60 Best Smart Comedy Movies to Watch (Page 2)

Staff & contributors

The acting... oh the acting! Your Sister's Sister is a fantastic comedy which makes great use of the amazing talents and suitability of its cast, including the criminally underused Emily Blunt. Far smarter, quicker and grown-up than most other Rom-Coms, it's a film built on secrets, lies and, yes, love, sex and family.

Genre: Comedy, Romance

Actor: Emily Blunt, Jeanette Maus, John Lavin, Kate Bayley, Mark Duplass, Mel Eslyn, Mike Birbiglia, Rosemarie DeWitt

Director: Lynn Shelton

Rating: R

Paul Giamatti knocks in out of the park in Win Win. The movie has so much humanity in it as well as a fantastic story that's rooted in normalcy. At last a movie about second chances that is anything but cheesy. The rhythm of the humor in this movie helps you move through the serious themes unscathed (for the most part). In sum, the jokes are spot-on and the acting is excellent.

Genre: Comedy, Drama, Family

Actor: Alex Shaffer, Amy Ryan, Bobby Cannavale, Burt Young, Clare Foley, Darren Goldstein, David W. Thompson, Edmund Ikeda, Jeffrey Tambor, Marceline Hugot, Marcia Haufrecht, Margo Martindale, Melanie Lynskey, Nina Arianda, Paul Giamatti, Sharon Wilkins, Tim Ransom

Director: Tom McCarthy

Rating: R

When Sr. Lino started his warehouse job, he had to work for 11 years before being able to sit down during work hours. This is because there was one chair, and he had to wait for his more senior colleague to retire before he could have his turn.

Now, many years later, he’s about to retire. A new recruit is sent to replace him just five days before he leaves. Sr. Lino is disgruntled that the new kid will only have to stand for five days, but on the second day, the kid brings a chair from home and sits.

Warehoused is a comedy about these two characters with completely different personalities as they interact during the few days left in Sr. Lino’s career. The most interesting thing is perhaps how little seems to happen: the warehouse is empty, unvisited, and yet religiously maintained by Sr. Lino.

It’s such a joy to watch the two actors carry this movie. And behind the funny and simple premise, there is a lot that this movie tries to deal with: deceit and lies, the weight of modern working life, and more.

Genre: Comedy, Drama

Actor: Hoze Meléndez, Jack Zagha Kababie, José Carlos Ruiz

Director: Jack Zagha Kababie

Rating: N/A, Not Rated

A revelation of a movie, both in filmmaking and commercial success. While little-known abroad, it has made more than $42 million in US Box Office revenue out of a tiny $5 million budget. Kumail Nanjiani, stand-up comedian and star of the show Silicon Valley, tells his own story of romance with his now-wife Emily V. Gordon (who co-wrote the movie). Because it is based on a true story, and because it is the product of the love of both its writers and stars, this movie is incredibly heartfelt. It is also timely, addressing heavy themes such as identity, immigration, and family relationships. Not to mention it is absolutely hilarious. And it's produced by Judd Apatow. Trust me and go watch it.

Genre: Comedy, Drama, Romance

Actor: Adeel Akhtar, Aidy Bryant, Alison Cimmet, Andrew Pang, Anupam Kher, Bo Burnham, Celeste Arias, Charles Gould, David Alan Grier, Ed Herbstman, Holly Chou, Holly Hunte, Holly Hunter, Isabel Shill, Jack Corrigan, Jack O'Connell, Jeff Blumenkrantz, Jeremy Shamos, Keilly McQuail, Kerry Flanagan, Kuhoo Verma, Kumail Nanjiani, Kurt Braunohler, Lauren Patten, Lawrence Ballard, Linda Emond, Marilyn Torres, Matthew Cardarople, Mitra Jouhari, Myra Lucretia Taylor, Myra Turley, Rahul Bedi, Ray Romano, Rebecca Naomi Jones, Shana Solomon, Shenaz Treasury, Shunori Ramanathan, Sophia Muller, Spencer House, Susham Bedi, Vella Lovell, William Stephenson, Zach Cherry, Zenobia Shroff, Zoe Kazan

