Chicagoan Chuckler Gifts

Looking for something that captures the lively, humorous spirit of Chicago? Our unique products for the Chicagoan chuckler combine creativity and wit, making them ideal for anyone who enjoys classic city charm with a humorous twist. Whether they're a local or just a fan of the Windy City’s vibrant personality, our gifts bring a warm, funny touch to their everyday. Discover mugs, t-shirts, pillows, and prints that speak to Chicago’s fun side.

All Products Prints T-Shirts Mugs Pillows

''...And defend the Constitution of the United States.' -- And now, I'd like to pardon the following Illinois politicians....'

''...And defend the Constitution of the United States.' -- And now, I'd like to pardon the following Illinois politicians....' mockup

''...And defend the Constitution of the United States.' -- And now, I'd like to pardon the following Illinois politicians....'

from $19.00

"Behold! I am God! I know all. Yet I'm constantly testing you even though I already know what you'll do. But I'll still punish you for the sins I planned for you to do. And you'll suffer in a fiery pit, tormented beyond imagining forever and ever and ever

"Behold! I am God! I know all. Yet I'm constantly testing you even though I already know what you'll do. But I'll still punish you for the sins I planned for you to do. And you'll suffer in a fiery pit, tormented beyond imagining forever and ever and ever

from $19.00

'I'm sorry Timmy, but if I keep going for help, you'll never learn to take care of yourself,'

'I'm sorry Timmy, but if I keep going for help, you'll never learn to take care of yourself,' mockup

'I'm sorry Timmy, but if I keep going for help, you'll never learn to take care of yourself,'

from $19.00

Darwin first tested his theory in a letter to a magazine ('Lookalike' letter points to similarity between man and ape.)

Darwin first tested his theory in a letter to a magazine ('Lookalike' letter points to similarity between man and ape.) mockup

Darwin first tested his theory in a letter to a magazine ('Lookalike' letter points to similarity between man and ape.)

from $19.00

"When Butcher Bob gets back from lunch this one is getting a vasectomy."

"When Butcher Bob gets back from lunch this one is getting a vasectomy." mockup

"When Butcher Bob gets back from lunch this one is getting a vasectomy."

from $19.00

'He hasn't responded to training - he still insists on taking Alec to his slippers....'

'He hasn't responded to training - he still insists on taking Alec to his slippers....' mockup

'He hasn't responded to training - he still insists on taking Alec to his slippers....'

from $19.00

People on the train reading each other's books - only it's the same as their own.

People on the train reading each other's books - only it's the same as their own. mockup

People on the train reading each other's books - only it's the same as their own.

from $19.00

"We’re having privacy concerns with your omniscience."

"We’re having privacy concerns with your omniscience." mockup

"We’re having privacy concerns with your omniscience."

from $19.00

'Ain't no lonelier life than being a free-range chicken boy.'

'Ain't no lonelier life than being a free-range chicken boy.' mockup

'Ain't no lonelier life than being a free-range chicken boy.'

from $19.00

'The hair plugs are that noticeable, huh?'

'The hair plugs are that noticeable, huh?' mockup

'The hair plugs are that noticeable, huh?'

from $19.00

'I think cowboys are just plain lazy: Why else would you have to carry them all the time?'

'I think cowboys are just plain lazy: Why else would you have to carry them all the time?' mockup

'I think cowboys are just plain lazy: Why else would you have to carry them all the time?'

from $19.00

Corona virus: "Wow, I seem to be getting lots of attention lately."

Corona virus: "Wow, I seem to be getting lots of attention lately." mockup

Corona virus: "Wow, I seem to be getting lots of attention lately."

from $19.00

Kisses--Sniff Your A-hole.

from $19.00

Man sees line of priests entering Mass Transit Authority.

Man sees line of priests entering Mass Transit Authority. mockup

Man sees line of priests entering Mass Transit Authority.

from $19.00

"You've got to admit, he wears the 'that dog won't hunt' label with a lot of class!"

"You've got to admit, he wears the 'that dog won't hunt' label with a lot of class!" mockup

"You've got to admit, he wears the 'that dog won't hunt' label with a lot of class!"

from $19.00

'Sorry kid, but rules are rules!' mockup

'Sorry kid, but rules are rules!'

from $19.00

Amen Corner: 'I say 'Aeemeen'...'Aeeemeeen'...'Aeeeeeemeeen'.'

Amen Corner: 'I say 'Aeemeen'...'Aeeemeeen'...'Aeeeeeemeeen'.' mockup

Amen Corner: 'I say 'Aeemeen'...'Aeeemeeen'...'Aeeeeeemeeen'.'

from $19.00

'Get with it, buddy -- that mile of highway you adopted has snow all over it!'

'Get with it, buddy -- that mile of highway you adopted has snow all over it!' mockup

'Get with it, buddy -- that mile of highway you adopted has snow all over it!'

from $19.00

"Goddam Dogs."

from $19.00

"Pandemic! That's a pretty name." mockup

"Pandemic! That's a pretty name."

from $19.00

"Mom, are we vegetarians for ethical or religious reasons?"

"Mom, are we vegetarians for ethical or religious reasons?" mockup

"Mom, are we vegetarians for ethical or religious reasons?"

from $19.00

Fisherman buying fish on the way home...!

Fisherman buying fish on the way home...! mockup

Fisherman buying fish on the way home...!

from $19.00

"I keep forgetting. When do I cluck and when do I double-cluck?"

"I keep forgetting. When do I cluck and when do I double-cluck?" mockup

"I keep forgetting. When do I cluck and when do I double-cluck?"

from $19.00

'Bless you!'

from $19.00

'Time's up, chuckles.'

from $19.00

Man tries to shake clinging dog off his leg. Dog says to another dog: 'I suppose you could say I'm a people person.'

Man tries to shake clinging dog off his leg. Dog says to another dog: 'I suppose you could say I'm a people person.' mockup

Man tries to shake clinging dog off his leg. Dog says to another dog: 'I suppose you could say I'm a people person.'

from $19.00

All Day Parking $1. Leave keys. It may be necessary to move your car to a more convenient spot.

All Day Parking $1. Leave keys. It may be necessary to move your car to a more convenient spot. mockup

All Day Parking $1. Leave keys. It may be necessary to move your car to a more convenient spot.

from $19.00

J-J-JOE'S B-B-BAR, 'Actually, Joe's done pretty well for a guy with a speech impediment.'

J-J-JOE'S B-B-BAR, 'Actually, Joe's done pretty well for a guy with a speech impediment.' mockup

J-J-JOE'S B-B-BAR, 'Actually, Joe's done pretty well for a guy with a speech impediment.'

from $19.00

"I've found it the easiest way to administer nose drops!"

"I've found it the easiest way to administer nose drops!" mockup

"I've found it the easiest way to administer nose drops!"

from $19.00

"I'm not on the train today dear, I've got flu."

"I'm not on the train today dear, I've got flu." mockup

"I'm not on the train today dear, I've got flu."

from $19.00

Chicagoan Chuckler Gifts Collection

Chicagoan Chuckler Mugs

Explore our collection of Chicagoans’ favorite mugs, bursting with humor and city pride that any Chicago lover will appreciate.

Chicagoan Chuckler Pillows

Bring home the humor with our Chicago-inspired pillows, designed to add a playful and cozy touch to any space.

Chicagoan Chuckler Prints

Decorate your walls with our Chicago-inspired prints, featuring witty designs that celebrate the city’s vibrant character and humor.

Chicagoan Chuckler T-Shirts

Find the perfect Chicago-themed shirt that combines humor and city pride—ideal for casual wear and making a statement about your love for the Windy City.