Tells the story of a bored young boy named Milo who unexpectedly receives a magic tollbooth one afternoon and, having nothing better to do, decides to drive through it in his toy car. The tollbooth transports him to a land called the Kingdom of Wisdom. There he acquires two faithful companions, has many adventures, and goes on a quest to rescue the princesses of the kingdom—Princess Rhyme and Princess Reason—from the castle in the air.
Directed by: Donald Cleland
Cast
| Character | Played by |
|---|---|
| Milo | Caleb Rust |
| Tock | Larry Jensen |
| Humbug | Hannah Wilson |
| Azaz the Unabridged | Caleb Inman |
| Mathemagician | Robert Cartusciello |
| Princess Pure Reason | Hallie Bartell |
| Princess Sweet Rhyme | Molly Benjamin |
| Duke of Definition & Kakafouous A. Dischord | Billy Benjamin |
| Lethargarian, a Page & The Awful Dynne | Isaac Ellingson |
| The Weatherman, Gatekleeper & the Dodecahedron | Isaiah Espinosa |
| The Understudy of Understanding & a Numbers Miner | Bronwyn Grover |
| The Count of Connotation & a Numbers Miner | Zachary Inman |
| The Minister of Meaning & a Numbers Miner | Rachel Jensen |
| Lethargarian & The Senses Taker | Aislinn Nelson |
| Lethargarian & Spelling Bee | Audrey Opager |
| Lethargarian, Word Merchant & The Everpresent Wordsnatcher | Katie Rice |
| Lethargarian, Word Merchant & The Terrible Trivium | Elizabeth Solheim |
| Lethargarian, Word Merchant & Demon of Insincerity | Hannah Solheim |
| The Earl of Essence & a Numbers Miner | Shalkar Wilkins |