Let's Think Outside the Box! A Collection of Challenging Riddles for Kids
“Huh? The kids solved this problem faster than the adults!” That’s the magic of riddles—you can have those surprising experiences.
Adults tend to be bound by fixed ideas, while children tackle problems with flexible thinking, don’t they?
In this article, we’ll introduce challenging riddles for kids that parents and children can enjoy together.
They don’t just foster thinking and concentration—thanks to those eye-opening “Aha!” answers, they might boost your knowledge and spark of insight, too.
Try them for your own skill-building, or as a fun activity with family and friends!
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- [Trick Quiz] Quiz Questions That Excite Everyone from Kids to Adults
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- [Easy] Quizzes That Elementary School Students Can Solve! A Collection to Nurture Wisdom
- Interesting riddles: a collection of simple and fun questions
- A collection of challenging quizzes for adults [Difficult]
- Fun quizzes for elementary school kids: a collection of questions everyone can enjoy together
- Simple! A quiz for kids. Let’s develop their thinking skills!
- [Easy] Quiz for Middle School Students
- [Satisfying When Solved] Challenging Quizzes Recommended for Elementary School Students!
- Take on the challenge like a puzzle! A collection of logic quizzes that also work as brain teasers.
Let's Think Outside the Box! A Collection of Challenging Riddles for Kids (71–80)
Challenging riddles that both children and adults can enjoy

Try taking on the challenge with your family! Here are ideas for tricky riddles that both kids and adults can enjoy.
Sometimes kids are even better at riddles than adults, right? You might even end up being number one in your family.
For example, there’s a quiz like: “One day, a swallow had a fight.
Something was left behind.
What was it?” There are five riddles that will make you go “Ahh!” when you hear the answers, so give them a try in your spare time.
Challenging even for adults! Fun riddles that feel great to solve

These are riddles that include trick elements testing your mental flexibility, and they can feel challenging even for adults.
While it’s important to read the question carefully, focusing too much on the wording can limit your imagination and make it harder to notice the answer.
Try rephrasing words, picturing a scene, and shifting your perspective as you work your way toward the solution.
Notice the key points for finding the answer and the trick elements, and enjoy that refreshing feeling when everything clicks!
If you can solve it, you’re a genius! Super difficult riddles

This is a tricky riddle that tests flexible thinking and can feel difficult even for adults if you miss the hints.
It’s important to carefully observe the question text to find the clues, then expand your ideas from there by rephrasing and making associations.
The mixture of kanji can make the hints harder to spot, so try converting everything to hiragana or reading it out loud.
Experiment with things like where you break the sentence and your intonation—use various techniques to uncover the hints and the answer.
Let’s loosen up our thinking! A collection of tricky riddles for kids (81–90)
A super-tough riddle quiz that 90% can’t solve in time! Can you clear it in 30 seconds?

If you solved it in 30 seconds, that’s amazing! This riddle requires you to consider various things to reach the answer, so quick thinking is essential.
For the multiple-choice questions, you might even be able to guess correctly.
Each answer comes with a careful explanation, so I think it will be easy for children to understand as well.
[High-Level Riddles] 15 Questions! Riddles for Advanced Players!
![[High-Level Riddles] 15 Questions! Riddles for Advanced Players!](https://i.ytimg.com/vi/qaasrrekj2I/sddefault.jpg)
These are problems that test your flexibility of thinking.
The answers have quite a twist, and some are the kind that make you pause and think for a moment even when you get them right.
You may need the kind of inspiration that comes from not overthinking the questions and instead considering the shapes of the characters, swapping between kanji, katakana, and English.
I’d say these riddles are suitable for upper elementary school students and older.
[Advanced Riddles] A set of 14 tough questions!
![[Advanced Riddles] A set of 14 tough questions!](https://i.ytimg.com/vi/-Q9M6GuAuXk/sddefault.jpg)
This riddle video is packed with tough questions that require wit.
It’s challenging for beginners, but kids who are confident should definitely give it a try.
The intense, ominous background music makes you feel like you’re facing a boss battle in a video game.
The Contest of Riddles — Gotta Give It My All!

In this video, Nebaaru-kun gives riddles, and it seems like kids who enjoy character videos would love it.
That said, the questions weren’t something even adults could come up with right away…
It might be easy for children with flexible thinking, though.



