100+ Brain-Teasing Math Riddles for Middle School to Unleash the Fun in Learning Math

Embark on an enriching mathematical journey alongside your middle school students with our thoughtfully curated collection of engaging math riddles. As educators and parents, you hold the key to captivating and inspiring young minds, and these clever brain teasers are your perfect toolkit. Specifically designed for middle school students, these math riddles offer more than mere entertainment; they serve as a dynamic instrument to inject excitement into your math classes or lessons.


Imagine the anticipation and curiosity that will fill the room as you present one of these captivating riddles to your eager learners at the start of a math session. It’s more than just having fun; it’s a chance to seamlessly blend enjoyment with education. As students grapple with these intellectually stimulating puzzles, they’ll naturally enhance their problem-solving abilities and hone their mathematical skills.

And here’s the best part – we’ve got you covered with the answers to these stimulating math riddles for middle school. No need to scramble for solutions or seek external help; the answers are right here. However, while the solutions are readily available, consider encouraging delayed gratification. Dive into the challenge, relish the journey, and let the satisfaction of solving each riddle serve as the ultimate reward. In your hands lies the opportunity to create a truly engaging and enlightening math experience for your students.

What you’ll find on this page:

The Cognitive Benefits of Solving Math Riddles

Engaging middle school students in the world of math riddles goes beyond mere entertainment – it offers a wealth of cognitive advantages. As students grapple with these intriguing challenges, they cultivate critical thinking skills that are essential for navigating complex problems. The process of deciphering riddles encourages them to analyze information, draw connections, and evaluate different possibilities. This analytical approach not only enhances their logical reasoning but also nurtures their ability to think critically and make informed decisions.


Furthermore, solving math riddles nurtures a growth mindset among students. When presented with a riddle that initially seems perplexing, they learn to embrace challenges and view them as opportunities for growth. Through perseverance and trial-and-error, students develop the confidence to tackle problems head-on, reinforcing the idea that intelligence and skill are developed through effort and dedication.

Incorporating Math Riddles into the Classroom

Teachers hold the key to transforming learning into an exciting adventure, and math riddles provide a powerful avenue to achieve that. By seamlessly integrating riddles into their lessons, educators can tap into students’ natural curiosity and captivate their attention. Riddles serve as a bridge between theoretical concepts and real-world application, showcasing the practical relevance of math. This not only fosters a positive attitude towards the subject but also motivates students to actively participate in their own learning journey.

Incorporating Math Riddles into the Classroom

Moreover, math riddles facilitate collaborative learning experiences. When students work together to unravel the mysteries of a riddle, they engage in discussions, share insights, and collectively brainstorm strategies. This collaborative approach not only deepens their understanding but also reinforces the importance of teamwork and communication – skills that are invaluable in both academic and real-life settings.

Tailoring math riddles to align with specific curriculum objectives enhances their educational value. Teachers can strategically select riddles that highlight the key concepts they are teaching, making the learning experience both enjoyable and educational. As students connect the dots between riddles and classroom lessons, they gain a deeper understanding of the subject matter and see mathematics as more than just a series of equations.

In essence, math riddles are a versatile tool that enriches the learning process. They fuel curiosity, foster critical thinking, and create a dynamic learning atmosphere that resonates with middle school students. By harnessing the power of math riddles, educators can inspire a lifelong love for learning and lay the foundation for academic success.

100 Math Riddles For Middle School

Dive into the world of these intriguing math riddles. Incorporate them into your lessons or share them with your children. These captivating puzzles are sure to capture their interest and nurture the essential skill of problem-solving.

