15 Movies to Watch If You Liked ‘Happy Gilmore 2’
If you enjoyed the wild humor and heartfelt underdog story in ‘Happy Gilmore 2’, you’re probably craving more films that mix slapstick comedy with sports or personal redemption. This sequel brings back Adam Sandler’s chaotic golfer, blending nostalgia with fresh laughs, and I’ve got a list of movies that capture that same energy.
From sports comedies to tales of misfits finding their way, these films deliver big on humor, heart, and quirky characters. Here’s a curated selection of 15 movies that’ll keep you laughing and cheering, just like ‘Happy Gilmore 2’ did.
The Waterboy (1998)
Adam Sandler shines as Bobby Boucher, a waterboy for a college football team who discovers his knack for tackling. The story follows his rise from a mocked outsider to a gridiron hero, all while dealing with an overprotective mom.
It’s packed with absurd humor and memorable one-liners, much like Happy’s golf course antics. The mix of sports action and Sandler’s signature goofiness makes it a perfect follow-up for fans.
Billy Madison (1995)
Sandler plays Billy, a grown man forced to repeat grades 1 through 12 to prove he’s worthy of his dad’s fortune. His journey is a chaotic blend of childish pranks and surprising heart as he grows up.
The ridiculous situations and quotable lines echo Happy’s over-the-top golfing style. It’s a classic for anyone who loves Sandler’s brand of silly yet sincere comedy.
Caddyshack (1980)
This golf comedy follows a young caddy chasing a scholarship while a country club deals with a loudmouth newcomer and a pesky gopher. Starring Chevy Chase and Bill Murray, it’s a chaotic romp through the stuffy world of golf.
The absurd humor and clash of personalities feel right at home for ‘Happy Gilmore 2’ fans. It’s a timeless classic that nails the sport-comedy mix.
DodgeBall: A True Underdog Story (2004)
A ragtag gym team, led by Vince Vaughn, enters a dodgeball tournament to save their business from a corporate takeover. The film is loaded with quirky characters and outrageous gags.
Its underdog spirit and slapstick battles mirror Happy’s fight against the odds. You’ll love the ridiculous competitions and feel-good vibe.
Kingpin (1996)
Woody Harrelson stars as a washed-up bowler who teams up with an Amish man to take on a rival, played by Bill Murray. Their road trip is filled with crude humor and bizarre encounters.
The mix of sports and over-the-top comedy feels like Happy’s golf journey. It’s a cult favorite that delivers big laughs and a heartfelt comeback.
The Longest Yard (2005)
Sandler plays a disgraced quarterback who organizes a football game between inmates and prison guards. The stakes are high, with plenty of roughhousing and laughs.
The sports-driven redemption arc is a great match for Happy’s story. It’s got that same mix of grit, humor, and triumph against tough odds.
Big Daddy (1999)
Sandler’s Sonny adopts a kid to impress his girlfriend but ends up learning about responsibility. The film balances crude jokes with touching moments of growth.
Like Happy, Sonny’s an unlikely hero who finds purpose through chaos. It’s a feel-good comedy with heart that fans will enjoy.
Major League (1989)
A misfit baseball team, assembled to fail, bands together to win despite their owner’s sabotage. With Charlie Sheen and Tom Berenger, it’s a sports comedy with attitude.
The underdog teamwork and irreverent humor align with ‘Happy Gilmore 2’. It’s a fun ride for anyone who loves a scrappy comeback.
The Wedding Singer (1998)
Sandler’s a heartbroken wedding singer who falls for a waitress, played by Drew Barrymore, in this romantic comedy. It’s packed with 80s nostalgia and sweet moments.
While less sporty, its humor and emotional core echo Happy’s journey. The charm and laughs make it a great pick for fans.
Hot Rod (2007)
Andy Samberg plays an amateur stuntman aiming for a big jump to save his stepfather. The film is absurd, with goofy gags and a lovable loser vibe.
Its quirky humor and underdog spirit feel like Happy’s wild golf antics. It’s a hilarious, offbeat choice for fans of silly comedies.
Here Comes the Boom (2012)
Kevin James stars as a teacher who becomes an MMA fighter to save his school’s music program. The mix of action and comedy is infectious.
The against-all-odds story mirrors Happy’s golfing quest. It’s a crowd-pleaser with heart and plenty of laughs.
Eddie (1996)
Whoopi Goldberg plays a fan who becomes the coach of a struggling NBA team. Her passion and unconventional style turn things around.
The fish-out-of-water sports vibe is perfect for ‘Happy Gilmore 2’ fans. It’s a fun, uplifting comedy with a unique spin.
Grind (2003)
A group of skateboarders chases a pro tour, facing wild mishaps along the way. The film is packed with early 2000s humor and stunts.
Its scrappy, youthful energy feels like Happy’s rebellious golfing. Fans of underdog stories and goofy antics will dig it.
Trading Places (1983)
Eddie Murphy and Dan Aykroyd star in a comedy about two men swapped in a bet by rich brothers. It’s a sharp mix of satire and slapstick.
The class-clash humor and redemption arc connect to Happy’s journey. It’s a classic that delivers laughs and heart.
School of Rock (2003)
Jack Black plays a fake teacher who turns students into a rock band. The film is full of energy, humor, and music-driven chaos.
Its misfit hero and feel-good vibe echo Happy’s unconventional success. It’s a joyful watch for fans of spirited comedies.
Which of these films is your go-to for laughs, or did I miss a comedy gem? Drop your thoughts in the comments!