The 95+ Best Chicago Jokes

Three contractors are bidding to fix a broken fence at the White House. One is from Chicago , another is from Tennessee , and the third is from Minnesota .

All three go with a White House official to examine the fence. The Minnesota contractor takes out a tape measure and does some measuring, then works some figures with a pencil. "Well," he says, "I figure the job will run about $900: $400 for materials, $400 for my crew and $100 profit for me."
...

A lawyer gets pulled up for overspeeding in Chicago.

Lawyer: Is there a problem, officer?

Officer: Sir, you were overspeeding.

Lawyer: Oh, I see.

Officer: Can I see ur license please?

Lawyer: I would have given it to you but I don't have one.

Officer: Don't have one?

Lawyer: Lost it four years ago for drunk dr...

Some tourists in the Chicago Museum of Natural History are marveling at the dinosaur bones.

One of them asks the guard, "Can you tell me how old the dinosaur bones are?"
The guard replies, "They are 3 million, four years, and six months old."

"That's an awfully exact number," says the tourist. "How do you know their age so precisely?"

The guard answers, "Well, the dinosaur...

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A mother and her very young son were flying Southwest Airlines from Kansas City to Chicago.

The little boy (who had been looking out the window) turned to his mother and asked, "If big dogs have baby dogs, and big cats have baby cats, why don't big airplanes have baby airplanes?"

The mother (who couldn't think of an answer) told her son to ask the stewardess.

So the boy went ...

The Chicago Bears new quarterback.

The Chicago Bears were desperately looking for a new quarterback. With all normal options not working out they looked outside the United States. They found a terrorist in Iran who was able to throw a grenade 100 yards and have it go through a 3rd story window every time. The Bears signed him immedi...

Jussie smollet had to pay 10,000 to chicago and do community service to get his charges dropped...

I hope he isnt beating himself up over this

why do they call Chicago the windy city?

Because of all the bullets whizzing past.

I saw a billboard the other day for a sports team called the Chicago Fire.

it made me wonder just how long it takes before you can name a team after a tragedy.

it'd be like naming a football team "the New York Jets."

I have a friend who worked in Chicago his entire life tell me it isn't that violent...

He is a tail gunner on a school bus.

A wicked man who lived in Chicago died and went to Hell

A wicked man who lived in Chicago died and went to Hell. As punishment for his many sins, the Devil shoved him into a room and proceeded to crank up the heat and humidity.

But the man just smiled and said, “Oh, this is just like Chicago in the Spring.”

So, the Devil cranked up the heat...

A Jewish businessman in Chicago sent his son to Israel for a year to absorb the culture.

When the son returned, he said,

"Papa, I had a great time in Israel! ...by the way, I converted to Christianity."

"Oy vey," thought the father. "What have I done?"

He took his problem to his best friend. "Aron," he said, "I sent my son to Israel, and he came home a Christian. W...

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Back in the day, Chicago was run by the Irish mob

Now, before the Italian mob took over- I'm sure you all know Al Capone, Frank Nitti, Lucky Luciano, and the like- Prohibition era Chicago was run by the Irish mob.

The Irish gangs owned Chicago outright for a solid 18 months after Prohibition went into effect, before police raids, pressure fr...

Apparently, someone in Chicago gets stabbed every 52 seconds..

poor guy.

Why can't a man living in New York be buried in Chicago

Because he's still alive

What does a Chicago police officer and a professional skateboarder have in common?

They both shred footage.

(*be gentle, it's my first time.*)

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A US Navy cruiser anchored in Mississippi for a week's shore leave.

The first evening, the ship's Captain received the following note from the wife of a very wealthy and influential plantation owner:
'Dear Captain, Thursday will be my daughter's Debutante Ball. I would like you to send three well-mannered, handsome, unmarried officers in their formal dress unifor...

Papa Bear and Mama Bear are getting a divorce

You know Goldilocks and the 3 bears? Well mama bear and papa bear are getting a divorce. In court they bring in baby bear. The judge puts baby bear on the stand and asks him who he'd like to live with?

"Well not papa bear he beats me," says baby bear.

"So mama bear?" asks the Judge....

A woman is walking through the park when she sees a very attractive man sitting on a bench. He's reading a book and eating some fruit out of a Tupperware container. Slowly, the woman gathers courage to go ask him out. She walks over, takes a seat next to him, turns and says...

"Sorry to bother you. I know this may be a little forward but I would love to grab coffee with you some time."

Flattered, the man responds, "Sure...but what makes you so certain you and I would get along so well?"

"Well..." the woman says. "A couple things, actually. I noticed you were...

They won't be serving beer for the rest of the year at Chicago Cubs baseball games.

They lost the opener.

Notes from the Chicago welfare office....

A woman walks into the downtown welfare office, trailed by 15 kids.

'WOW." the social worker exclaims, "Are they all yours?"