100 Math Riddles For Middle School
1. How do you go from 98 to 720 using just one letter? Add an “x” between “ninety” and “eight”.       Ninety x Eight = 720
2. A merchant can place 8 large boxes or 10 small boxes into a carton for shipping. In one shipment, he sent a total of 96 boxes. If there are more large boxes than small boxes, how many cartons did he ship?   11 cartons total
   7 large boxes (7 * 8 = 56 boxes)
   4 small boxes (4 * 10 = 40 boxes)
   11 total cartons and 96 boxes
3. Can you write down eight eights so that they add up to one thousand?   888 + 88 + 8 + 8 + 8 = 1000
4.  If two’s company and three’s a crowd, what are four and five?    9
5. Which weighs more- 16 one-ounce or 2 half-pound bars of chocolate?   Neither, they weigh the same.
6. A duck was given $9, a spider was given $36, and a bee was given $27. Based on this information, how much money would be given to a cat?   $18 ($4.50 per leg)
7. How do you make the number 7 even without addition, subtraction, multiplication, or division?   Drop the “S”
8. A family has five sons, and each of them has a sister. How many kids does a family have in total?


The family has six kids – five sons have one common sister.
9. X is an odd number. Take an alphabet away from X and it becomes even. Which is that number?Seven (Seven – S = Even)
10. Write down the next number in the pattern: 2, 3, 5, 8, 13…21
11. When my dad was 31, I was just 8 years old. Now his age is twice as old as my age. What is my present age?When you calculate the difference between the ages, you can see that it is 23 years. So you must be 23 years old now.
12. What number do you get when you multiply all of the numbers on a telephone’s number pad?Zero, because any number multiplied by 0 will always equal 0.
13. If there are 4 apples and you take away 3, how many do you have?You took 3 apples so obviously you have 3.
14. How is the moon like a dollar?They both have 4 quarters.
15. What did the acorn say when he grew up?Geometry (Gee, I’m a tree!)
16. I add five to nine and get two. The answer is correct but how?When it is 9 am, add 5 hours to it and you will get 2 pm.
17. Two fathers and two sons go fishing. Each of them catches one fish. So why do they bring home only three fish?Because the fishing group comprises a grandfather, his son, and his son’s son – hence just three people.
18. When my father was 31 I was 8. Now he is twice as old as me. How old am I?I must be 23 if my father is twice as old as me.
19. A bird’s head is 9cm long. Its tail is equal to the size of its head plus half of the size of its body. Its body is the size of its head plus its tail. What is the length of the bird?72 cm
20. Can you add the number of sides from a triangle, a pentagon, and a hexagon? How many sides are there in total?14
21. Three times what number is no larger than two times that same number?0
22. What geometric figure is like a lost parrot?A polygon!
23.  If you add six to nine, you get three. And the answer is correct, but how?3 PM
24. I am a number, but when you add the letter G to me, I go away. What number am I?Add G, and it becomes GONE.
25. If a rooster laid 13 eggs and the farmer took eight of them and then another rooster laid 12 eggs and four of them were rotten, how many of the eggs were left?Roosters don’t lay eggs!
26. What can you put between 7 and 8 to get a result bigger than 7, but not quite as high as 8?A decimal point is the answer. Your score would be 7.8, which is in the middle of the range of 7 to 8.
27. There is a three-digit number. The second is four times as big as the third number, while the first is three less than the second digit. What is the number?141
28. If Radha is the 50th fastest and slowest runner in her school, how many students are there in her school?99 students
29. A barrel of water weighs 20 pounds. What must you add to it to make it weigh 12 pounds?Holes
30. The ages of a father and son add up to 66. The father’s age is the son’s age reversed. How old could they be?There are three possible solutions for this: the father-son duo could be 51 and 15 years old, 42 and 24 years old, or 60 and 06 years old
31. Sam is 14 years old, and Britta is half of her age. Now Sam is 34 years old. How old is Britta?27 years old
