The book isn't known for being particularly funny (other than some of its more laughable plot elements and the {{Narm}} which crops up, but some moments do stand out:
* After Han's [[WhatTheHellHero rather questionable decision]] to use [[MindControlDevice the Gun of Command]] on Leia and kidnap her off to Dathomir for the titular courtship, he stows her paralyzed body in [[CallBack the smuggling hold]]. When the ray wears off and she starts banging on the panels to be let out, who should find her but Threepio... which leads to this exchange.
-->'''Threepio:''' Mistress Leia! Whatever are you doing down there?\\
'''Leia:''' [[DeadpanSnarker I've come to kill Han, and this was the only way I could get on board.]]
* Later, Han enlists Threepio's help in courting Leia by... having the droid sing a song for her, [[CelebrityImpersonator in the style and voiceprint]] of a famous galactic singer ([[RefugeInAudacity complete with backup singers who all sound like Leia]]). Later still, on Dathomir, Leia [[EarWorm finds herself humming]] an unfamiliar tune, then realizes it's this song: ''"What a man, Solo!"'' and makes a comment about breaking Threepio when they get out of there.
* Luke faces a Dathomir witch who is using telekinetic attacks similar to Darth Vader's to bombard him with debris. Shortly before [[TapOnTheHead getting slugged in the head]] by a heavy object, Luke dryly notes that Vader wasn't ''this'' good at such attacks.
* Prince Isolder, separated from Luke, faces another Witch, who approaches him offering a length of rope in her hand. Thinking this might be a local greeting, and not wanting to take offense, Isolder takes the offered rope... which promptly, through the Witch's use of the Force, ties him up. Turns out, [[LostInTranslation she was asking his consent to be enslaved, which he mistakenly accepted.]] Given how Luke's attempt at fighting instead went, it likely wouldn't have made a difference.
* Isolder sees Luke floating while trying to enact their escape, or at least ascertain the surrounding area, and thinks that this must be how his family gained the name 'Skywalker'.
* Han is tortured by a Dark Side witch, who, amongst other injuries inflicted on Han, uses the Force to [[TheToothHurts shatter one of his teeth]]. [[NightmareFuel Which wouldn't be funny at all]], except for the SmoochOfVictory Leia smacks on Han after they rescue him a few scenes later, leading to a most undignified (and muffled) scream of pain.
* Han is desperate to avoid more bodily harm, so he tries to distract Gethzarion by asking if she'll do anything to his teeth. When she does the aforementioned tooth explosions, Han curses himself for giving her fun ideas.
* Luke discovers that Yoda was quite the charmer in his day, and evidently got along ''great'' with the Witches of Dathomir (he gets called an "old flirt" by one who knew him). Old guy must have been much wilder in his youth.
* TheReveal of why Zsinj wants Han's head: after blowing up his Super Star Destroyer, Han called Zsinj--who is at this point powerful enough to rival the remnants of the Empire on his own--to gloat about it, and told him to "Kiss my Wookiee!" As if this wasn't enough, Han clearly thinks he's in for a tongue-lashing from the group, given Zsinj's forces have spent several days trying to kill them--but Leia and Isolder find it hilarious, and admit they wish they'd been there.