65 Best Comedy Movies to WatchBest Movies & Shows Released in 2020 (Page 3)

Staff & contributors

Need a chuckle? We know comedy gold can be hard to come by, so we’ve scoured the depths of the streaming landscape to dig it out. From dark humor to laugh-out-loud misadventures, these are the best comedies to stream now.

Andy Samberg, Cristin Milioti (Modern Love, Black Mirror), and J.K. Simmons star in this easy but original rom-com that takes place in a wedding time loop. Nyles (Samberg) finds himself living the same day over and over again, so he gives in to the monotony and the fact that there is no way to escape it. 

When he is about to hook up with one of the guests, Sarah (Milioti), he is attacked by a mysterious character. The routine of his time-loop is broken. 

Palm Springs is often surreal and philosophical, which are not adjectives usually used to describe rom-coms. It offers just enough twists to be original without jeopardizing the things that make it a good rom-com.

Genre: Comedy, Fantasy, Mystery, Romance, Science Fiction

Actor: Andy Samberg, Brian Duffy, Camila Mendes, Chris Pang, Conner O'Malley, Cristin Milioti, Dale Dickey, David Hutchison, Erin Flannery, J.K. Simmons, Jacqueline Obradors, Jena Friedman, June Squibb, Lilli Birdsell, Mark Kubr, Martin Kildare, Meredith Hagner, Michelle Johnston, Peter Gallagher, Rocky Bonifield, Tongayi Chirisa, Tyler Hoechlin

Director: Max Barbakow

Rating: R

, 2021

This offbeat drama is about a Syrian refugee who gets sent to a remote island in northern Scotland. “There was a better signal in the middle of the Mediterranean,” another refugee tells him when he arrives. Omar is as the title suggests stuck: until his asylum request is processed he can't work or continue his journey onwards. His situation is frustrating and difficult, but it's also full of absurdities, as Omar is stuck around some very weird people.

Limbo perfectly portrays the duality between sad and nonsensical in the refugee experience. In the entrance to the isolated and rundown facility that houses Omar, a handmade sign said "refugees welcome". The next day a "not" is added between "refugees" and "welcome", in the exact same paint. 

If you like Finnish director Aki Kaurismäki's work, this has a similar brand of dark humor to his also refugee-themed 2017 drama The Other Side of Hope.

Genre: Comedy, Drama

Actor: Amir El-Masry, Amir ElMasry, Cameron Fulton, Ellie Haddington, Grace Chilton, Kais Nashif, Kenneth Collard, Kwabena Ansah, Lewis Gribben, Ola Orebiyi, Qais Nashif, Raymond Mearns, Sanjeev Kohli, Sidse Babett Knudsen, Sodienye Ojewuyi, Vikash Bhai

Director: Ben Sharrock

Rating: R

If you’ve seen his stand-up, you’ll know that Pete Davidson likes to make fun of himself. But it’s also true that Davidson is honest. He speaks openly about his childhood traumas and mental health struggles, and this film about his life is no different than his live performances. It's darkly funny and deeply personal, this time plumbing new depths of his life with the help of director (and patron saint of comedians) Judd Apatow. 

Here, Apatow allows Davidson to hell his story in his own irreverent flavor, all while boosting him with directorial flair and his trademark balance of humor and humanity. A triumphant collaboration between Apatow and Davidson, King of Staten Island is rich with nuanced performances and relatable insights into the life of someone slowly but surely healing from pain and coming into his own. 

Genre: Comedy, Drama

Actor: Action Bronson, Alexis Rae Forlenza, Anthony Lee Medina, Bel Powley, Bill Burr, Bonnie McFarlane, Carly Aquilino, David S. Lomax, Derek Gaines, Domenick Lombardozzi, Gina Jun, Hank Strong, Jack Hamblin, Jessica Kirson, Jimmy Tatro, Keith Robinson, Ken Holmes, Kevin Corrigan, Laurence Blum, Liza Treyger, Lou Wilson, Luke David Blumm, Lynne Koplitz, Machine Gun Kelly, Marilyn Torres, Mario Polit, Marisa Tomei, Maude Apatow, Meredith Handerhan, Michelle Sohn, Mike Vecchione, Moises Arias, Nana Mensah, Nils Johnson, Nina Hellman, Nyla Durdin, Pamela Adlon, Pauline Chalamet, Pete Davidson, Rafael Poueriet, Rich Vos, Ricky Velez, Robert Smigel, Steve Buscemi, Teodorina Bello

Director: Judd Apatow

Rating: R

This fun comedy-drama is about Bridget, a 34-year-old who hasn't quite got it all figured out, but at least she’s trying: after terminating an accidental pregnancy, she gets herself a summer gig as a nanny for a fearless six-year-old by the name of Frances. 

Tackling a myriad of "taboo" topics including abortion, menstruation, and depression, the movie visually normalizes human experiences that remain underrepresented in mainstream cinema. And writer Kelly O’Sullivan, who also plays Bridget, has a screenplay that manages to do it all without feeling didactic.

Genre: Comedy, Drama

Actor: Bradley Grant Smith, Charin Alvarez, Chris Coats, Courtney Rioux, Danny Catlow, Francis Guinan, H.B. Ward, Hanna Dworkin, Jackson Evans, Jim True-Frost, Kelly O'Sullivan, Lily Mojekwu, Mary Beth Fisher, Max Lipchitz, Meighan Gerachis, Noah Williams, Ramona Edith Williams, Rebecca Buller, Rebecca Spence, Rebekah Ward, Roger Welp, Sophia Rubin

Director: Alex Thompson

Rating: N/A

This lovely comedy-romance from Ireland is about a closeted gay teen and his lesbian schoolmate who pretend to be in a relationship to avoid being bullied at their school.

This premise makes Dating Amber an original story in a genre in which that's increasingly rare. This is added to the setting, in 1995 rural Ireland, which is executed to gorgeous perfection in everything from the clothes to the music. 

Dating Amber ends up being more coming-of-age than a comedy-romance. It's a tale of friendship and self-acceptance.

Genre: Comedy, Drama, Romance

Actor: Adam Carolan, Ally Ni Chiarain, Anastasia Blake, Andrew Bennett, Arian Nik, Art Campion, Barry Ward, Corey Millar, Emma Willis, Eva O'Connor, Evan O'Connor, Fionn O'Shea, Fionn O'Shea, Ian O'Reilly, Ian O'Reilly, Jonny Woo, Karl Rice, Lauryn Canny, Lola Petticrew, Peter Campion, Sharon Horgan, Shauna Higgins, Simone Kirby, Tara Flynn

Director: David Freyne