http://m.ranker.com/list/worst-episodes-of-samurai-jack/rp59,
Aku's Fairy Tales
Among the strangest episodes in the series, the Season 1 finale consists of Aku, shapeshifting master of darkness, unchallenged dictator, and demigod, reading fairy tales to a group of schoolchildren. Aku is apparently trying to both soften his image and demonize Samurai Jack. Even if one ignores the obvious fact that a being as powerful as Aku has no reason to be concerned with his public perception, it is impossible to get past the fact that the impressionable toddlers somehow see through Aku's propaganda and have the courage to vocally challenge his narrative. It pays off for the children in the end, as the demonic Aku is humiliated and enforces absolutely no penalty on his detractors.
Chicken Jack
Whether you are making a sitcom, a drama, or a cartoon, you always want to start off a new season with a bang. Apparently, this inspired Samurai Jack's storyboarders to kick off Season 3 of their Emmy-winning (seriously?) cartoon by turning their protagonist into a giant chicken. In this campy episode, Jack encounters a cantankerous wizard who turns him into a chicken and he must find a way to return to normal. He enters a bizarre, Michael Vickian animal fighting ring, and is eventually able to restore the status quo.
Jack and the Gangsters
One week after meeting a machine-gun-legged Scotsman on a never-ending bridge, Samurai Jack travels to what appears to be Prohibition-era Chicago and meets up with five Dwarven gangsters. Upon learning that the gangsters work directly for Aku, Jack decides to dupe the anachronisms into taking him straight to his nemesis. As is to be expected, Jack fails to seriously damage Aku, and the gangsters presumably go about their business.
Jack and the Monks
Jack climbs a mountain, aided by three silent, triplet hexagon monks. Nothing else occurs in the entire episode. A strong contender for the dubious honor of the single least entertaining episode of any cartoon ever made, this gem has all the earmarks of one of Samurai Jack's all-time duds: no influence on the main plot, horrible character design, and that overall sense of lazy animation that just permeates the entire episode.
Jack and the Rave
Jack discovers a town in which all the teenagers are headed to a rave party (apparently still in fashion in the distant future). The revelation comes when Jack realizes that the children have been hypnotized by Aku's music (called "Akuistic," Get it?), turning them to violence and distancing them from their parents. The episode is highlighted by a three-minute (almost a quarter of an episode) dance sequence. Aku's motivation here is incomprehensible, so I can only assume series creator Genndy Tartakovsky just hates techno music and decided that his cartoon was the perfect platform to denounce it.
Jack Learns To Jump Good
Jack meets a feral, Tarzan-esque man in a jungle and a group of blue apes. Together, Jack learns to jump to impossible heights. At its surface, the episode is merely annoying. But when one goes back and watches the pilot, it's hard to look past the fact that Jack was already jumping flawlessly from the series' onset. Not to mention that the episode ends with Jack apparently poised to slay Aku, right before cutting to the title card. One can only assume that Jack's timing was off and Aku sidestepped him again, flying off to a new remote outpost.
Jack, the Woolies, and the Chritchellites
Despite the prior episode occurring in a desert, Jack begins this episode wandering through a sci-fi forest. He stumbles upon a giant beast being pursued by a group of tiny, nasal-infected blue-men. It is soon revealed that the Chritchellites stole the land from the peaceful Woolies, who had somehow achieved a utopian society prior to their oppressor's arrival. After a twenty-second conversation with a single Woolie, Jack decides to free the Woolies from the tyrannical Chritchellites. As with most episodes, the Woolies are never heard from again and Jack's side quest here proves totally irrelevant.
Jack versus Demongo, the Soul Collector
While not a particularly egregious episode, this one makes the list solely because the story builds up Demongo as an immortal, teleporting being from the Pit of Hate (like Aku). Demongo is also able to steal the abilities of warriors he faces, reanimating their souls in a style not unfamiliar to Shang Tsung or Kirby. What makes this an issue is that Demongo is A) Every bit as powerful, if not moreso, than his master Aku, and B) Impossible to defeat. But Jack dispatches the demon within half-an-hour, a feat he never manages with Aku.
The Princess and the Bounty Hunters
A Boba Fett-lookalike, an African tribesman, an Antebellum Southern gentleman, a Hun, two Siamese cat-people named "I" and "Am" (based on the Siamese Cats from Lady and the Tramp, often decried as racist) have all been hired by Aku to take out Samurai Jack. They all meet at a hut in the frozen wilderness to snag their prey, formulating a fool proof plan to capture Jack. The Boba Fett-lookalike is apparently actually a princess who needs the reward money to save her people from Aku (i.e. exactly the same goal as Jack), so she has devoted her life to this very moment. When Jack arrives, the plan goes off perfectly, but Jack's superhuman reflexes allow him to not only defeat the bounty hunters, but to escape totally unscathed. Like Demongo, the Bounty Hunter episode makes the mistake of creating an insurmountable obstacle, only to have Jack easily surmount it. This episode is the quintessential example of the total lack of direction for this series. So many totally disparate characters and ideas have been jam packed into one incomprehensible narrative that it is impossible to discern when and where the episode, and the series as a whole, is taking place.
Samurai Vs. Samurai
Easily the most racist episode of the series, this Season 4 classic sees Jack in a restaurant ordering hot water. All seems well until the brash black man known only as "Da Sam-oo-rai" bursts into the building with a boombox blaring what sounds like early 80's hip-hop. Da Samurai is a black caricature on par with "Jump Jim Crow," an unintelligent, obnoxious, and overconfident man who is, of course, easily humiliated by our ever arrogant protagonist.