Director: Michael Showalter

Rating: R

In this comedy/drama, Bill Murray plays an aged, dispirited war veteran named Vincent who openly disdains most people and gives little attention to anything beyond alcohol and horse racing. Living a life of solitude in Brooklyn, everything takes a turn when a young single mother (Melissa McCarthy) and her son Oliver move in next door. Vincent eventually takes on the responsibility of watching over Oliver when Maggie is at work. Murray is perfectly unpleasant in his darkly comedic role, as his relationship with Oliver evolves despite his own misgivings, providing young Oliver (Jaeden Lieberher) with the fatherly/grandfatherly presence he desperately needs. Though somewhat formulaic, St. Vincent rises above expectations by way of great dialogue, favourable performances from all of the leads, and an unbelievably touching finale that will melt your heart. Much better than you probably expect—definitely check this one out.

Genre: Comedy, Drama

Actor: Alexandra Fong, Amber Clayton, Ann Dowd, Bill Murray, Brenda Wehle, Brian Berrebbi, Chris O'Dowd, Chris O'Dowd, Dario Barosso, David Iacono, Deirdre OConnell, Donna Mitchell, Elliot Santiago, Frank Wood, Greta Lee, Jaeden Lieberher, Jaeden Martell, James Andrew O'Connor, Jeff Bowser, Josh Elliott Pickel, Katharina Damm, Kerry Flanagan, Kimberly Quinn, Lenny Venito, Maria Elena Ramirez, Maria-Christina Oliveras, Melanie Nicholls-King, Melissa McCarthy, Naomi Watts, Nate Corddry, Niles Fitch, Orlagh Cassidy, Portia, Ray Iannicelli, Reg E. Cathey, Ron McLarty, Scott Adsit, Terrence Howard, Tim Wilson

Director: Theodore Melfi

Rating: PG-13

There are three big reasons to watch Paddleton. The first two are Ray Romano and Mark Duplass, who play the two neighbors at the center of the story. And the third is Alexandre Lehmann, the director, who also is responsible for Blue Jay (on Netflix as well).

These two misfit neighbors find themselves together when one of them is diagnosed with cancer. They embark on a trip to the nearest pharmacy (a six-hour drive) which turns into an adventure.

This premise gives Paddleton a lot to play on: it’s a comedy, but it’s also a drama about a fatal disease. It’s a bromance, but it’s about a fragile friendship. All these contradictions make Paddleton a great slice-of-life movie. And again, both actors are amazing. Watching it just for them is worth it.

Genre: Comedy, Drama

Actor: Alana Carithers, Alexandra Billings, Bjorn Johnson, Carlos A. Salazar, Christine Woods, Dendrie Taylor, Dylan Matlock, Ever Mainard, Hiroo Minami, Jack McGraw, Jen Sung, Kadeem Hardison, Marguerite Moreau, Mark Duplass, Matt Bush, Ray Romano, Sam Ly, Sierra Fisk, Stephen Oyoung, Yolanda Bolden

Director: Alex Lehmann, Alexandre Lehmann

Rating: TV-MA

To plenty of countries around the globe, democracy has become so ubiquitous that we forget it’s relatively new, at least relative to the rest of human history. Bhutan is one of the last countries that became a democracy, and writer-director Pawo Choyning Dorji chose to depict a slice of how they made the shift in The Monk and the Gun. As Tashi sets out to obtain two weapons for his mentor, and Ron seeks a specific antique gun, Dorji presents slice-of-life moments of the beautiful Bhutan countryside, intercut with the subtle ways tradition still persists amidst modernity, and the funny ways change can clash with culture. It’s no wonder The Monk and the Gun was chosen as the Bhutanese entry for the Best International Feature at the 96th Academy Awards.

Genre: Drama

Actor: Choeying Jatsho, Deki Lhamo, Pema Zangmo Sherpa, Tandin Sonam, Tandin Wangchuk

Director: Pawo Choyning Dorji

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

A beautifully intertwined love story showing the ups and downs of a father, his ex-wife, and their children experiencing love. The film weaves the three love stories of the different generations seamlessly and leaves you caring deeply about the characters. It has an amazing soundtrack added to fantastic acting that will make you feel as though you are living the same experiences as the quirky, screwed up family. It's a movie for anyone in the mood for a romantic comedy with a little more substance than your average rom com.

