[Advanced Level] Difficult Riddles for Elementary School Students
Riddles that require flexible thinking and free imagination—key to solving them—are one of the types of quizzes popular with children.
There are times when you might want to try not only easy ones but also high-difficulty riddles.
So in this article, we’ve carefully picked out a collection of advanced-level riddles for elementary school students.
We’ll introduce a wide range—from school- and study-themed riddles to ones you can enjoy together with adults.
Give these challenging riddles a try to deepen your knowledge and connect them to learning.
- Let's Think Outside the Box! A Collection of Challenging Riddles for Kids
- [Satisfying When Solved] Challenging Quizzes Recommended for Elementary School Students!
- Easy Riddles for Elementary School Students
- [Brain Training] Difficult Riddles That Even Adults Struggle With
- A collection of challenging quizzes for adults [Difficult]
- [For Elementary School Students] Recommended Riddle Collection
- [Hard] Riddles for junior high school students
- [Trick Quiz] Quiz Questions That Excite Everyone from Kids to Adults
- [For Elementary School Students] Cipher Quiz: Fun Puzzle Riddles
- Recommended riddles for elementary school students. A collection of kid-friendly riddles.
- Fun quizzes for elementary school kids: a collection of questions everyone can enjoy together
- [Interesting] Compilation of Doraemon quiz questions
- Quiz for elementary school students: Easy! Fun! Question collection
[Advanced] Difficult Riddles for Elementary School Students (11–20)
Tricky riddles

This video features not only riddles, but also plenty of spot-the-difference and logic/deduction challenges.
It’s perfect for those who are tired of standard riddles, and an ideal video for advanced riddle-solvers looking to challenge themselves in a different direction.
Annoying riddles

There are 15 questions that might unintentionally irritate you.
They’re a collection of slightly tricky problems.
If you read the questions carefully and think them through, you’ll get them, but if you answer normally, you’ll likely make mistakes and get annoyed (lol).
The time limit is 30 seconds.
Today is Monday. Tomorrow is Tuesday. What day is the day after tomorrow?
@20ennochoco Share voiceVoice LibraryFountain pen
♬ Slow and comical BGM(1083863) – Blanket
When trying to answer this question, wouldn’t most people say, “You’re supposed to answer Wednesday, but the trick is that the answer is Thursday!”? That’s what common sense suggests, right? In fact, if a small child answered that way, I’d be tempted to mark it correct—they’re being clever.
However, the answer is actually neither Wednesday nor Thursday.
The key to finding the answer is to focus on the word “asatte” in the problem statement.
Look closely: while “today” and “tomorrow” are written in kanji, “asatte” is written in hiragana… What does that imply?
Pokémon Riddles

An ultra-difficult quiz themed around Pokémon characters.
It covers a wide range—from familiar Pokémon popular with children like Pikachu and Eevee to more obscure species—and they’re all quite challenging.
Some are trick questions where reading the prompt at face value makes it hard to reach the answer, so flashes of insight and creative thinking are essential.
Taking on the quiz can cultivate creativity and powers of observation, and it can also be a chance to deepen parent–child communication.
Try this ultra-difficult Pokémon quiz that lets everyone train their brains while having fun together.
Kanji Riddles

Kanji riddles are a wonderful game that stimulate children’s minds and awaken their intellectual curiosity.
Because they also demand clever puns and skillful wording, they help cultivate not only reading comprehension but creativity as well.
Number-hiding kanji puzzles are like a treasure hunt.
The fun of racking your brain and the sense of achievement when you arrive at the answer build confidence.
Working on them together as parent and child also deepens communication.
Even when you face tough problems, it’s important to keep trying without giving up.
They also heighten interest in kanji, so there’s no doubt they’re useful for learning.
A collection of challenging riddles that both children and adults can enjoy

This is a collection of challenging problems that both children and adults can enjoy together.
Every question makes you realize that it doesn’t matter whether you’re an adult or a child—the key is whether the idea occurs to you, and how quickly you can shift your perspective.
It might even be fun to compete to see whether adults or children can solve more.
[Advanced] Difficult Riddles for Elementary School Students (21–30)
A riddle that calls for free-thinking

This is a riddle video that requires free thinking to reach the answer.
Even though it may feel quite difficult, the answers might be so simple that it could be a bit frustrating.
The riddles are easy enough for elementary school students, so try competing with adults to see who’s more flexible-minded.


