Setting

While the exact date is not specified, The Phantom Tollbooth appears to be set in a relatively contemporary time period, likely the mid-20th century when it was written. The story begins in an unnamed city where the protagonist Milo lives, depicted as a mundane urban environment that bores him. This real-world setting quickly gives way to the fantastical realm beyond the phantom tollbooth.

The bulk of the novel takes place in the Lands Beyond, a whimsical fantasy world divided into several distinct regions. The two main areas are the feuding kingdoms of Dictionopolis, ruled by King Azaz and focused on words and language, and Digitopolis, ruled by the Mathemagician and centered on numbers and calculations. Other notable locations include the Doldrums, the Sea of Knowledge, the Mountains of Ignorance, and the Castle in the Air.

Within these broader regions, Milo encounters many quirky settings that bring abstract concepts to life. These include the Word Market in Dictionopolis where words are bought and sold, the Numbers Mine in Digitopolis where mathematical gems are excavated, and the Island of Conclusions, which can only be reached by jumping. The diverse and imaginative locales allow the author to explore ideas related to education, wisdom, and intellectual growth through allegory and wordplay.

Characters

• Milo: The bored young protagonist who receives the magical tollbooth. Through his journey, Milo learns to appreciate learning and find wonder in the world around him. 

• Tock: A talking watchdog who becomes Milo's loyal companion. Tock is wise, brave, and keeps Milo on track during their adventures. He represents the importance of using one's time wisely.

• The Humbug: A pompous insect who reluctantly joins Milo's quest. The Humbug often makes grand claims but rarely follows through, representing empty words and pretentiousness.

• King Azaz the Unabridged: The ruler of Dictionopolis, who loves words and language. He tasks Milo with rescuing Rhyme and Reason.

• The Mathemagician: King Azaz's brother and the ruler of Digitopolis, who is obsessed with numbers and calculations. He initially opposes Milo's mission but eventually gives his blessing.

• Princess Rhyme and Princess Reason: The banished princesses whose absence has led to chaos in the Kingdom of Wisdom. Their rescue is Milo's main quest.

• The Terrible Trivium: A well-dressed demon who tries to distract Milo with pointless tasks. He represents procrastination and time-wasting activities.

• Alec Bings: A boy who floats in the air and sees through things. He grows down instead of up.

• The Dodecahedron: A 12-faced creature from Digitopolis who helps guide Milo.

• Officer Shrift: The very short police officer in Dictionopolis who arrests Milo. He acts as judge and jailer as well.

• The Whether Man: A confusing character with the habit of speaking in circles, whom Milo meets early in his journey.  

• Chroma the Great: The conductor whose orchestra creates all the colors in the world. 

Quick facts

• Author Norton Juster originally received a grant to write a children's book about cities but ended up writing The Phantom Tollbooth instead.

• The character of Tock was inspired by a sidekick named Jim from the radio serial Jack Armstrong, the All-American Boy.

• Illustrator Jules Feiffer initially didn't want to include a map in the book, but Juster insisted and sketched one himself for Feiffer to recreate.

• The numbers in the Mathemagician's letter to King Azaz were not intended to be a code, despite many readers trying to decipher them.

• As a child, Juster had synesthesia, a neurological condition affecting one’s sensory perceptions, which influenced some of the word associations in the book.

• The Phantom Tollbooth was adapted into an animated film in 1970, which Juster disliked and called “drivel."

• The Phantom Tollbooth has been translated into many languages, including Chinese, Russian, and three different Spanish editions.

• More than three million copies of the book have been sold in the US alone since its publication in 1961.

• A 50th-anniversary edition was published in 2011, featuring endorsements by  Maurice Sendak, Michael Chabon, and Philip Pullman.

• In 2012, The Phantom Tollbooth was ranked #21 among all-time children's novels in a survey by School Library Journal.

About the Author

Norton Juster (1929-2021) was a noted academic, architect, and writer. He is best known for his contributions to children's literature, particularly his beloved novel, The Phantom Tollbooth. Published in 1961, the book’s unique blend of wordplay, mathematical concepts, and imaginative storytelling continue to captivate readers of all ages.

Born and raised in Brooklyn, New York, Juster spent most of his adult life in Amherst, Massachusetts. Although devoted to writing, his primary career was in architecture. He served as a professor of architecture and environmental design at Hampshire College for more than two decades and co-founded an architectural firm. This dual passion for design and literature is evident in his works, which often incorporate spatial and mathematical concepts in creative ways.

Juster wrote several other acclaimed children's books, including The Dot and the Line, which was adapted into an Academy Award-winning animated film, and The Hello, Goodbye Window, which won a Caldecott Medal in 2006. Throughout his life, Juster maintained a sense of humor and whimsy in everyday encounters, from creating fictional societies during his time in the Navy to playing pranks on his friends, as well as in his imaginative writing. He lived to the age of 91.