• Q: What’s the irony of a pessimist’s favorite song?
  A: “Always Look on the Bright Side of Life.”
• Q: Why did the ironist bring an umbrella to the desert?
  A: In hopes of some dry humor.
• Q: What’s ironic about a bookstore getting robbed?
  A: The thieves were caught by the plot.
• Q: Why did the irony teacher get an award?
  A: For not teaching.
• Q: What’s ironic about a clock that’s always right?
  A: It’s never wrong.
• Q: Why did the fireman get fired?
  A: He was too hot to handle.
• Q: What’s ironic about a weight loss program that gains popularity?
  A: It’s heavy on the participants.
• Q: Why did the grammar teacher misspell ‘irony’ in the lesson?
  A: To illustrate the point.
• Q: What’s ironic about a vegan’s favorite meat?
  A: It’s a plant-based burger.
• Q: Why did the magician fail at an irony-themed show?
  A: His tricks were too expected.
• Q: What’s ironic about a procrastinator’s favorite day?
  A: Tomorrow.
• Q: Why did the tree write an ironic poem?
  A: It wanted to branch out.
• Q: What’s ironic about a zoo’s ‘quiet hour’ sign?
  A: The noise it creates when people read it.
• Q: Why did the astronaut bring a space heater to the sun?
  A: For a cold day.
• Q: What’s ironic about a fisherman who can’t swim?
  A: He’s hooked on danger.
• Q: Why did the owl attend the day school?
  A: To learn how to be a night owl.
• Q: What’s ironic about a scarecrow that’s afraid of birds?
  A: It’s doing the job too well.
• Q: Why did the comedian refuse to laugh?
  A: He found the joke too humorous.
• Q: What’s ironic about a pilot who’s afraid of heights?
  A: He’s always grounded.
• Q: Why did the detective keep losing his cases?
  A: He always followed the wrong leads.

• What is the irony of a claustrophobic astronaut?
  Answer: Feeling trapped in outer space.
• Why did the grammar teacher get arrested?
  Answer: For using a run-on sentence.
• What’s the irony of a bookstore that doesn’t sell books?
  Answer: It’s a cover store.
• Why did the scarecrow win an award?
  Answer: Because he was outstanding in his field.
• What’s ironic about a fire station burning down?
  Answer: It couldn’t save itself.
• Why did the banker go broke?
  Answer: He lost interest.
• What’s ironic about a gym that’s always empty?
  Answer: It’s out of shape.
• Why did the tree go to school?
  Answer: To get more “bark” on its education.
• What’s the irony of a locksmith getting locked out?
  Answer: He couldn’t find the right key.
• Why did the math book look sad?
  Answer: Because it had too many problems.
• What’s ironic about a vegetarian eating a plant-based burger?
  Answer: It’s still eating plants.
• Why did the baker get promoted?
  Answer: He kneaded the dough.
• What’s the irony of a sleepwalking therapist?
  Answer: They give advice in their sleep.
• Why did the scarecrow break up with the wind?
  Answer: It was just blowing hot air.
• What’s the irony of a clock that’s always late?
  Answer: It’s time for a new one.
• Why did the banana go to the doctor?
  Answer: It wasn’t peeling well.
• What’s ironic about a nutritionist living above a fast-food restaurant?
  Answer: They’re above their own advice.
• Why did the gardener quit?
  Answer: He couldn’t find the root of the problem.
• What’s ironic about a detective getting framed?
  Answer: He should have seen it coming.
• Why did the comedian’s house always echo?
  Answer: Because it had too many puns.

Another Irony riddles

• What word is always spelled incorrectly?
  Incorrectly
• What can travel around the world while staying in a corner?
  A stamp
• What is so fragile that saying its name breaks it?
  Silence
• What gets wetter the more it dries?
  A towel
• What is always in front of you but can’t be seen?
  The future
• What comes down but never goes up?
  Rain
• What is the beginning of eternity, the end of time and space, the beginning of every end, and the end of every race?
  The letter ‘e’
• What has keys but can’t open locks?
  A piano
• What is full of holes but still holds water?
  A sponge
• What comes once in a minute, twice in a moment, but never in a thousand years?
  The letter ‘m’
• What can you catch but not throw?
  A cold
• What goes up but never comes down?
  Your age
• What is so delicate that saying its name breaks it?
  Whisper
• What is as light as a feather, but even the world’s strongest man couldn’t hold it for more than a minute?
  Breath
• What can you keep after giving it to someone?
  Your word
• What is at the end of a rainbow?
  The letter ‘w’
• What has a heart that doesn’t beat?
  An artichoke
• What belongs to you but others use it more than you do?
  Your name
• What is easy to get into but hard to get out of?
  Trouble
• What can travel around the world while staying in a corner?
  A stamp

• What word is spelled incorrectly in every dictionary?
• What is the one thing you can’t ever get rid of, no matter how much you give it away?
• What is the only thing that becomes more valuable when you give it away?
• What is always coming but never arrives?
• What is the one place you can stand where no man has ever stood before?
• What is something that gets wetter the more it dries?
• What is the one thing you can break without touching it?
• What is the one thing you can keep after giving it to someone?
• What is the one thing you can find even when you are not looking for it?
• What is the one thing you can have too much of?
• What is the one thing that when you have less of it, you’re happier?
• What is the one thing that people lie about to make it true?
• What is the one thing that is always right, even when it’s wrong?
• What is the one thing that you can get back by giving it away?
• What is the one thing that makes you strong by showing your weaknesses?
• What is the one thing that is everywhere but nowhere at the same time?
• What is the one thing that grows smaller the more you take away?
• What is the one thing that gets better when it’s broken?
• What is the one thing that you can see every day but never in a mirror?
• What is the one thing that is free but priceless?

Getting over with Irony riddles

• What always goes up but never comes down?
• What is the one thing you can give away and still keep?
• What is the one thing that is often broken but never held?
• What is the one thing that can be filled, but never emptied?
• What is the one thing that everyone has but no one can lose?
• What is the one thing that is always right but can never be correct?
• What is the one thing that can be counted but not measured?
• What is the one thing that is sharp but has no edge?
• What is the one thing that can make you laugh when you’re sad?
• What is the one thing that is always late but never in a rush?
• What is the one thing that is hot when it’s cold and cold when it’s hot?
• What is the one thing that can be closed but never opened?
• What is the one thing that is heavy when it’s empty and light when it’s full?
• What is the one thing that can break when you say its name?
• What is the one thing that is always moving but never goes anywhere?
• What is the one thing that is loud when silent and silent when loud?
• What is the one thing that is easy to break but hard to mend?
• What is the one thing that can be seen in the dark but not in the light?
• What is the one thing that is sharp when dull and dull when sharp?
• What is the one thing that is straight but can be bent?
• What is the one thing that is free to give but priceless to receive?