926 Best Comedy Movies to Watch (Page 25)

Before he developed his signature dollhouse visual style, Wes Anderson made his feature debut with this lowkey, heartwarming, and decidedly not-symmetrically-perfect comedy about a bunch of misfits. Bottle Rocket isn’t as much of an outlier in its director’s storied filmography as might initially seem, however. Written in partnership with college buddy Owen Wilson — who, along with brothers Luke and Andrew, made his acting debut here — the film is delightfully offbeat and unexpectedly moving in the way we’ve come to expect from Anderson. 

Dignan (Owen Wilson) and Anthony (Luke Wilson) are two drifting, boyish twenty-somethings, although only Anthony seems aware of his directionlessness, as Dignan has graciously developed a 50-year life plan for the two of them (complete with hilariously vague bullet-points such as “Make wise investments” and “Own multiple accommodations”). The means to these ambitious ends is a life of crime — specifically, pulling off grand heists. But Dignan’s meticulousness hasn’t accounted for distractions, and his madcap scheme falls at the first hurdle when Anthony falls in love with a housekeeper at the motel they hide out in (Lumi Cavazos). Their sweet romance is one of the film’s many delights, as is its barrelling deadpan humor, which never betrays the warmth of the Wilson brothers’ heartwarming depiction of ride-or-die friendship.

Genre: Comedy, Crime, Drama

Actor: Andrew Wilson, Antonia Bogdanovich, Brian Tenenbaum, Darryl Cox, Dipak Pallana, James Caan, Jill Parker-Jones, Julio Cedillo, Kumar Pallana, Luke Wilson, Lumi Cavazos, Melinda Renna, Ned Dowd, Owen Wilson, Robert Musgrave, Russell Towery

Director: Wes Anderson

Rating: R

Best in Show’s cast list reads like a catalog of comic greats. Among others, it includes Parker Posey, Jane Lynch, John Michael Higgins, Jennifer Coolidge, and the unbeatable duo that is Catherine O’Hara and Eugene Levy. Their participation alone should you clue in on what kind of film this is: a delightful exercise in improvisational comedy. The jokes roll in fast and the spoofs are spot-on (Parker Posey gets a special mention for playing the faux-calm handler with rage issues bubbling up to a tee). And thanks to the mockumentary format, they’re supported by an abundance of visual gags. 

The cherry on top of this fun sundae is the adorable dogs who amusingly participate in human shenanigans. If you're ever looking for a watch that is equal parts comedic and cute, then this underrated comedy gem of a film could be it.

Genre: Comedy, Drama

Actor: Andrew Johnston, Andrew Wheeler, Bob Balaban, Camille Sullivan, Carmen Aguirre, Carrie Aizley, Catherine O'Hara, Christopher Guest, Colin Cunningham, Corrine Koslo, Deborah Theaker, Doane Gregory, Don Lake, Don S. Davis, Ed Begley Jr., Eugene Levy, Fred Willard, Fulvio Cecere, Hiro Kanagawa, Jane Lynch, Jay Brazeau, Jennifer Coolidge, Jim Piddock, John Michael Higgins, Larry Miller, Lewis Arquette, Linda Kash, Lynda Boyd, Malcolm Stewart, Merrilyn Gann, Michael Hitchcock, Michael McKean, Parker Posey, Patrick Cranshaw, Rachael Harris, Scott Williamson, Stephen E. Miller, Steven M. Porter, Teryl Rothery, Tony Alcantar, Will Sasso

Director: Christopher Guest

Rating: PG-13

Even if you’re a huge Broadway fan, you’ve probably never heard of the “industrial musical." While it no longer exists in practice, in the 1970s industrial musicals were shows that corporations commissioned for some of the biggest Broadway names to produce. The script would be based on the company’s offerings and history, and privately performed by real Broadway actors to audiences made up exclusively of company and factory staff.

Now, a documentary about industrial shows doesn’t scream “entertaining,” but to describe Bathtubs Over Broadway in such a manner would be selling it way short. It’s really about Steve Young, a comedy writer for David Letterman, and how his life changed when he found his first industrial musical LP when leafing through a crate of old records for a Late Night segment he was working on.

Ultimately, what makes this such an enjoyable watch is the protagonist’s enduring passion over what at first appears to be nothing but a niche obsession. But with time, as he connects with other collectors and the people who were involved in the original industrial musical productions, his passion breeds community and lifelong bonds. Even if you’re no fan of Broadway, this makes for a great pop culture documentary and an unexpectedly touching story of human connection.

