909 Best Comedy Movies to Watch (Page 13)

This is a hilarious political comedy starring the ever-great Steve Buscemi. Set in the last days before Stalin's death and the chaos that followed, it portrays the lack of trust and the random assassinations that characterized the Stalinist Soviet Union. Think of it as Veep meets Sacha Baron Cohen's The Dictator. Although to be fair, its dark comedy props are very different from the comedy that comes out today: where there are jokes they're really smart, but what's actually funny is the atmosphere and absurd situations that end up developing.

Genre: Comedy, Drama, History

Actor: Adam Ewan, Adam Shaw, Adrian McLoughlin, Alla Binieieva, Andrea Riseborough, Andrey Korzhenevskiy, Andy Gathergood, Cara Horgan, Dan Mersh, Daniel Booroff, Daniel Chapple, Daniel Fearn, Daniel Smith, Daniel Tatarsky, Daniel Tuite, Dave Wong, David Crow, Dermot Crowley, Diana Quick, Elaine Caxton, Ellen Evans, Emilio Iannucci, Eva Sayer, Ewan Bailey, George Potts, Gerald Lepkowski, Henry Helm, James Barriscale, Jason Isaacs, Jeffrey Tambor, Jeremy Limb, Jonathan Aris, Jonny Phillips, June Watson, Justin Edwards, Karl Johnson, Leeroy Murray, Luke D'Silva, Michael Ballard, Michael Palin, Nicholas Sidi, Nicholas Woodeson, Oleg Drach, Olga Kurylenko, Paddy Considine, Paul Chahidi, Paul Ready, Paul Whitehouse, Phil Deguara, Richard Brake, Ricky Gabriellini, Roger Ashton-Griffiths, Rupert Friend, Sebastian Anton, Sheng-Chien Tsai, Simon Russell Beale, Steve Buscemi, Sylvestra Le Touzel, Tim Steed, Tom Brooke, Yulya Muhrygina

Director: Armando Iannucci

Rating: R

As black a comedy as they come. Nick Naylor (superbly portrayed by Aaron Eckhart) is the chief spokesperson for tobacco and shows the world why smoking is as key to protect as any other liberal value. This movie is funny, smart, thoughtful and raises some good questions about the ego, the morale and what we leave behind, from unexpected sides.

Genre: Comedy, Drama

Actor: Aaron Eckhart, Aaron Lustig, Adam Brody, Aloma Wright, Brian Palermo, Bruce French, Cameron Bright, Catherine Reitman, Connie Ray, Courtney Taylor Burness, Dana E. Glauberman, Daniel Travis, David Koechner, David O. Sacks, Dennis Miller, Earl Billings, Elon Musk, Eric Haberman, Eva La Dare, J.K. Simmons, Jeff Witzke, Joan Lunden, Jordan Garrett, Katie Holmes, Kim Dickens, Marc Scizak, Maria Bello, Marianne Muellerleile, Mary Jo Smith, Melora Hardin, Michael Mantell, Nancy O'Dell, Rachel Thorp, Renée Graham, Richard Speight Jr., Rob Lowe, Robert Duvall, Robert Malina, Roy Jenkins, Sam Elliott, Sean Patrick Murphy, Spencer Garrett, Terry James, Timothy Dowling, Todd Louiso, William H. Macy

Director: Jason Reitman

Rating: R

Genre: Comedy, Drama, Romance

Actor: Alex ter Avest, Barbara Weetman, David Carzell, Glen Powell, Greg Kinnear, Jennifer Connelly, Josh Boone, Kristen Bell, Liana Liberato, Lily Collins, Logan Lerman, Michael Goodwin, Nat Wolff, Patrick Schwarzenegger, Rusty Joiner, Spencer Breslin, Stephen King, Zeeko Zaki

Director: Josh Boone

Rating: R

Director Crystal Moselle based Skate Kitchen on NYC’s eponymous crew of young female skateboarders, who actually play fictionalized versions of themselves here. That real-life casting lends the film a documentary-esque quality: the girls’ bantering chemistry and die-hard loyalty feel warmly authentic, and the movie would be well worth a watch just to bask in this vibe alone.

The Skate Kitchen girls are an eclectic bunch, but what’s so refreshing — and therapeutic — about the film is that they’re also deeply, instinctively empathetic. These misfits don’t just tolerate but celebrate one another’s uniqueness and respect their differing boundaries (the way the girls and the movie treat shyness as a feature rather than a flaw to be resolved is particularly moving). What’s more, in its own low-key way, Skate Kitchen is an inspirational watch for its portrait of young women building the sanctuary they need themselves — not just in a largely male subculture but on a broader canvas, too. Rather than skulk anxiously on the sidelines, the girls use skating to carve out a space of their own in New York, a way to make the big, scary city feel warm and intimate. Amidst all the steezy ollies and clean rail grinds, these might just be the greatest tricks they pull off.

