Louis is the playground supervisor at Wayside School who cleans the yard and handles odd jobs like delivering packages. He functions as a trusted adult to many of the students, listening to their problems and offering steady advice. He approaches the bizarre situations at the school with a straightforward, logical mindset that contrasts with the chaos around him.

Mrs. Jewls is the incredibly kind teacher on the 30th floor of Wayside School. She supports her students' eccentric behavior and permits bizarre classroom activities that celebrate their individuality. Though well-meaning, she occasionally dispenses completely arbitrary punishments or engages in strange instructional methods.

Benjamin is a timid new student in Mrs. Jewls's class who struggles to correct his teacher when she introduces him under the wrong name. His lack of self-confidence causes him to answer to the alias for much of his time at school. He slowly works up the courage to assert his individuality and declare his true identity.

Allison is a student in Mrs. Jewls's class who dislikes the chaos of her peers and prefers the quiet of the stairs before school. She sometimes feels invisible to her classmates and alienated from their antics. When she stumbles into a highly rigid alternative classroom, she discovers a new appreciation for her original friends.

Mrs. Gorf is the notoriously cruel former teacher of the class on the 30th floor. She has a lingering, terrifying reputation among the students, who frequently believe they see her supernatural presence lurking around the school grounds.

Mrs. Zarves is the teacher of the non-existent 19th floor of Wayside School. She assigns meaningless, impossible busy work to the captive students in her classroom, maintaining strict order to distract them from their situation.

Mr. Kidswatter is the volatile, angry principal of Wayside School. He enforces discipline and conducts furious interrogations over minor infractions, embodying the students' worst fears about school leadership.

Todd is a remarkably well-behaved student in Mrs. Jewls's class. Despite his excellent intentions, he constantly finds his name on the discipline list and is sent home early on the kindergarten bus for disruptions caused by others.

Joy is a mischievous, opportunistic student in Mrs. Jewls's class. She frequently steals items from her classmates, manipulates situations to her advantage, and tries to profit from her peers' good fortune.

Maurecia is a generous and somewhat naive student who gets her lunch stolen by a close friend. She discovers a paper bag full of money and insists on doing the right thing by turning it into the lost and found.

Mr. Finch is a man who loses his life savings in a paper bag. He plans to use the money to pursue his lifelong dream of opening an ice cream parlor and gratefully rewards the student who returns it to him.

Dameon is a helpful student who distributes papers for Mrs. Jewls's room. He harbors a massive crush on his teacher and attempts to disguise his feelings by pulling a harsh prank involving a dead rat.

Myron is a student who chafes at the restrictive rules of the classroom. He seeks ultimate freedom by venturing into the dreaded basement, earning the right to ignore classroom conventions completely.

Mac is a highly distractible boy who frequently derails lessons with irrelevant stories about giant watermelons and missing socks. He complains bitterly about the amount of homework Mrs. Jewls assigns, seemingly unaware that his interruptions cause it.

Paul is a boy in Mrs. Jewls's class who struggles with a constant temptation to pull his classmate's pigtails. His obsession leads to a dangerous accident when he leans out a high window.

Leslie is a girl with long pigtails who strongly dislikes having them pulled. She overcomes her disgust to perform a dramatic rescue when a classmate falls out the window.

Bebe is a student who hands in homework covered in rude insults. She deflects the blame by claiming her younger brother writes the terrible messages to get her in trouble, successfully earning extra grades and candy out of pity.

Ray is Bebe's younger brother. Though initially presented as a convenient fiction to explain away bad behavior, he eventually surfaces as a captive student in a highly restrictive alternative classroom.

Bob is a hobo who rides trains, eats mulligan stew, and avoids baths. He visits Mrs. Jewls's classroom to advocate for a sockless lifestyle, convinced that wearing socks decreases human intelligence.

Sharie is a student who brings an unusual adult guest to the classroom for show-and-tell. She embraces the absurdities of life and feels entirely comfortable presenting a transient man to her peers.

Ron is a brave student who risks eating the cafeteria's mysterious Mushroom Surprise when he forgets his lunch. The meal causes terrifying physical reactions and compels him to perform actions he instantly forgets.

Deedee is a student who panics when she believes she sees a terrifying former teacher on the playground. She seeks reassurance from adults but remains deeply unsettled by the supernatural signs left behind.

D.J. is an ordinarily cheerful student who becomes deeply upset upon losing his great-grandfather's watch. Rather than worrying about punishment, he primarily fears that a bird might choke on the lost item.

Kathy is a consistently negative student who dislikes cheerful people. She gleefully tries to make her sad classmate feel worse about losing a watch, only to inadvertently cure his distress.

Jason is a student with an unconscious habit of chewing on pencils. His teacher addresses the issue by employing a drastic physical intervention that renders him completely silent.

Dana is a highly emotional student who laughs and cries uncontrollably during classroom stories. She worries deeply about her strong feelings until her teacher reassures her that they are a gift rather than a flaw.

John is a student who mercilessly teases a classmate for her emotional reactions to stories. Later, he inadvertently partakes in creating a terrifying culinary sculpture in the cafeteria.

Mrs. Franklin is a temporary substitute teacher who is easily convinced by a classroom-wide prank that every student shares the exact same name. She proves to be a highly effective educator despite the ridiculous circumstances.

Rhondi is a student who worries she will lose her cuteness when her two front teeth finally grow in. She seriously considers having a school bully punch them out to maintain her social standing.

Terrance is a bullying student known for intimidating others and stealing playground balls. He is completely surprised when a much smaller classmate approaches him and trades elaborate, rhyming insults.

Joe is a student who inadvertently sculpts a terrifying face out of Miss Mush's potato salad, accidentally bringing a sinister former teacher's visage to life on his lunch tray.

Stephen is a boy who wears a stifling suit and tie, believing the restrictive clothing makes him look important. He nearly chokes himself trying to impress his peers before learning a lesson about self-worth.

Mrs. Waloosh is a flamboyant dance instructor with a distinct accent. She teaches the students a chaotic, highly physical version of the tango that more closely resembles a violent wrestling match.

Virginia is a student who looks entirely like an adult, having been trapped in a restrictive classroom on the non-existent 19th floor for decades. She cheerfully accepts her endless, meaningless assignments.

Mark is the actual student meant to bear this specific name. He is trapped in a restrictive classroom on the 19th floor, theorizing that the environment is actually hell, before eventually resurfacing in the main school.