"Yep, they is all mine," the flustered momma sighs, having heard that question a thousand times before.

She says, "Sit down Leroy." All the children r...

Why did the chef move to Chicago?

He wanted to live in "Cook" County

The city of Chicago is no longer giving speeding tickets.

Instead, to deter speeders, they are giving away Cubs tickets.

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[Long] An Illinois man left the snow-filled streets of Chicago for a vacation in Florida.

His wife was on a business trip and was planning to meet him there the next day. When he reached his hotel, he decided to send his wife a quick e-mail. He was unable to find the scrap of paper on which he had written her e-mail address, so he did the best he could to type it in from memory. Unfortun...

Former Chicago Bears wide receiver Sam Hurd was released from federal prison today.

That makes two Cocaine Bears getting released this weekend.

It was so quiet in Chicago during the last inning.

You could hear the gunshots.

Chicago anxiety

Bob was sitting on the plane at Cleveland waiting to fly to Chicago, when a guy took the seat beside him. The guy was an emotional wreck…pale, hands shaking in fear. "What's the matter, afraid of flying?" Bob asked.

"No, it's not that. I've been transferred to Chicago. The people are craz...

A man had to attend a large convention in Chicago. For this particular trip, he decided to bring his wife. When they arrived at their hotel and were shown to their room, the man said: “You rest here while I register – I’ll be back within an hour.”

So, his wife lies down on the bed…and just then, an elevated train passes by very close to the window and shakes the room so hard she’s thrown out of the bed. Thinking this must be a freak occurrence, she lies down once more. Again a train shakes the room so violently, she’s pitched to the floor....

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90% of Men in Chicago have had shower sex

The other 10% have never been to prison.

Did you hear about the kidnapping in Chicago yesterday?

Oh don't worry, he woke up

An elderly couple gets divorce

An elderly man in Phoenix calls his son in New York and says, "I hate to ruin your day, but I have to tell you that your mother and I are divorcing, forty-five years of misery is enough."

"Pop, what are you talking about?" the son screams.

"We can't stand the sight of each other any lo...

True story. Chicago-area preschool teacher teaching remotely today because of the storms. Her dogs started barking like crazy, interrupting the Zoom. She looked out her window and told/apologized to the class that the shovelers were there. 4 year old classmate replies,

“Wow, your shovelers sound like dogs!”

Been laughing at that one all day.

What state is Chicago in?

ILL.

An old joke, yes, but just as relevant now.

There once was a boy named George Gunderson who did not do very well in school. His classmates ridiculed him every day, as did his teacher, Mrs. Jones. George couldn't stand it, and always came home crying to his parents.

One day, Mr. and Mrs. Gunderson decided to come to the school early to give Mrs. Jones a piece of her mind. The second the door opened to let the kids outside, Mr. and Mrs. Gunderson peeked inside to hear Mrs. Jones screaming at George. "George Gunderson, you are the dumbest kid in the world!"
...

A New Yorker Asks for a Cab Ride to Chicago

A man gets in a cab at 33rd St. and Park Ave. and says, "I need to get to the Palmer House."

The cabbie says, "The Palmer House Hotel?"

The man says, "Yeah."

The cabbie says, "That's on Wabash in Chicago."

The man says, "Yeah."

The cabbie says, "I'm not gonna drive...

Two Chicagoans die in an unfortunate car wreck.

Two Chicagoans die in an unfortunate car wreck.

Tragic, especially considering they didn’t exactly spend their days helping old ladies cross the street or volunteering at the Boys and Girls club. Nope, these fellows went straight to Hades.

The Devil, as is his custom, goes to greet hi...

I just ordered a Chicago style pizza.

It started shooting as soon I opened the box.

What does Disney have in common with a guy in an outhouse in Chicago?

They’re both making frozen number two.

A Chicago Blackhawks fan, a Boston Bruins fan, a Montreal Canadiens fan, and a Toronto Maple Leafs fan are climbing up a cliff.

They are arguing over who is most loyal to their team. It gets to the point where, when they are halfway up the cliff, the Bruins fan yells, "This is for Boston!" He then jumps off the cliff and dies.

The three remaining climbers continue to climb until they are three-quarters of the way up t...

Ok Chicago, please be responsible. If the game doesn't go your way tonight...

At least act like you've been there before.

San Francisco, Manhattan, Chicago and Miami were having a lively conversation until St. Louis passed by, looking depressed.

Chicago said, "why are you so sad?"
St. Louis replied, "I'm always in a state of Missouri."

Why does a Chicago-style hot dog always lose races?

Because it refuses to ketchup.

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Legendary Chicago Cubs broadcaster Harry Caray gets pulled over for going about 90 on the way to the ballpark ... (long)

He thinks his reputation will spare him from a ticket, but it's clear the cop is serious when he asks for Caray's license and registration. Harry, probably already three sheets to the wind, replies, "You know officer, I would give you that, but this is a stolen car." The cop is a bit taken aback and...