32. I’m a number you can find by adding the number of sides of a triangle.3
33. Turn me on my side and I am everything. Cut me in half and I am nothing. What am I?The number 8.
34. Edward is as old as Benjamin used to be when Edward was as old as Benjamin is now. Benjamin is 36. How old is Edward?48
35. If seven people meet each other and each shakes hands only once with each of the others, how many handshakes will there have been?21
36. You ran a race and passed the person in second place. What place would you be in now?You would be in second place because you passed the person in second place!
37. Why did the two 4’s skip lunch?They already 8!
38. I am four times as old as my daughter. In 20 years’ time, I shall be twice as old as her. How old are we now?I am 40 and my daughter is 10.
39. What digit is the most frequent between the numbers 1 and 1,000 (inclusive)? To solve this riddle you don’t want to manually do all of the math but rather try to figure out a pattern.The most common digit is 1.
40. Peter owns a pet store. He puts one canary per cage but has one bird too many. If he puts two canaries in each cage, he has one cage too many. How many cages and canaries does he have?Peter has 3 cages and 4 canaries
41. What can you put in between 7 and 8 which makes it more than 7 but less than 8?A decimal point
42. A small number of cards has been lost from a complete pack. If I deal among four people, three cards remain. If I deal among three people, two remain and if I deal among five people, two cards remain. How many cards are there?There are 47 cards.
43. If 7 is transformed into 13 and 11 is changed to 21 then what does 16 become?31, because I multiplied the number by 2 and subtracted one.
44. How much dirt is there in a hole that is 3.45m by 6.21m? Hint: You don’t need a calculator.None, it’s a hole!
45. A phone and case cost $110 in total. The price of the phone is $100 more than the case. How much is the phone?$105
46. An empty bus pulls up to a stop, and 10 people get on. At the next stop, five people get off, and twice as many people get on as at the first stop. At the third stop, 25 get off. How many people are on the bus?one – the driver
47. During what month do people sleep the least?February – it has the fewest days
48. I bought four things at the store costing $1.24, $2.21, $3, and $4.21. Will $10 be enough?No, the total comes to $10.66.
49. I’m having a party and want to order pizza. Each pizza has 8 slices, and I’ll invite 22 people to my party. Each person will probably eat 3 slices. How many pizzas should I order? 9 pizzas to be safe. You will have a few leftovers, though.
50. In a class, there are 12 kids. 6 kids are wearing socks, 4 are wearing shoes, and 3 are wearing both. How many have bare feet?5 have bare feet
51. If a soccer game ends with a score of 2-0, what is the ratio of goals scored?0.5
52. What three positive numbers give the same answer when multiplied and added together?1, 2, and 3 (1 * 2 * 3 = 1 + 2 + 3)
53. If you have a rectangular garden that is 8 meters long and 5 meters wide, what is its perimeter?26 meters
54. A bakery sells cupcakes in packs of 4. If you buy 3 packs, how many cupcakes do you have?12 cupcakes
55. Solve for x: 2x + 5 = 17x = 6
56. If a toy train travels 60 centimeters in 4 seconds, what is its speed in centimeters per second?15 cm/s
57. What is the area of a triangle with a base of 10 units and a height of 8 units?40 square units
58. If the interior angles of a triangle are 40°, 60°, and 80°, is the triangle acute, obtuse, or right-angled?Obtuse
59.  If a pizza is divided into 8 equal slices, what fraction of the pizza is each slice?1/8
60. If a number is increased by 20% and then decreased by 10%, what is the net change in percentage?8% increase
61. A rectangular prism has a length of 6 cm, a width of 4 cm, and a height of 3 cm. What is its volume?72 cubic cm
62. What is the least common multiple (LCM) of 6 and 9?18
63. If the scale factor of two similar triangles is 1/3, and the smaller triangle’s height is 12 cm, what is the height of the larger triangle?36 cm
64. What is the median of the following data set: 5, 8, 12, 15, 20, 22?15
