Movies Like The Great Chicago Adventure

If you liked The Great Chicago Adventure (2015), a history and comedy movie directed by Sehban Zaidi, 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
Playing with Fire (2019)
★ 6.6/10Also family and comedy
A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
2
Fireheart (2022)
★ 7.2/10Also family and comedy
The film explores the world of firefighters in 1920s New York City and tells the story of a 16-year-old girl who will have to become a hero in order to save her city.
3
Adventures in Babysitting (2016)
★ 7.2/10Also comedy and family
Two teen rival babysitters, Jenny and Lola, team up to hunt down one of their kids who accidentally ran away into the big city without any supervision.
4
The Willoughbys (2020)
★ 7.1/10Also comedy and family
When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.
5
Minutemen (2008)
★ 5.8/10Also family and comedy
When three high-school friends invent a time-machine, they decide to use it to go back in time and prevent other youngsters from making humiliating mistakes.
6
The Thundermans Return (2024)
★ 6.9/10Also family and comedy
Twins Phoebe and Max are enjoying their superhero lifestyle, but when one 'save' goes awry, the Thundermans are sent back to Hiddenville. While Hank and Barb enjoy their return, and Billy and Nora look forward to a…
7
Planes: Fire & Rescue (2014)
★ 6.2/10Also comedy and family
When world-famous air racer Dusty learns that his engine is damaged and he may never race again, he must shift gears and is launched into the world of aerial firefighting. Dusty joins forces with veteran fire and…
8
Extinct (2021)
★ 6.2/10Also comedy and family
Op and Ed, two adorable donut-shaped animals - flummels - accidentally time-travel from 1835 to modern-day Shanghai. There they discover traffic, trans fats, and worst of all, that flummels are now extinct. It's up to…
9
Dennis the Menace (1993)
★ 5.9/10Also family and comedy
Mr. Wilson's ever-present annoyance comes in the form of one mischievous kid named Dennis. But he'll need Dennis's tricks to uncover a collection of gold coins that go missing when a shady drifter named Switchblade Sam…
10
Dino Time (2012)
★ 6/10Also comedy and family
Young daredevil Ernie, his sister Julia, and his best friend Max accidentally trip a time-machine into operation and find themselves transported back in time 65 million years, where they meet a T-rex named Tyra and her…
11
The Loud House Movie (2021)
★ 7.2/10Also family and comedy
The Loud family travel to Scotland and discover they are descendants of Scottish royalty as they move into their giant ancestral castle.
12
Ron's Gone Wrong (2021)
★ 7.8/10Also family and comedy
In a world where walking, talking, digitally connected bots have become children's best friends, an 11-year-old finds that his robot buddy doesn't quite work the same as the others do.
13
Henry Danger: The Movie (2025)
★ 7.7/10Also comedy and family
Henry Hart meets a superfan—eager to fight crime with Kid Danger—who comes into possession of a device that can open up alternate realities. Facing a wild ride, Henry will need his best friend Jasper and his new…
14
Blackadder: Back & Forth (1999)
★ 7/10Also comedy and history
What was a cunning plan from Lord Edmund Blackadder V to fake a time machine on his gullibly incompetent friends, turns out to be the real thing and hurls him and his imbecile underling, Baldrick, through the course of…
15
Kung Fu Panda: Secrets of the Masters (2011)
★ 6.5/10Also comedy and family
Po and the Furious Five uncover the legend of three of kung fu's greatest heroes: Master Thundering Rhino, Master Storming Ox, and Master Croc.
16
Minions & More Volume 1 (2022)
★ 7/10Also comedy and family
This collection of 10 short films produced by Illumination includes: From the "Despicable Me" franchise: Puppy (2013); Minion Scouts (2019); Training Wheels (2013); The Secret Life of Kyle (2017); Santa's Little…
17
Rugrats Go Wild (2003)
★ 6.4/10Also family and comedy
When the Rugrats find themselves stranded on a deserted island, they meet the Thornberrys, a family who agrees to help them escape.
18
Spy Kids (2001)
★ 5.8/10Also family and comedy
Carmen and Juni think their parents are boring. Little do they know that in their day, Gregorio and Ingrid Cortez were the top secret agents from their respective countries. They gave up that life to raise their…
19
The Warriors Gate (2016)
★ 6.6/10Also comedy and family
After a mysterious chest opens a gateway through time, teen gamer Jack is transported to an ancient empire terrorized by a cruel barbarian king. Jack will need all of his gaming skills as he battles to defeat the…
20
My Spy (2020)
★ 6.9/10Also family and comedy
A hardened CIA operative finds himself at the mercy of a precocious 9-year-old girl, having been sent undercover to surveil her family.