Top 50+ Best Chicago Puns, Dad Jokes And Wordplays To Make You Laugh Out Loud

In this very funny pun compilation, we have come up with and collected the best chicago puns, dad jokes and wordplay to make you LOL.

Windy City Wonders: The Top Chicago Puns That Will Make You Laugh

1. Why did the Chicago football team go to the bank? To get their quarterback!
2. What did the Chicagoan say to the pizza that kept getting colder? Deep dish, you’re so crusty!
3. How does a Chicago ghost like their pizza? Deep dish-embodied!
4. Why did the Chicagoan bring a ladder to the Willis Tower? For high-rise access!
5. What do you call a Chicagoan who’s also a detective? Sherlock Holmes on the Range!
6. Why did the Chicagoan go to the paint store? To get a fresh coat of Windy City blue!
7. How does the Chicago River stay so calm? It goes with the flow!
8. What do you call a Chicago building that’s always cold? Chi-brrrr-go!
9. Why was the Chicagoan always tired? They were always on the go, go, go!
10. Why did the Chicagoan start a bakery? To make some dough in the Windy City!

Chi-Town Chuckles: Hilarious Dad Jokes and Puns About Chicago

1. What did the Chicago dad say after a long day at work? I’m “L” ready for some deep dish pizza!
2. Why did the Chicago dad tell everyone to stop eating in Millennium Park? It was becoming a bean-eating contest!
3. How does a Chicago dad greet his friends at the Sears Tower? “Sky-high, hope your day is a Sears-sational!”
4. Why did the Chicago dad bring a map to Navy Pier? He wanted to stay on the right course!
5. What do you call a Chicago dad who loves jazz music? A Chi-llin’ fan of the Chicago blues!
6. Why did the Chicago dad go to the beach in the winter? He heard the water was cold, but the jokes were ice-cold!
7. What do you call a Chicago dad who always wears a tie? A windy city slicker!
8. Why was the Chicago dad always looking up at the sky? He was a big fan of the Cloud Gate in Millennium Park!
9. Why did the Chicago dad get a job at the zoo? He heard they were looking for a Chi-larious tour guide!
10. How does a Chicago dad style his hair? With a bean-utifully windy blowout!

The Second City’s Finest Wordplays: Funny Chicago Puns to Brighten Your Day

1. Why did the Chicagoan go to the comedy club? To hear some second city shenanigans!
2. What do you call a Chicagoan who loves to cook? A deep dish connoisseur!
3. How did the Chicagoan become a famous comedian? They had a real Bean of a sense of humor!
4. Why did the Chicagoan bring a pullover to Grant Park? They heard it was always breezy with laughter!
5. What do you call a Chicagoan who loves puns? A wordplay Windy City wizard!
6. Why did the Chicagoan become a tour guide? They wanted to be the bean-ner of every joke!
7. How does a Chicagoan keep warm in the winter? They wear layers of laughter!
8. Why did the Chicagoan start a comedy club on the river? For some giggles and waves!
9. What do you call a Chicagoan who loves to dance? A twirler on the Chicago style!
10. Why did the Chicagoan become a pun master? They wanted to make everyone laugh their Willis off!

Lake Michigan Laughs: The Best Chicago-Themed Jokes and Puns

1. Why did the Chicagoan bring a boat to Lake Michigan? They wanted to sail away with laughter!
2. What do you call a Chicagoan who loves to fish? A reel funny guy or gal!
3. How does a Chicagoan stay afloat in Lake Michigan? With a buoyant sense of humor!
4. Why did the Chicagoan become a lifeguard at the beach? To save lives and share jokes!
5. What do you call a Chicagoan who’s also a swimmer? A laugh-stroking champion!
6. Why did the Chicagoan bring a picnic to Lake Michigan? For a beach bash of puns and jokes!
7. How does a Chicagoan navigate the waters of Lake Michigan? With a buoyant spirit and a paddle of puns!
8. Why did the Chicagoan start a comedy show at the beach? For some shorefire laughter!
9. What do you call a Chicagoan who loves to dive? A Chi-town jokester making waves!
10. Why did the Chicagoan become a stand-up comedian at Lake Michigan? They wanted to make a splash with laughter!

Bean There, Done That: Clever Wordplays and Puns About the Chicago Bean

1. Why did the Chicagoan have a crush on the Bean? Because it was a real show-stopper!
2. What do you call a Chicagoan who loves to take selfies at the Bean? A shutterbug with a sense of humor!
3. How does the Chicagoan keep the Bean clean? With a splash of puns and jokes!
4. Why did the Chicagoan bring a mirror to the Bean? They wanted to see double the laughter!
5. What do you call a Chicagoan who loves to picnic at the Bean? A bean-eater of delightful jokes!
6. Why was the Chicagoan always at the Bean? They heard it was a hot-spot for laughter and reflections!
7. How does a Chicagoan brighten their day at the Bean? With a sunny disposition and a side of puns!
8. Why did the Chicagoan start a comedy club at the Bean? To bean-thrall the audience with laughs and jokes!
9. What do you call a Chicagoan who loves to read at the Bean? A page-turner with a sense of humor!
10. Why did the Chicagoan become a stand-up comedian at the Bean? They wanted to bean-dazzle the audience with jokes and wordplays!