Obi-Wan was frequently regarded as one of the most talented Jedi in the Star Wars universe, especially in the prequel trilogy. In addition to being a rare survivor of Order 66 and the man who killed General Grievous, he was also responsible for the destruction of Darth Maul.
As impressive as their merits may seem, there are certain characters – both Jedi and Sith – whose strength dwarfs theirs. By gauging those who are capable of defeating Kenobi and the individuals he can defeat, we get an accurate estimate of the caliber of his abilities.
10 could beat: Kylo Ren as he would be familiar with his moves
Kylo was Snoke’s student and the leader of the Knights of Ren. At the end of The Rise of Skywalker, he became powerful enough to overwhelm Rey and was only defeated thanks to his distraction by the memory of his mother.
Star Wars: 5 characters stronger than Grievous (and 5 weaker)
Fairy Tail: 5 characters stronger than Cana Alberona (and 5 weaker than her)
Despite his years of experience, there are many advantages Kenobi could use to emerge victorious. Not only is he adept at fighting extremely aggressive opponents (like Darth Maul), but he was also partially responsible for Skywalker’s training (with Yoda filling in the gaps he didn’t have). This means that you should be familiar with Kylo’s fighting techniques and how to get around them.
9 would lose to: Count Dooku is the best duelist
Kenobi would lose and has lost to Count Dooku multiple times. This was primarily demonstrated through the prequels, where he was overwhelmed in Attack of the Clones and defeated within seconds on the Separatist ship during Revenge of the Sith.
His failure was despite the help Anakin offered him. Considering that Dooku was once a Jedi, it follows that he has as much experience in anticipating Kenobi’s attacks as the hero in predicting Kylo’s. Consequently, their unequal exchange would be reliably tipped in the Count’s favor.
8 could beat: Plo Koon has slower reflexes than Obi-Wan
Plo Koon was a member of the Jedi Council and one of the few wielders of the Electric Judgment. It functioned as an iteration of the light side of the Force Lightning, although it was a forbidden practice that he only used conservatively.
However, Koon’s reflexes and anticipation are inferior to Kenobi’s, as evidenced by his death during Order 66. Considering that Obi-Wan could navigate the clone’s artillery while firing (while Plo couldn’t not even escaping his pursuers in his spaceship), the former has a tangible advantage in combat intuition.
7 I’d lose to: Lord Sidious was a Sith like no other
Lord Sidious was an unrivaled Sith, whose abilities are far above Obi-Wan’s. Specifically, he was able to defeat Yoda and force him to retire from the Senate.
Considering that Yoda was on par with Dooku (or arguably surpassed him) and the ease with which the Count was able to defeat Kenobi, it follows that Sidious would not have much trouble dispatching the Jedi either. This was further demonstrated by the determination with which he dominated Darth Maul and Savage Opress at the same time, characters that would give Obi-Wan a brutal fight.
6 could beat: Boba Fett has the bottom toolbox
Boba Fett was the son of Jango Fett and an experienced mercenary. He is familiar with Kenobi’s fighting style as he had witnessed it first hand, both against his father and in the battle for Geonosis.
Despite Fett’s immense strength and varied arsenal, his toolbox would be of little use against a skilled Jedi opponent. If Obi-Wan used the Force to pull him forward and skewer him with his lightsaber, his only relief would be to use his flamethrower, a tactic that would not return comparable damage.
5 would lose to: Mace Windu defeated Palpatine
Mace Windu was an unrivaled Jedi Master who single-handedly fought and defeated Emperor Palpatine (a feat that no other character, hero or villain alike, had accomplished at the time). He was tenacious enough to withstand Sidious’s concentrated Force Lightning, which would bring down several galleons in their augmented state during The Rise of Skywalker.
Furthermore, the man was an expert in the use of the Force, crushing General Grievous’ rib cage during the Battle of Coruscant without serious risk to him. Although Kenobi’s experience throughout the Clone Wars might allow him to persist against Windu for several minutes, it would not make up for his palpable disparity in strength.
4 could beat: Eeth Koth’s abilities are in short supply
Eeth Koth was an experienced Jedi and a valuable warrior in the Clone Wars. However, their abilities are meager when compared to Obi-Wan’s, seen through how they handled a nearly identical situation.
During his battle against Grievous, he was unable to defend himself from the MagnaGuards that hit him, as his lightsabers were blocked. Obi-wan was forced to deal with this situation (and did so successfully) on multiple occasions, underscoring his superiority in battle and strategizing situationally.
3 would lose to: Yoda has an immense advantage in the Force
Despite his wrinkled and diminutive appearance, Yoda’s incomparable prowess made him a qualified leader of the Jedi Council. He was able to defeat Dooku and completely humiliate Ventress in front of the clones, a character who made Kenobi suffer during his own skirmishes.
Furthermore, his fighting style and complexion are completely unrelated to anything his counterpart had encountered, bouncing around his opponent and forcing him to fight defensively. Amid Yoda’s immense advantages in the Force and in sword skill, Kenobi couldn’t thwart his attack if they were both destined to fight each other.
2 could beat: Obi-Wan could take advantage of Barris Offee’s lower combat experience
Barriss Offee was a traitor to the Jedi Council and a former ally of Ahsoka Tano. After Anakin discovered her betrayal and her intentions, he dueled her at the gates of the Jedi Temple. As skilled as he was, he was unable to defend himself against Skywalker’s overwhelming (and foreboding) aggression.
Considering that Kenobi was able to defeat Anakin after his victory over Offee (and even though his power had increased since then), it follows that he should dispatch the woman more effectively. Additionally, he could exploit her surroundings to his own advantage, as he did against Darth Maul and General Grievous, taking advantage of her comparatively inferior combat experience.
1 would lose to: Darth Vader canonically defeated him
Darth Vader was Obi-Wan Kenobi’s canonical assassin. However, some might argue that this was solely due to the Jedi’s weakened age (although the hero himself claimed that he had never been stronger).
Despite the mobility issues the Sith Lord may have due to his robotic body, his attunement to the force is unrivaled. It was powerful enough to sweep away gigantic elephants with little effort, and it possessed the ability to cut through many of Ben’s younger Jedi. Furthermore, Vader’s own body is powerful enough to break through steel and withstand the decapitation of limbs, making him a stronger and tougher warrior than his former mentor.