90 Best Comedy Movies to WatchMovies Like Deadpool (2016) (Page 2)

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

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

Grounded by Lesley Manville and Timothy Spall’s powerhouse performances, this gut-wrenching family drama from Mike Leigh is an acting juggernaut. Penny and Phil are a working-class couple whose marriage is rapidly deteriorating and pushed to the brink when their son, played by a young James Corden, is hospitalized. 

While Manville and Spall are centered as the leads, Leigh draws a staggering amount of depth from Corden as well as a young Sally Hawkins who plays a neighbor. Despite being one of Leigh’s grimmest films, there is still a profound sweetness lingering at the edges as the story teeters between despondency and hope.

Genre: Comedy, Drama

Actor: Alan Williams, Alex Kelly, Alison Garland, Badi Uzzaman, Ben Crompton, Brian Bovell, Daniel Mays, Daniel Ryan, Di Botcher, Diveen Henry, Dorothy Atkinson, Edna Doré, Emma Lowndes, Gary McDonald, Heather Craney, Helen Coker, James Corden, Jean Ainslie, Joe Tucker, Kathryn Hunter, Leo Bill, Lesley Manville, Marion Bailey, Mark Benton, Martin Savage, Matt Bardock, Maxine Peake, Michele Austin, Oliver Golding, Parvez Qadir, Paul Jesson, Peter Stockbridge, Robert Wilfort, Russell Mabey, Ruth Sheen, Sally Hawkins, Sam Kelly, Timothy Bateson, Timothy Spall

Director: Mike Leigh

Rating: R

Adventureland is a retro-tinged movie about teens in Pittsburgh working at a run down amusement park during the summer of 1987. It is marketed as similar to Superbad, when in fact the only thing they have in common is the Director. Adventureland is funny, but it is more sweet, tender, and intimate. Touching on themes of unrequited love, returning home, and small-town love, the film stars Jesse Eisenberg, Kristen Stewart, and the always-delightful-duo of Bill Hader and Kristen Wiig. In addition, the film’s soundtrack is a joyous blast from the past, running the gamut of all your favorite 1980’s synth-happy love songs. It is a movie that anyone can really relate to, no matter when they were born, and an amazing watch.

Genre: Comedy, Drama, Romance

Actor: Adam Kroloff, Amy Landis, Ashtin Petrella, Barret Hackney, Bill Hader, Dan Bittner, Declan Baldwin, Eric Schaeffer, Ian Harding, Jack Gilpin, Jesse Eisenberg, Josh Pais, Kelsey Ford, Kevin Breznahan, Kimisha Renee Davis, Kristen Stewart, Kristen Wiig, Lisa Lamendola, Marc Grapey, Margarita Levieva, Martin Starr, Mary Birdsong, Matt Bush, Michael Zegen, Paige Howard, Russell Steinberg, Ryan McFarland, Ryan Reynolds, Stephen Mast, Todd Cioppa, Vanessa Hope, Wendie Malick

Director: Greg Mottola

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

A sweet feel-good movie starring Nick Offerman as a dad who has to deal with his only daughter leaving for college and his record store struggling. The daughter is played by Kiersey Clemons who you might recognize from the show Easy. And Ted Danson has a great role too. This is a relatable and heartwarming movie, one of the best the so-called "indie" genre has known in a long time.

Genre: Comedy, Drama, Family, Music

Actor: Alex Reznik, Andrea Morales, Blythe Danner, Harrison Chad, Jeff Tweedy, Kiersey Clemons, Kim Ramirez, Linda Lee McBride, McManus Woodend, Michael Abbott Jr., Nick Offerman, Quincy Dunn-Baker, Rafael Poueriet, Robert Reed Murphy, Sasha Lane, Ted Danson, Toni Collette, Will Rogers

Director: Brett Haley

Rating: PG-13

A razor-sharp script and beautiful scenery make this one of the best road movies in recent memory. When their cynical best friend dies, Seph and Alex embark on a journey to scatter his ashes over four spots he wants to go back to. Tupperware of ashes in the glove-box, they start their big adventure. Burn Burn Burn, an expression their friend quotes from Kerouac, is a chance for the two friends to escape their hectic city life and to discover themselves. It’s a beautiful movie.