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

Paul Giamatti, man. Ever watched Win/Win? What a performance. I didn’t think he could do any better than that. But here he did. This movie is now on Netflix. It’s about a couple that is trying to have a kid but can’t. Their frustration grows, but so does their willingness to do whatever it takes to become parents. They try to adopt, go to fertility clinics and ultimately ask their niece to donate her eggs. To really work, such a plot requires well-written, multifaceted characters one can relate to. I did, and it really worked.

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

Break-ups aren’t the easiest thing to overcome, but how we deal with them usually doesn’t get as ludicrous as the events Pepa goes through in Women on the Verge of a Nervous Breakdown. The film makes said nervous breakdown chaotic– it includes spiked gazpacho, a frantic call to the police, and being held at gunpoint– but as Pepa and the women around her try to put off each fire, at least one of them literally, writer-director Pedro Almodóvar ensures sympathy for them, with Pepa's snappy dialogue cutting through the lies of a smooth-talking womanizer refusing to face them. And it’s all paired with a suitably dramatic score, meticulous staging, and exaggerated, colorful frames mostly occurring in the wreck of a fabulously styled penthouse.

Genre: Comedy, Drama

Actor: Agustín Almodóvar, Ana Leza, Ángel de Andrés López, Antonio Banderas, Carmen Maura, Chus Lampreave, Eduardo Calvo, Fernando Guillen, Francisca Caballero, Gabriel Latorre, Guillermo Montesinos, Imanol Uribe, Joaquín Climent, José Antonio Navarro, José Marco, Juan Lombardero, Julieta Serrano, Kiti Manver, Loles León, Lupe Barrado, María Barranco, Rossy de Palma, Yayo Calvo

Director: Pedro Almodóvar

Rating: R

Don’t worry.

Adam Sandler doesn’t suck here.

This is a beautiful family comedy directed by Noah Baumbach (Frances Ha, The Squid and the Whale). 

Sandler plays a recently divorced man (as he tends to do) called Danny (as he’s usually called). Danny moves in with his father, played by Dustin Hoffman, who himself is dealing with feelings of failure.

Both of them are joined by other members of the family, including Danny’s half-brother, played by Ben Stiller. Their family dynamics are portrayed in a beautiful and sometimes moving way. Director Baumbach proves he’s so good, he can make even Adam Sandler sound and look genuine.

Genre: Comedy, Drama

Actor: Adam David Thompson, Adam Driver, Adam Sandler, Annabelle Dexter-Jones, Ben Stiller, Benjamin Thys, Candice Bergen, Carlos Jacott, Cindy Cheung, Danny Flaherty, David Cromer, Dustin Hoffman, Elizabeth Marvel, Emma Thompson, Gayle Rankin, Germar Terrell Gardner, Gibson Frazier, Grace Van Patten, Greta Gerwig, Jake Perlin, James Hamilton, Jared Sandler, Jarrett Winters Morley, Jerry Matz, Joel Bernstein, Jordan Carlos, Josh Hamilton, Judd Hirsch, Lyne Renee, Mandy Siegfried, Marquis Rodriguez, Matthew Shear, McManus Woodend, Michael Chernus, Mickey Sumner, Nico Baumbach, Rebecca Miller, Ronald Peet, Sakina Jaffrey, Sigourney Weaver, Teniel Humeston, Victor Cruz

Director: Noah Baumbach

Rating: TV-MA

Sunshine Cleaning is a great addition to that unidentified genre of grown-up comedies populated by other great entries like Your Sister's Sister and Enough Said. It is however, less of a comedy than it is a heart-warming emotional tale. Powered by outstanding performances from Amy Adams and Emily Blunt, it ultimately evolves into a character study of failed potential and validation seeking. Sunshine Cleaning is enjoyable, satisfying to a fault, and provides an interesting peak into the lives of its characters.

Genre: Comedy, Drama

Actor: Alan Arkin, Amber Midthunder, Amy Adams, Amy Redford, Angelique Midthunder, Clifton Collins Jr., Emily Blunt, Eric Christian Olsen, Ivan Brutsche, Jason Spevack, Judith Jones, Kathy Lamkin, Kevin Chapman, Lois Geary, Mary Lynn Rajskub, Paul Dooley, Steve Zahn, Susie Yip, Vic Browder

Director: Christine Jeffs

Rating: R