Characters
Setting
Lessons Milo Learned
Wordplay & Language
Plot & Conflict
100

Who is Milo?

This bored young boy discovers a magical tollbooth in his room and journeys through the Kingdom of Wisdom, learning the value of knowledge and curiosity. He is the main character and protagonist. 

100

Milo first enters this strange land through the tollbooth.

Kingdom of Wisdom

100

The importance of this is valuable.

Time

100

What is a “watchdog” that is part clock

Tock

100

What does Milo pass through to begin his journey?

Phantom Tollbooth

200

Who is Tock?

This “watchdog” with a large clock on his side accompanies Milo on his adventures, always reminding him to value time and use it wisely.

200

A city where people argue and fight over words

Dictionopolis

200

Curiosity helps overcome this feeling at the start of the story.

Boredom

200

What place causes people to do nothing and waste time?

Doldrums

200

What problem exists because Rhyme and Reason are missing?

What is confusion and imbalance in the kingdom

300

Who is the Humbug?

A talkative insect travels with Milo on his journey through the Kingdom of Wisdom, often giving unhelpful advice and representing ignorance and self-importance.

300

A marketplace where expectations are sold and traded

Market of Expectations

300

____ carefully before acting prevents this.

Thinking

300

What wordplay compares “weather” and “whether”

homophone pun

300

What must Milo help restore?

What is Rhyme and Reason?

400


This character, imprisoned for years in the Castle in the Air, is responsible for sending Milo on his quest to restore Rhyme and Reason and represents the idea that wisdom and logic have been unjustly separated.


Rhyme and Reason

400

A dangerous place filled with demons and illusions.

What is the Mountains of Ignorance

400

What do words and numbers both have that gives them importance?

Meaning

400

What is both an insect and a spelling competition?

spelling bee

400

Who enforces confusing rules and laws in the kingdoms?

Whether Men

500

This character is the ruler of Digitopolis, obsessed with numbers and calculations, who initially refuses to believe that words, ideas, and imagination have value equal to math and logic.

Mathemagician

500

he floating castle where important leaders are held captive.

Castle in the Air

500

What balance does Milo learn is important in life?

imagination and logic

500

What subject is heavily used in Digitopolis

Math

500

What quality does Milo need most to succeed in his quest?

curiosity and perseverance

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