All 15 Kaitlin Olson Movies In Order — All The Best (And Worst) Films To Watch Online

Tina Sanchez
6 min readJun 13, 2024

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Dive into the world of Kaitlin Olson as we take a look at some of her most memorable movies. From comedy to drama, Kaitlin has demonstrated her versatility on screen. Join us as we explore her acting prowess and the wide range of films she’s brought to life.

Discover the thrill and humor of these cinematic gems, all featuring the ever-talented Kaitlin Olson.

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1. Eyes to Heaven (1999)

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“Eyes to Heaven,” a bone-chilling 1999 horror film, follows the story of an artist who grapples with self-doubt. His life takes a chilling turn when he stumbles upon a shocking murder and burial in the woods. To make matters worse, he becomes entangled in a bizarre and otherworldly cult of inter-dimensional spirits known as Feeders.

Watch for free @ Prime

2. Coyote Ugly (2000)

“Coyote Ugly” (2000) is a captivating film that combines comedy, drama, and music. The movie follows the life of a timid aspiring songwriter, Violet Sanford (Piper Perabo), as she takes a job at a prominent, ladies-only NYC bar.

➡️ View free on Prime

3. Weather Girl (2009)

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“Weather Girl, “ a heartwarming comedy released in 2009, tells the amusing tale of a Seattle weather girl whose on-air meltdown at her boyfriend’s cheating catches everyone off guard. After making a dramatic exit and breaking up with her morning show anchor boyfriend, she moves in with her little brother. With her job and love life in shambles, she takes on the challenge of securing another gig and confronting her past.

➡️ Watch for free on Amazon

4. Spike TV VGA Video Game Awards (2010)

Experience the ultimate celebration of video gaming at the Spike TV VGA Video Game Awards, one of the most renowned events in the gaming world. This star-studded show features a lineup of exciting and unforgettable moments, all culminating in the presentation of prestigious awards that recognize outstanding achievements in the gaming industry.

👉 Stream now free on Amazon Prime

5. Held Up (2010)

“Held Up” is a wild and wacky comedy film from 2010, featuring the misadventures of a bank teller and a group of unhinged thieves. With the film’s lighthearted tone and star-studded ensemble cast, including Jon Dore, Jason Sklar, and Randy Sklar, it’s sure to bring the laughs as it takes audiences on a thrilling, but ultimately funny, journey through a series of chaotic bank robberies. Directed by Steve Carr, Jay Chandrasekhar, and Arthur Mulholland, “Held Up” is a fun and entertaining romp that’s not to be missed for fans of the comedy genre.

📺 Watch for free with Amazon Prime

6. Leap Year (2010)

“Leap Year, “ a charming 2010 romantic comedy directed by Anand Tucker, follows the story of Anna Brady, played by the talented Amy Adams. Seeking to propose to her boyfriend, Jeremy, on the traditionally auspicious date of leap day, Anna finds herself facing a series of unexpected and humorous obstacles.

🎬 Watch free at Amazon Prime

7. It’s Always Sunny in Philadelphia: Cast & Creators Live at the Paley Center (2010)

Experience an unforgettable evening at the Paley Center as the cast and creators of the groundbreaking show, “It’s Always Sunny in Philadelphia, “ come together to discuss the show’s inception, social relevance, and the impact of marijuana in popular culture. Join the producers, director, and stars of this comedy hit as they share behind-the-scenes insights into the world of Paddy’s Pub. Don’t miss this exclusive event that celebrates the show’s unique blend of wit, humor, and raw honesty.

Watch free with Amazon Prime

8. Escape from Planet Earth (2012)

Escape from Planet Earth is a vibrant animated film released in 2013, starring Brendan Fraser, Sarah Jessica Parker, and Jessica Alba. The adventure-comedy takes viewers on a journey to a dangerous alien planet, where astronaut Scorch Supernova (Fraser) finds himself caught in a trap after responding to an SOS. As he teams up with a group of eccentric aliens and his robot companion, Scorch must outwit the planet’s inhabitants and make a thrilling escape.

👉 View now free at Amazon

9. The Heat (2013)

“The Heat” is a thrilling, action-comedy film released in 2013. The story follows an uptight FBI Special Agent (played by Sandra Bullock) who teams up with a foul-mouthed Boston Cop (Melissa McCarthy) to bring down a ruthless, elusive drug lord. Directed by Paul Feig and written by Katie Dippold, the film boasts 7 wins and 16 nominations in various awards categories.

➡️ Stream for free @ Amazon

10. Vacation (2015)

“Vacation” (2015) is an uproarious adventure-comedy film starring Ed Helms, Christina Applegate, and Skyler Gisondo. Directed by John Francis Daley and Jonathan Goldstein, the movie follows the dysfunctional Griswold family on an exciting road trip to the infamous Walley World amusement park. Rusty Griswold, the lovable father, takes this trip in a desperate attempt to reconnect with his wife and sons, while also reviving their family dynamic.

👉 Watch now for free on Amazon Prime

11. Finding Dory (2016)

Embark on an entrancing animated odyssey with Finding Dory, a tale of adventure that follows our adored and easily forgetful blue tang, Dory, on her gripping quest to reconnect with her long-lost parents. Nestled within the same year as the highly acclaimed Finding Nemo, audiences will be swept away by the captivating undersea realm, where animals can converse and extraordinary creatures reside together harmoniously.

🎬 Stream free via Prime

12. Arizona (2018)

Dive into the darkly comedic world of Arizona (2018) as it unfolds against the backdrop of the 2009 housing crisis. Follow the life of Cassie Fowler, a resilient single mom and struggling realtor, as she finds herself entangled in a whirlwind of chaos after witnessing a shocking murder. As the story unfolds, unease and dark humor reign supreme, weaving a tale of survival and resilience through the desolate Arizona desert.

➡️ Stream now free at Prime

13. UFC 264: Poirier vs. McGregor 3 (2021)

Prepare yourself for the climactic showdown as UFC 264: Poirier vs. McGregor 3 puts the heated rivalry between lightweight titans Dustin Poirier and Conor McGregor to a scorching end.

➡️ Stream now for free via Prime

14. It’s A Wonderful Binge (2022)

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Get ready for a magical holiday adventure as “It’s A Wonderful Binge” lands on your screen on Christmas Day. This sequel to the popular comedy movie “The Binge” is gearing up to delight viewers with catchy songs, enchanting storybooks, and a whole lot of festive fun.

📽️ Watch now free via Amazon Prime

15. Champions (2023)

Get ready for an uplifting and heartwarming sports drama in Champions! Woody Harrelson joins the star-studded cast, playing a minor-league basketball coach who finds himself managing a team of players with intellectual disabilities. Skeptical about their abilities, he soon realizes that this unlikely team can reach heights they never dreamed of.

📽️ View now for free with Amazon

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