Genre: Comedy, Drama

Actor: Alice Lowe, Alison Steadman, Chloe Pirrie, Eleanor Matsuura, Hannah Arterton, Jack Farthing, Jane Asher, Joe Dempsie, Julian Rhind-Tutt, Kyle Lima, Laura Carmichael, Matthew Kelly, Melanie Walters, Nigel Planer, Owen Findlay, Sally Phillips, Susan Wokoma

Director: Chanya Button

Rating: N/A

This drama was the first feature written and directed by an out Black lesbian, Cheryl Dunye, and it is an absolute joy: a cheeky faux-documentary that ingeniously blends lesbian dating life with a historical dive into Black actors in 30s Hollywood.

Dunye plays Cheryl, a self-effacing version of herself, an aspiring director working at a video store who begins to research an actress known as the Watermelon Woman for a documentary. The more Cheryl dives into her research, the more she sees parallels between her subject and her own relationship. 

As incisive as it is funny, The Watermelon Woman shares some common ground with other major indie debuts of the era like Spike Lee’s She’s Gotta Have It and funnily enough Kevin Smith’s Clerks, but Dunye’s style is wholly her own and a dazzling treat to experience.

 

Genre: Comedy, Drama, Romance

Actor: Brian Freeman, Camille Paglia, Cheryl Clarke, Cheryl Dunye, David Rakoff, Guinevere Turner, Irene Dunye, Lisa Marie Bronson, Sarah Schulman

Director: Cheryl Dunye

The Grand Seduction, a remake of 2003 French-Canadian film La Grande Séduction (2003), is a lighthearted comedy about the residents of the small fishing village of Tickle Head, Newfoudland attempting to convince a young doctor to become its long-term caregiver in order to secure a contract for a new petrochemical facility. Desperate to guide the town out of its impoverished conditions and lack of employment opportunities, the citizens band together to pull ever bit out of deceit and chicanery out of their hats (in often laugh-out-loud fashion) in order to sway the young doctor Paul (Taylor Kitsch) into believing that Tickle Head is where he belongs. It’s a lighthearted and funny story, despite undeniably familiar shades of The Shipping News, Doc Hollywood and Funny Farm. Brendan Gleeson is particularly good as the new mayor of town and Paul’s head “seducer”. He gives the film that extra bit of humanity and wry humor that lifts it above the familiar plot points and into “notable recommendation” territory.

Genre: Comedy

Actor: Brendan Gleeson, Cathy Jones, Gordon Pinsent, Janelle Hickey, Kevin Lewis, Lawrence Barry, Liane Balaban, Margaret Killingbeck, Mark Critch, Mary Walsh, Matt Watts, Michael Therriault, Natalia Hennelly, Percy Hynes White, Pete Soucy, Peter Keleghan, Sean Panting, Steve O'Connell, Taylor Kitsch

Director: Don McKellar

Rating: PG-13

Bill Forsyth, an acclaimed Scottish director best known for his films Local Hero and Gregory’s Girl, directs an underrated masterpiece with the 1987 drama Housekeeping. Adapted from Marilynne Robinson’s outstanding novel, Housekeeping is the story of two sisters, Ruthie and Lucille, who are orphaned and raised by their peculiar Aunt Sylvie. 

As the young sisters grow apart, Ruthie gravitates toward her transient aunt. This is a movie about not quite fitting in—about feeling like your life exists just outside of modern time, somewhere off to the side of railroad tracks running over frozen water. Sylvie shows Ruthie that there is more to life than their small, cold town of Fingerbone. In fact, there is a whole world out there, calling to misfits like them.

Housekeeping is deftly directed, balancing both humor and tragedy. Christine Lahti’s performance is also, with no exaggeration, one of the greatest of all times, as she conveys so much of Sylvie’s yearning to go, go, go with as little as a glance toward the beckoning horizon.

Genre: Comedy, Drama

Actor: Andrea Burchill, Anne Pitoniak, Betty Phillips, Bill Smillie, Bob Hughes, Brian Linds, Christine Lahti, Dolores Drake, Georgie Collins, Karen Elizabeth Austin, Leah Penny, Margot Pinvidic, Sara Walker, Sheila Paterson, Wayne Robson

Director: Bill Forsyth

Rating: PG