65. What is the mode of the following data set: 7, 3, 8, 7, 2, 7, 9, 5?7
66. If the circumference of a circle is 36π cm, what is its diameter?12 cm
67. What is the value of 3² + 4²?25
68. If a box contains 30 red balls, 20 blue balls, and 10 green balls, what is the probability of drawing a blue ball?20/60 or 1/3
69. If a rectangle has a length of 9 units and an area of 45 square units, what is its width?5 units
70. If a train travels 400 km in 5 hours, what is its average speed in kilometers per hour?80 km/h
71. What is the perimeter of a regular hexagon with a side length of 7 cm?42 cm
72. Solve for x: 3x – 7 = 2x + 10x = 17
73. If an angle measures 110°, what is its supplementary angle?70°
74. If a recipe calls for 3/4 cup of flour and you want to make a double batch, how much flour do you need? 1.5 cups
75. If a bag contains 12 red marbles and 8 blue marbles, what is the probability of drawing a red marble?12/20 or 3/5
76. If the hypotenuse of a right triangle is 10 units and one leg is 6 units, what is the length of the other leg?8 units
77. What is the value of 2⁴ + 3³?32 + 27 = 59
78. If a rectangle has a length of 15 units and a width of 8 units, what is its perimeter? 46 units
79. If the area of a square is 36 square units, what is the length of its side?6 units
80. Solve for x: 5(x – 3) = 20x = 7
81. If a triangle has side lengths of 9 cm, 12 cm, and 15 cm, is it a right triangle?Yes, it satisfies the Pythagorean theorem.
82. What is the sum of the interior angles of a hexagon?720°
83. If a number is increased by 25% and then decreased by 20%, what is the net change in percentage?4% increase
84. A cylindrical container has a radius of 5 cm and a height of 10 cm. What is its volume?250π cubic cm
85.  If a polygon has 10 sides, what is its name?Decagon
86. What is the value of (4 + 5)²?81
87.  If the sum of the angles in a triangle is 180°, what is the sum of the angles in a quadrilateral?360°
88. If a square has a diagonal of 10 units, what is the length of each side? 5√2 units
89. What is the reciprocal of 3/5?5/3
90. If a rectangle has a length of 18 units and a width of 5 units, what is its area?90 square units
91. Solve for x: 2(x + 4) = 3x – 6x = 14
92. If a cylinder has a volume of 1000 cubic cm and a radius of 5 cm, what is its height?40 cm
93. If a parallelogram has a base of 12 units and a height of 8 units, what is its area?96 square units
94. What is the value of 9² – 7²?32
95. If a number is multiplied by 2 and then divided by 3, what is the net change in value?2/3 of the original value
96. A rectangle has a length that is 4 units more than its width. If its perimeter is 24 units, what are its dimensions?Length = 10 units, Width = 6 units
97. If an angle measures 30°, what is its complementary angle?60°
98.  If a cube has an edge length of 3 units, what is its volume?27 cubic units
99. Solve for x: 7x + 3 = 4x + 12x = 1
100. If a circle has a radius of 8 cm, what is its circumference?16π cm

Feel free to use these riddles to challenge and entertain middle school students!

More Math Riddles

Watch the video to access an expanded collection of math riddles, each thoughtfully visualized for enhanced comprehension. Following each riddle, you’ll find its corresponding answer, providing a comprehensive learning experience.

Dive into the video and engage in a self-training session. While these riddles might appear deceptively simple at the outset, they often catch many off-guard. Ready to put your logic skills to the test?

Demonstrate your prowess in solving these riddles and seize the opportunity to challenge your math teacher! Prepare to be confounded as these 18 math riddles are designed to test your mettle and may even leave your math teacher stumped.

Useful Resources


Math riddles for middle school not only make learning math an enjoyable experience but also cultivate essential skills that students can carry with them throughout their academic journey and beyond. By encouraging creative problem-solving and critical thinking, these riddles pave the way for a deeper appreciation of mathematics. So, challenge yourself with these intriguing riddles and embark on a journey of mathematical discovery!

Simona Johnes

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