Under the Boardwalk: The Monopoly Story shows how the classic board game has become a worldwide cultural phenomenon and follows the colorful players who come together to compete for the coveted title of Monopoly World Champion.
| Actor | Role |
|---|---|
 Zachary LeviNarrator (voice) | Narrator (voice) |
| PPhilip OrbanesSelf | Self |
| KKen KourySelf | Self |
| MMatthew McNallySelf | Self |
| RRichard MarinaccioSelf | Self |
| TTim VandenbergSelf | Self |
| DDomenic MurgoSelf | Self |
| DDale CrabtreeSelf | Self |
 Hank AzariaSelf | Self |
 Samuel L. JacksonElmo McElroy (archive footage) | Elmo McElroy (archive footage) |
 Anne ArcherDr. Cathy Ryan (archive footage) | Dr. Cathy Ryan (archive footage) |
 Harrison FordJack Ryan (archive footage) | Jack Ryan (archive footage) |