
Genres:
Adventure, Drama, Romance, Comedy, Sport, Family
Star Cast:
Fred Savage, Christian Slater, Wendy Phillips, Sam McMurray
27. Rock of Ages (2012)
10
2
Rock of Ages
PG-13
10
2

This musical comedy film revolves around two friends, Sherrie, a small-town girl and Drew, a city boy, who try to pursue their dreams of becoming famous musicians. With each other’s help, they are able to navigate through the challenges of the music industry. 

As:
Producer
Director:
Adam Shankman
Genres:
Musical, Drama, Comedy, Romance
28. S.F.W. (1994)
9
2
S.F.W.
R
9
2
As:
Cast
Director:
Jefery Levy
Genres:
Drama, Comedy
Star Cast:
Reese Witherspoon, Jake Busey, Pamela Gidley, Stephen Dorff
29. Don's Plum (2001)
8
2
Don's Plum
8
2
As:
Cast
Role:
Ian
Director:
R.D. Robb
Genres:
Drama, Comedy
Star Cast:
Jeremy Sisto, Leonardo DiCaprio, Scott Bloom, Kevin Connolly, Jenny Lewis
30. Good People (2014)
9
2
Good People
R
9
2

Good People is a crime thriller film which tells the story of Tom and Anna, who discover a huge stash of cash in the apartment of their deceased tenant. Since they are going through a financial crisis, they decide to keep the money, but they soon find themselves targeted by a dangerous thief.

As:
Producer
Director:
Henrik Ruben Genz
Genres:
Action, Crime, Thriller
Star Cast:
Kate Hudson, James Franco, Sam Spruell, Michael Fox, Diarmaid Murtagh, Francis Magee
31. The 5th Wave (2016)
11
1
The 5th Wave
PG-13
11
1

After four destructive waves of alien invasions, the devastated earth and human race dread the 5th wave in which the aliens have assumed human forms. Teenager Cassie Sullivan, separated from her family, is desperate to save her younger brother, Sam. She meets an enigmatic young man, Evan Walker, who could to be the only one to help her. Can she trust him?

As:
Producer
Director:
J Blakeson
Genres:
Thriller, Adventure, Action, Sci-Fi
Star Cast:
Nick Robinson, Maria Bello, Liev Schreiber, Ron Livingston, Chloë Grace Moretz, Matthew Zuk
33. Joyride (1997)
9
1
Joyride
R
9
1
As:
Cast
Role:
J.T.
Director:
Quinton Peeples
Genres:
Drama, Mystery, Thriller, Comedy, Crime
Star Cast:
Adam West, Benicio Del Toro, Amy Hathaway, Wilson Cruz, Christina Zilber
36. Healer (1994)
8
2
Healer
PG
8
2
As:
Cast
Director:
John G. Thomas
Genres:
Drama
Star Cast:
David McCallum, Turhan Bey, Lee Patterson, DeLane Matthews
37. Revenge of the Red Baron (1994)
5
3
Revenge of the Red Baron
PG-13
5
3
As:
Cast
Role:
Jimmy Spencer
Director:
Robert Gordon
Genres:
Comedy, Horror, Fantasy
Star Cast:
Mickey Rooney, Laraine Newman, Cliff De Young, John C. McDonnell

TV Movie(s)

1. Jack Black: Spider-Man (2002)
12
2
Jack Black: Spider-Man
12
2
As:
Cast
Role:
Peter Parker
Director:
Joel Gallen
Genres:
Comedy, Short
2. Rodney Dangerfield: Opening Night at Rodney's Place (1989)
10
2
Rodney Dangerfield: Opening Night at Rodney's Place
TV-MA
10
2
As:
Cast
Director:
Gregory Sills
Genres:
Comedy
Star Cast:
Rodney Dangerfield, Tim Allen, Richard Epcar, Bernadette Birkett
3. Tales from the Whoop: Hot Rod Brown Class Clown (1990)
10
2
Tales from the Whoop: Hot Rod Brown Class Clown
10
2
As:
Cast
Role:
Hot Rod Brown
Director:
Rocco Urbisci
Star Cast:
Whoopi Goldberg, Gloria Gifford, Laura Jacoby, Daniel Collins
5. A Child's Cry for Help (1994)
10
3
A Child's Cry for Help
10
3
As:
Cast
Director:
Sandor Stern
Genres:
Drama
Star Cast:
Pam Dawber, Daniel Benzali, Lisa Jakub, Daniel Hugh Kelly
6. Spoils of War (1994)
9
2
Spoils of War
9
2
As:
Cast
Role:
Martin
Director:
David Greene
Genres:
Family, Drama
Star Cast:
Rhea Perlman, Kate Nelligan, John Heard, Andrea Roth

Animation(s)

The Boss Baby (2017)
The Boss Baby
PG
Plot:

An infant wearing a suit, and carrying a briefcase, pairs up with his 7 year old-brother, to stop the dastardly plot of the CEO of Puppy Co. 

As:
Cast
Role:
Adult Tim / Narrator
Director:
Tom McGrath
Genres:
Family, Animation, Fantasy, Comedy

TV Shows and Videos

Eerie, Indiana (1991)
Eerie, Indiana
TV-Y7
As:
Cast
Director:
Tim Hunter, Bryan Spicer, Bob Balaban, Ken Kwapis, Joe Dante
Genres:
Comedy, Fantasy, Horror, Adventure, Drama, Family, Thriller, Sci-Fi, Mystery
Star Cast:
Ray Walston, Claude Akins, Denise Richards, Mary-Margaret Humes, Justin Shenkarow, Omri Katz, Francis Guinan
Great Scott! (1992)
Great Scott!
As:
Cast
Role:
Scott Melrod
Director:
Brad Silberling
Genres:
Comedy
Star Cast:
Jack Black, Marley Shelton, Sarah Koskoff, Kevin Connolly
Spider-Man 2 (2004)
Spider-Man 2
T
As:
Cast
Role:
Peter Parker / Spider-Man
Director:
Tomo Moriwaki
Genres:
Action, Crime, Romance, Adventure, Sci-Fi
Star Cast:
Spider-Man (2002)
Spider-Man
E
As:
Cast
Role:
Spider-Man / Peter Parker
Director:
Chris Soares
Genres:
Adventure, Sci-Fi, Thriller, Action, Romance
Star Cast:
Willem Dafoe, Bruce Campbell, Josh Keaton, Catherine O'Connor
Spider-Man 3 (2007)
Spider-Man 3
T
As:
Cast
Role:
Peter Parker / Spider-Man
Director:
Margaret Tang
Genres:
Sci-Fi, Action, Adventure, Fantasy, Thriller, Romance
Star Cast:
Seduced by Madness: The Diane Borchardt Story (1996)
Seduced by Madness: The Diane Borchardt Story
R
As:
Cast
Role:
Chuck Borchardt
Director:
John Patterson
Genres:
Drama, Crime, Thriller
Star Cast:
Eric Dane, Ann-Margret, Amy Smart, Alanna Ubach, Hedy Burress, Leslie Hope

Tobey Maguire Awards

MTV Movie & TV Awards
Spider-Man Best Kiss 2003