Genre: Comedy, Documentary, Drama, Music

Actor: Chita Rivera, David Letterman, Florence Henderson, Jello Biafra, Martin Short, Melody Rogers, Sheldon Harnick, Steve Young, Susan Stroman

Director: Dava Whisenant

Rating: PG-13

Genre: Comedy, Drama, Music, Romance

Actor: André Sjöberg, Barbro Kollberg, Frida Hallgren, Helen Sjöholm, Helen Sjöholm, Ingela Olsson, Kristina Törnqvist, Lasse Petterson, Lasse Pettersson, Lennart Jähkel, Lennart Jähkel, Michael Nyqvist, Mikael Rahm, Mircea Krishan, Niklas Falk, Per Morberg, Ulla-Britt Norrman-Olsson, Verena Buratti, Ylva Lööf, Ylva Lööf

Director: Kay Pollak

Rating: Not Rated

Michael Douglas plays Grady Tripp, a craggy, lovable English professor struggling to finish the follow-up to a very successful first novel. It has taken him 7 years, and it's an obvious metaphor for his ridiculous life. The character navigates various tragicomic dilemmas with a stellar supporting cast including Frances McDormand, Tobey Maguire, and Katie Holmes. His editor is Robert Downey Jr. and his nemesis is Rip Torn. Bob Dylan wrote the theme song. How do you not love this movie? It's one of those films that feels like a warm, cozy house (despite the fact that it takes place in a Pittsburgh winter), and it's a great blend of humor and drama.

Genre: Comedy, Drama

Actor: Alan Tudyk, Bingo O'Malley, Charis Michelsen, Elisabeth Granli, Frances McDormand, George Grizzard, James Ellroy, James Kisicki, Jane Adams, John W. Iwanonkiw, Katie Holmes, Kelly Bishop, Michael Cavadias, Michael Douglas, Philip Bosco, Richard Knox, Richard Thomas, Rip Torn, Rob McElhenney, Robert Downey Jr., Sean King, Tobey Maguire, Victor Quinaz, Yusuf Gatewood

Director: Curtis Hanson

Rating: R

The Romanian New Wave’s predilection for bleakness gets a tongue-in-cheek dig in this buddy comedy from the same country: “Romanians are bad at making movies,” Pompiliu (Alexandru Papadopol) complains. “They only show doom and gloom.” Indeed, the premise here could easily make for a miserable movie: three hapless working-class pals win a multimillion lottery jackpot but lose their ticket — and, with it, the chance for Dinel (Pedro Pascal-lookalike Dorian Boguță) to pay off the mafia don that’s holding his wife hostage in Italy.

But Two Lottery Tickets takes a decidedly droll view of their predicament. Part of that approach is achieved via the trio’s characterizations: they’re all goofy in different ways, from the ridiculous conspiracy theory-spouting Pompiliu and the gullible Dinel to sleazy chancer Sile (Dragoș Bucur). The rest of the film’s breezy comic tone comes thanks to their amusingly convoluted journey to retrieve the ticket, which they believe is in a bag that was stolen when Dinel was mugged by two thugs. These many segues implicate a cross-section of Romanian society into the film, making it a wry social commentary in places. Mostly, though, Two Lottery Tickets has modest ambitions — to be, simply, an enjoyable comedy — a goal it surpasses thanks to its absurdist humor and pitch-perfect performances.

Genre: Adventure, Comedy

Actor: Alexandru Papadopol, Andi Vasluianu, Codin Maticiuc, Dorian Boguta, Dragos Bucur, Elias Ferkin, Elisa Calin, Mircea Banu

Director: Paul Negoescu

This HBO mockumentary is part-pastiche of the mythologising sports documentary, part-zany comic creation of its own. Tour de Pharmacy tells the incredible untrue story of the 1982 Tour de France, the most chaotic iteration of the race that never happened. Of the original 170 cyclists, all but five were disqualified for bribing the deep-in-debt president of cycling’s governing body (Kevin Bacon), leaving only Italian-a sensation-a JuJu Peppi (Orlando Bloom); secret female racer Adrian Baton (Julia Ormond and Freddie Highmore); frustrated nephew of Jackie Robinson, Slim (Daveed Diggs); a roided-out Austrian (John Cena); and Marty Hass (Andy Samberg), a Nigerian cyclist despised by his country.

Tragedy, scandal, and surprising romance unfold across the documentary’s chronicling of the race’s 21 stages, with plenty of digressions along the way — from a riotous interview with the head of the sport’s anti-doping agency (played by Nathan Fielder) to an animated explanation of red and white cells that devolves into a surreally bloody civil war. The humor zooms between the high-brow (French New Wave references delivered by JJ Abrams) and the R-rated from scene to scene, making this breezy mockumentary a wild ride of its own.