Genre: Comedy, Drama

Actor: Ajani Russell, Darlene Violette, Dede Lovelace, Elizabeth Rodriguez, Hisham Tawfiq, Jaden Smith, Javier Nunez, John Palumbo, Kabrina Adams, Kobi Frumer, Nico Hiraga, Nina Moran, Rachelle Vinberg, Samuel Smith, Tashiana Washington, Taylor Gray, Thaddeus Daniels, Tom Bruno

Director: Crystal Moselle

Calvin Weir-Fields (Paul Dano), a young and promising novelist imagines and writes about his idea of a perfect female companion. Somehow, his words manifest into reality - the beautiful and corky Ruby Sparks (Zoe Kazan). Soon, however, his magical love turns shallow as his creation begins to think for herself and wrestle against her creation. This romantic comedy has the right amount of wit and emotion with a deep message of loving people just the way they are.

Genre: Comedy, Drama, Fantasy, Romance

Actor: Aasif Mandvi, Alia Shawkat, Annette Bening, Antonio Banderas, Casey Genton, China Shavers, Chris Messina, Claudia Bestor, Deborah Ann Woll, Diana Parros, Eden Brolin, Eleanor Seigler, Elliott Gould, Emma Jacobs, Jane Anne Thomas, Janine King, John F. Beach, Kai Lennox, Mark Roman, Mary Jo Deschanel, Michael Berry Jr., Paul Dano, Rick L. Dean, Rightor Doyle, Steve Coogan, Tatiana Sarasty, Toni Trucks, Wallace Langham, Zoe Kazan

Director: Jonathan Dayton, Valerie Faris

Rating: R

Genre: Comedy, Drama

Actor: Alyssa Cheatham, Amaya Press, Caroline Martin, Danny Deferrari, Denis O'Hare, Desmin Borges, Emily Robinson, Fenton Lawless, Francesca Root-Dodson, Gabrielle Reidy, Hettienne Park, John Carroll Lynch, Kathryn Hahn, Katrine Hoyt, Kayli Carter, Kelly Miller, Kerry Flanagan, Lizzy DeClement, Maddie Corman, Molly Shannon, Paul Giamatti, Samantha Buck, Siobhan Fallon Hogan, Tracee Chimo

Director: Tamara Jenkins

Rating: R

Before anything else, Miracle Mile is a romance. It begins with a meet-cute so adorable, it convinces lovebirds Harry and Julie to stick to each other in the next moments of the film, which couldn’t be more different than the first. Where the opening scene is sweet and lovely, the ones that follow it are fraught and bleak and eerily existential. At this point, the film transforms into its true self: an apocalyptic nightmare. When Harry receives word that a nuclear attack is incoming, the news spreads like wildfire and all hell breaks loose in this film that makes you question reality and humanity. 

It's one of the smoothest shifts in cinematic history, but even with panic swirling and violence erupting, love is still there. Harry and Julie’s quest to save and savor the bond they’ve formed is genuinely moving, and it effectively grounds this out-of-this-world film about the end.

Genre: Comedy, Drama, Romance, Science Fiction, Thriller

Actor: Alan Berger, Alan Rosenberg, Anthony Edwards, Brian Thompson, Claude Earl Jones, Danny De La Paz, Denise Crosby, Diane Delano, Earl Boen, Edward Bunker, Howard Swain, Jenette Goldstein, John Agar, Jordana Capra, Kelly Jo Minter, Kurt Fuller, Lou Hancock, Lucille Bliss, Mare Winningham, Mykelti Williamson, O-Lan Jones, Peter Berg, Raphael Sbarge, Richard Biggs, Robert DoQui, Steve De Jarnatt

Director: Steve De Jarnatt

Rating: R

Many comedians use humor as a way to ease into more serious subject matter, though there always exists a risk that a comedy special can skew too far down the silly or the self-reflective route. Mike Birbiglia has come about as close to the perfect balance as possible, in this recording of his one-man Broadway show at the Vivian Beaumont Theater. Key to this is the fact that Birbiglia tells one very cohesive story throughout these 77 minutes, frequently branching off to other humorous anecdotes but always returning with a pensive self-consciousness to the real possibility of him dying sooner than he'd want.

This filmed version of Birbiglia's show doesn't give a full idea of its multimedia qualities (Birbiglia occasionally has words and images projected onto the curved screen behind him, which he also physically interacts with), but the comedian's sincere style of storytelling more than makes up for the lack of audiovisual tricks we're permitted to see. And don't get it confused: this is a very funny stand-up special, whose jokes always come from the most unexpected places—it also just happens to contain some truly moving moments that come out of nowhere, but make total sense alongside all the laughter.

Genre: Comedy

Actor: Mike Birbiglia

Director: Seth Barrish

Rating: PG-13

Director Gianni Di Gregorio’s gorgeous debut is an understated masterpiece about a bachelor who is his mother's caregiver. The movie takes place almost entirely in Di Gregorio's family home in central Rome, a beautiful, big, and well-furnished apartment that his character can't afford any longer. 

To catch a break from rent, he agrees to host the landlord’s mother while the landlord goes on holiday. The same for his and his mother’s medical bills, and the doctor shows up with yet another elderly woman.  

Di Gregorio finds himself running an impromptu elderly home, with conflicts rising about who gets to watch TV and whose dietary restrictions should be respected. But his calm demeanor, love for cooking, and a lot of white wine make him the perfect man for the job.

Genre: Comedy

Actor: Alfonso Santagata, Gianni Di Gregorio, Maria Calì, Marina Cacciotti, Valeria De Franciscis

Director: Gianni Di Gregorio

Rating: Not Rated