| Set in Chicago, the show follows the kid-friendly misadventures of two high-school friends who are always scheming and dreaming. Kenan, who works at a grocery store, constantly devises crazy plans to strike it rich, while orange-soda-loving buddy Kel is always dragged along for the ride despite his track record for messing things up. |
| Name | Character | Episodes |
|---|---|---|
| Ken Foree | Roger Rockmore | 62 |
| Kenan Thompson | Kenan Rockmore | 62 |
| Kel Mitchell | Kel Kimble | 62 |
| Vanessa Baden Kelly | Kyra Rockmore | 62 |
| Dan Frischman | Christopher "Chris" Potter | 62 |
| Teal Marchande | Sheryl Rockmore | 62 |
| Alexis Fields | Sharla Morrison | 14 |
| Nick Cannon | 3 | |
| Kim Fields | Miss Horn | 2 |
| Bill Bellamy | Bill Bellamy | 2 |
| Rondell Sheridan | Officer McWiggins | 2 |
| Hersha Parady | Principal Dimly | 2 |
| Paul Vogt | Waiter | 2 |
| Johnny Brown | Uncle Louie | 2 |
| Beth Dover | LeAnne | 2 |
| Linda Cardellini | Becky | 1 |
| Doug Jones | Head Waiter | 1 |
| Whitman Mayo | Uncle Raymond | 1 |
| Patricia Bethune | 1 | |
| Cassi Davis | Kitty | 1 |
| Joel McCrary | Steve | 1 |
| T.J. Thyne | Hysterical Man | 1 |
| Britney Spears | Britney Spears | 1 |
| Joyce Brothers | Dr. Joyce Brothers | 1 |
| Christopher Michael | Party Guest | 1 |
| Christopher Michael | Policeman #1 | 1 |
| David Alan Grier | David Alan Grier | 1 |
| Robert Costanzo | Mr. Maniaci | 1 |
| Eve Plumb | Teacher | 1 |
| The Lady of Rage | Yovanda | 1 |
| The Lady of Rage | Yovanda (archive footage) | 1 |
| Oliver Muirhead | Gavin the Waiter | 1 |
| Oliver Muirhead | Gavin the Waiter (archive footage) | 1 |
| Kevin West | Dave Stale | 1 |
| Devon Alan | Boy | 1 |
| Dan Schneider | Angus | 1 |
| Brian Robbins | Risotto | 1 |
| Cullen Douglas | Nervous Robber | 1 |
| Malachi Pearson | Pizza Boy #2 | 1 |
| Edward James Gage | Studio Guard | 1 |
| Margo Moorer | Martha | 1 |
| Chris Edgerly | Mothman | 1 |
| Chris Edgerly | Car Thief | 1 |
| Chris Edgerly | Messenger | 1 |
| Pamela Paulshock | Supermodel | 1 |
| Mike Grief | Tough Guy | 1 |
| John Walsh | America's Criminals Host | 1 |
| Julie Brown | Julie Brown | 1 |
| Bill Bellamy | Bill Bellamy (archive footage) | 1 |
| Ron Harper | Ron Harper | 1 |
| Scotty Cox | 1 | |
| Kurt Loder | Kurt Loder | 1 |
| Sean Patrick Murphy | Officer | 1 |
| Brian Peck | 1 | |
| Michael Edwards | Henry Luna | 1 |
| Hersha Parady | Principal Dimly (archive footage) | 1 |
| Sallie Glaner | Keeska's Mom | 1 |
| John Roarke | President | 1 |
| Ann Marie Lee | 1 | |
| Scott Anthony Leet | Mad Dog Murphy | 1 |
| Bill Lee Brown | Mr. Malone | 1 |
| Ben Bledsoe | Brad | 1 |
| Cheryl Carter | Betty | 1 |
| Maya Goodwin | Caitlin | 1 |
| Tim Powell | Delivery Dave | 1 |
| Tim Powell | 1 | |
| Floyd Levine | Nate | 1 |
| Floyd Levine | 1 | |
| David Pires | Macho Mike | 1 |
| Kevin Kopelow | Party Decorator | 1 |
| Kevin Kopelow | Paramedic #2 | 1 |
| Claudette Roche | Eleanor Plunkett | 1 |
| Adrian Neil | 1 | |
| Cindy Maranne | Mother | 1 |
| Allan Murray | Chauffeur | 1 |
| Jeff LeBeau | Cell Phone Man | 1 |
| Jeff LeBeau | 1 | |
| Alexis Fields | Sharla Morrison (archive footage) | 1 |
| Antoni Corone | Buck Savage | 1 |
| Chrystee Pharris | Rudy | 1 |