Going to church in Chicago

When I heard Al Sharpton and Jesse Jackson were guest preachers at a nearby church, I decided to go there and check them out in person.

As soon as I sat down, Reverend Sharpton came over to me. I don't know why, maybe it was because I was the only white person in the church?

He laid hi...

What do you call a loud person from Chicago?

Illinoisey

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Fancy Chicago lawyer goes duck hunting in LA (Lower Alabama) (very long)

This lawyer had heard about the exceptional duck hunting in lower Alabama so he made plans to go one year. He left his hotel early and found a good spot by sun-up. He had the most expensive equipment money could buy.

He missed a few ducks, but then shot one. It flapped a couple times and lan...

Competing investment clubs are opening in Chicago.

The Chicago Bears and the Chicago Bulls.

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In a mental institution a nurse walks into a room…

In a mental institution a nurse walks into a room and sees a patient acting like he's driving a car. The nurse asks him, "Charlie, what are you doing?" Charlie replied, "Driving to Chicago!" The nurse wishes him a good trip and leaves the room.
The next day the nurse enters Charlie's room just a...

In Chicago, we have three streets that rhyme with “vagina”:

Paulina, Medinah, and Lunt.

I fly often for business. Yesterday, I had three bags to check.

I said, "I'd like this bag to go to New Orleans, this one to Seattle, and the third to Chicago."

The gate agent rolled her eyes and said, "We can't do that!"

I immediately shot back, "Why? You did it last week."

A fifth grade class from Chicago goes on a field trip

A fifth grade class from Chicago goes on a field trip to a farm. One of the chaperones asks the farmer "Why doesn't that cow have horns?"

The farmer takes off his cap, scratches his head and replies

"Well ma'am, there are lots of reasons why an animal doesn't have horns, some breeds,...

Whats the difference between a Chicago Bears fan and Marty McFly?

Eventually Marty McFly stopped going back to 1985.

I’m not worried about the Chicago Bears.

I’m sure they will bounce back.

You know why you should never hang out with that guy from Chicago?

Illinois you.

Chicago style pizza changes you

I use to like New York style pizza

Till I tasted Chicago style pizza

Now, I love New York style pizza

Today's performance of Hamilton in Chicago was cancelled due to the cold.

Once again, Brrr killed Hamilton.

On my visit to Chicago, the weather forecast said it was muggy.

The forecaster was right. I went outside and someone stole my shoes.

whats the difference between green bay and chicago

in chicago moosehead is a type of beer and in green bay it’s a felony.

Ever since I moved away from downtown Chicago...

...I really feel like I’m out of the Loop.

If you want to warm something up in Chicago...

You would place it in a fridge.

What does a Chicago Cop say after firing six shots into an unarmed fleeing suspect?

Stop. Police.

Losing his load

As a trucker stops for a red light, a blonde catches up. She jumps out of her car, runs up to his truck, and knocks on the door. The trucker lowers the window, and she says "Hi, my name is Heather and you are losing some of your load." The trucker ignores her and proceeds down the street. When the t...

A guy applies for a job with the Chicago Police Department

He has an impressive resume, gives the best answers to the interview questions, and is very enthusiastic about the job.

"Your qualifications are impressive" says the police chief. "Here's the final test. Take this gun, go out, and shoot ten black guys and a clown?"

The man asks, "why ...

One time I was alone and got lost in downtown Chicago, and got jumped by four black guys.

They were real nice, car started right up, and they even gave me directions back to the interstate.

What would George Washington say if you told him that in 2017 it's now possible to eat breakfast in Tokyo, lunch in Paris, and dinner in Chicago?

"WTF is Chicago?"

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I heard that the Sting concert in downtown Chicago didn't sell many tickets

I guess black people don't like The Police

Rumor has it that distraught Chicago Bear's field goal kicker Cody Parker tried to end his life recently.

The bullet went wide right.

What's your favorite game as a resident of Chicago?

Mine is "Gunshots Or Fireworks?"

A preacher at a church in Chicago...

...has almost reached the end of his sermon. Before he finishes, he tells the congregation "Now for next week, I need everyone to read Leviticus chapter 28. It will tie into my sermon" A week quickly passes. The preacher calmly walks the pulpit, looks out and asks "Show of hands, how many of you rea...

The largest charitable organisation in Chicago...

...realised that it had never received a donation from the city's most successful law firm.
So a volunteer paid the senior partner a visit in his lavish office.
The volunteer opened the meeting by saying, 'Our research shows that even though your firms annual income
is over four million d...

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What does the flint water crises and Chicago PD have in common?

The amount of lead put into black people.

(It was funnier over the radio)

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[NSFW] Chicago citizens surveyed on sex in showers

In a recent survey carried out for the leading toiletries firm 'Brut', people from Chicago have proved to be the most likely to have had sex in the shower.
In the survey, 86% of Chicago’s inner city residents (almost all of whom are registered Democrats) say that they have enjoyed sex in the show...

An ISIS attack wouldn't do any damage to Chicago

What's one more pot hole?

So a guy named Mike applies to join a Chicago police department.

"The first test is to lift a bag that is the size of a human and carry it to safety out of a building.", says the chief.

Mike succeeds.

"Next, you must show us your driving skills and show that you can handle a police car.", the chief says.

Mike succeeds.

"Now, for your f...

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A guy walks into a bar in Chicago looking kind of upset.

The bartender says "What'll it be bud?"

"Just a beer" says the man.

Reading the mans expression the bartender asks "Whats the matter?"

The man says "Everyone tells me I'm not having enough sex, but I can't seem to find any women who want to have sex."

The bartender is cur...

I heard that Chicago had a world renowned shooting range. So I went to go check it out. When I got there I couldn’t seem to find it, so I asked for directions...

The guy I asked gave me a funny look and said, “The city of Chicago is the shooting range.”

How many Chicago Policemen does it take to crack an egg?

None. It fell down the stairs.

I'm glad the Chicago Cubs finally won the World Series.

108 years of hibernation just doesn't seem healthy.

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Young. Blonde. First class.

A young blonde woman gets on a flight from LA to New York and has a coach seat but goes and sits in the aisle in first class.

The first class flight attendant walks up to her and asks “ma’am may I see your first class ticket please?”

The young blonde woman says... “I don’t need to sho...

They're dying the Chicago River blue in honor of the Cubs win...

It's the first time it will be blue since the French got there.

Chicago is the cleanest city in the world right now...

BECAUSE IT JUST GOT SWEPT!!!!!!!!

A nun was going to Chicago.

She went to the airport and sat down, waiting for her flight. She looked over in the corner and saw one of those weight machines that tells your fortune. So, she thought to herself, "I'll give it a try just to see what it tells me."

She went over to the machine and put her nickel in and out ...

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Trump in Chicago

Donald Trump decides to visit Chicago. He wants to get a few photo ops, so he can later post them on Twitter and show how he and his policies "helping the community get back on its feet."

But when he gets to the South Side, he notices that the streets are completely empty. Finding that odd, ...

Things that have occurred in history since the Chicago Cubs last won a World Series...

I had an ice cream cone. That I dripped all over myself.

If I had a dollar for every mugging in S Chicago...

I'd still have nothing

Planting potatoes in Chicago

So there's this old Pakistani man who lives alone in Chicago. One day he sends an e-mail to his son Ahmad :

"Dear son, I would love to plant some potatoes in the backyard but I'm old and lonely, I can't plow the land without your help. With love, your father."

Later that night, Ahmad...

What's the most assigned elementary school essay in Chicago?

"What I want to be *IF* I grow up"

Chicago really is the windy city.

After all, they did just win de World Series

Free shipping?

I walked into an airport with two bags:

"I want this one to go to Chicago, and this one to go to Paris."

"Sir, you can't do that."

"Why not? It happened the last time."

To the Chicago Cubs

Thanks, you've doomed us all.

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A longhaul trucker with a trailer full of chickens is driving to Chicago...

A long haul trucker with a trailer full chickens is driving to Chicago with a parrot on the dashboard. As he's driving, he sees a woman at the side of the road with her thumb out. He pulls over to the side, and the woman gets in.

Trucker: Do you have money?

Woman: No.

Truck: Su...

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On Air Confession

Just imagine sitting in traffic on your way to work and hearing this. Many Chicago folks DID hear this on the WBAM FM morning show in Chicago. The DJs play a game where they award winners great prizes. The game is called "Mate Match". The DJs call someone at work and ask if they are married or serio...

TIL Chicago is the #1 supporter of Latin women.

They always yell: Go Chica! Go!

So the FBI, the DEA, and the Chicago police are looking for a bear ...

This bear has been up to no good - it's suspected of running a major meth lab, money laundering, and even murder for hire. The authorities think the bear is hiding in some woods near Chi-town.

The FBI go into the woods first. After a few hours, the agents come out. "No bear in there," they s...

Some People Believe...

Some people believe that the best pizza is from New York. Some believe that pizza from Chicago is best. Others believe that the best pizza is from Italy. However, according to the most recent findings, the *best* pizza may have been lost to the ages. New archeological findings suggest that the golde...

A dietician was once addressing a large audience in Chicago.

“The material we put into our stomachs is enough to have killed most of us sitting here, years ago. Red meat is awful. Vegetables can be disastrous, and none of us realises the germs in our drinking water. But there is one thing that is the most dangerous of all and we all eat it. Can anyone here ...

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