Genre: Comedy, Drama, TV Movie

Actor: Adewale Akinnuoye-Agbaje, Andy Samberg, Chris Romano, Chris Webber, Danny Glover, Daveed Diggs, Dolph Lundgren, Edgar Wright, Eric Nenninger, Eugenia Kuzmina, Freddie Highmore, J.J. Abrams, James Marsden, Jeff Goldblum, Joe Buck, John Cena, Jon Hamm, Julia Ormond, Kevin Bacon, Kevin Clash, Lance Armstrong, Maya Rudolph, Mike Tyson, Myles Brewer, Nathan Fielder, Orlando Bloom, Phylicia Rashād, Rebecca Dayan, Russ Walko, Seth Morris, Will Forte

Director: Jake Szymanski

The Banshees of Inisherin is an Irish dark comedy film that begins with the breakup of longtime friends Pádraic (Colin Farrell) and Colm (Brendan Gleeson). Averse to the sudden split, Pádraic tries to repair their relationship, but instead of achieving goodwill, he inadvertently sets off even more unrest in their little town of Inisherin. Set in 1923 against the backdrop of the Irish Civil War, the film doubles as a fable about the consequences of war. 

The last time Farrell and Gleeson were together was in the expert thriller In Bruges, and their reunion in The Banshees of Inisherin shows how powerful and chemistry-filled their pairing is. Theirs is a knockout turn, but it's also far from the only good thing in the movie. Packed with gorgeously lush images of rural Ireland, strong performances from an all-Irish cast, and a whipsmart script from writer-director Martin McDonagh, The Banshees of Inisherin is an impactful watch that will give you lots to unpack long after the credits roll. 

Genre: Comedy, Drama

Actor: Aaron Monaghan, Barry Keoghan, Brendan Gleeson, Bríd Ní Neachtain, Colin Farrell, David Pearse, Gary Lydon, Jon Kenny, Kerry Condon, Pat Shortt, Sheila Flitton

Director: Martin McDonagh

Rating: R

Plenty of films have been made about the grueling climb to rock-and-roll fame, but few carry the effortless charm that That Thing You Do! has. Written and directed by Tom Hanks, the film is as cookie-cutter as it gets, dodging the dark depths that typically haunt rock biopics. But that isn’t to say That Thing You Do! is boring—just the opposite, its simplicity and nostalgia make it wholly enjoyable. It’s a confection of a film that goes down easy, and it will have you smiling and bopping your head from start to end.

Genre: Comedy, Drama, Music, Romance

Actor: Alex Rocco, Barry Sobel, Benjamin John Parrillo, Bill Cobbs, Brittney Powell, Bryan Cranston, Charlize Theron, Chris Ellis, Chris Isaak, Claudia Stedelin, Clint Howard, Clive Rosengren, Colin Hanks, Dawn Maxey, Elizabeth Hanks, Erika Greene, Ethan Embry, Gedde Watanabe, Gina Aponte, Giovanni Ribisi, Heather Hewitt, Holmes Osborne, Johnathon Schaech, Jonathan Demme, Kathleen Kinmont, Keith Neubert, Kevin Pollak, Lee Everett, Liv Tyler, Marc McClure, Mars Callahan, Michael P. Byrne, Obba Babatundé, Paul Feig, Peter Scolari, Renée Lippin, Rita Wilson, Robert Ridgely, Robert Torti, Robert Wisdom, Sarah Koskoff, Sean Whalen, Steve Zahn, Tom Everett Scott, Tom Hanks, Tracy Reiner, Warren Berlinger

Director: Tom Hanks

Rating: PG

Probably the weirdest film you'll ever see. Paul Dano plays a borderline suicidal man who befriends a farting corpse that washed up from the sea as played by Daniel Radcliffe. It's an adventurous, witty and hilarious film yet it is filled with discreet and very deep lessons about society and norms. The soundtrack is so charmingly unique as well, it's a definite must-watch for anyone looking for a refreshing comedy.

Genre: Adventure, Comedy, Drama, Fantasy, Romance

Actor: Aaron Marshall, Andy Hull, Antonia Ribero, Daniel Radcliffe, Jessica Harbeck, Marika Casteel, Mary Elizabeth Winstead, Paul Dano, Richard Gross, Shane Carruth, Timothy Eulich

Director: Dan Kwan, Daniel Kwan, Daniel Scheinert

Rating: R