Movies Like Checkpoint, Please!

If you liked Checkpoint, Please! (2025), a movie directed by Josh Mercado, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Play It Again, Sam (1972)
★ 7.5/10
A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.
2
Fresh (2022)
★ 6.9/10
Frustrated by scrolling dating apps only to end up on lame, tedious dates, Noa takes a chance by giving her number to the awkwardly charming Steve after a produce-section meet-cute at the grocery store.
3
Boss Level (2021)
★ 6.9/10
A former special forces agent is trapped in a time loop and relives his death over and over again. To escape the terrible situation, he must track down those responsible and stop them.
4
Eternal Sunshine of the Spotless Mind (2004)
★ 8.1/10
Joel Barish, heartbroken that his girlfriend underwent a procedure to erase him from her memory, decides to do the same. However, as he watches his memories of her fade away, he realises that he still loves her, and…
5
Michael Jackson's Thriller (1983)
★ 8.3/10
A night at the movies turns terrifying when Michael and his date are attacked by zombies.
6
The Map of Tiny Perfect Things (2021)
★ 7.1/10
Two teenagers trapped in an endless time loop set out to find all the tiny things that make that one day perfect.
7
When We First Met (2018)
★ 6.6/10
Using a magical photo booth that sends him back in time, Noah relives the night he met Avery over and over, trying to persuade her to fall for him.
8
Before I Fall (2017)
★ 7/10
Samantha Kingston has everything. Then, everything changes. After one fateful night, she wakes up with no future at all. Trapped into reliving the same day over and over, she begins to question just how perfect her…
9
The Greatest Hits (2024)
★ 6.5/10
Harriet finds art imitating life when she discovers certain songs can transport her back in time – literally. While she relives the past through romantic memories of her former boyfriend, her time travelling collides…
10
Meet Joe Black (1998)
★ 7.4/10
Bill Parrish has it all - success, wealth and power. Days before his 65th birthday, he receives a visit from a mysterious stranger, Joe Black, who soon reveals himself as Death. In exchange for extra time, Bill agrees…
11
Jawbreaker (1999)
★ 6.4/10
When an exclusive clique of teenage socialites accidentally murder their best friend on the morning of her birthday, the three girls responsible conspire to hide the truth.
12
Long Story Short (2021)
★ 6.7/10
Teddy wakes up the morning after his wedding to discover that he's jumped forward a year in his life to his first anniversary. Trapped in an endless cycle of time jumps, transported another year ahead every few…
13
The Vow (2012)
★ 7.2/10
Happy young married couple Paige and Leo are, well, happy. Then a car accident puts Paige into a life-threatening coma. Upon awakening she has lost the previous five years of memories, including those of her beloved…
14
If Only (2004)
★ 7/10
After his impetuous musician girlfriend, Samantha, dies in an accident shortly after they had a fight (and nearly broke up), Ian Wyndham, a grief-stricken British businessman living in London gets a chance to relive…
15
May (2003)
★ 6.6/10
A socially awkward veterinary assistant with a lazy eye and obsession with perfection descends into depravity after developing a crush on a boy with perfect hands.
16
Life in a Year (2020)
★ 8.2/10
A 17 year old finds out that his girlfriend is dying, so he sets out to give her an entire life, in the last year she has left.
17
Time Freak (2018)
★ 6.7/10
Stillman, a heartbroken physics student, builds a time machine when his girlfriend breaks up with him. Going back in time, he attempts to save their relationship by fixing every mistake he made—while dragging his best…
18
Mary and Max (2009)
★ 7.9/10
A tale of friendship between two unlikely pen pals: Mary, a lonely, eight-year-old girl living in the suburbs of Melbourne, and Max, a forty-four-year old, severely obese man living in New York.
19
Hello, Goodbye, and Everything in Between (2022)
★ 6.1/10
Clare and Aidan make a pact to break up before college — no regrets, no broken hearts. But will one epic goodbye date offer them a last chance at love?
20
Hitch (2005)
★ 6.6/10
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques…