A chicago-style hot dog is riding on a skateboard while wearing a stocking cap and giving a peace sign to the viewer.

Skater Chicago Dog

September 9th, 2022

About This Image:

Hey-hey, what do you say? It's a Chicago-style hot dog catching some of that windy-city wind, cruising on it's skateboard to check out the city skyline!

Skills: photoshop, cintiq, digital illustration

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Tags:

pen and ink, chicago, chicago dog, stocking cap, peace sign, hot dog, food, skater, skateboard, skating, chicago flag, red white and blue, midwest, windy city, fall, autumn

Da Designs

Chicago Designs

All of my Chicago-based designs in one handy spot! Da Bears!

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Created: January 1st, 2020 | Role: Illustrator

Ready to rumble at the Mad House.

Captain Pancake is dressed like a Chicago Bears Superfan, and is holding a chicago-style hot dog.

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Created: December 9th, 2018 | Role: Illustrator

Captain Pancake is a huge fan of a certain football team from Chicago, by the lake, of the Midway!

A dachshund wearing a Chicago hot dog costume runs by with a lunch pail that has the Chicago skyline.

"Chicago Dog: Lunch Pail"

Created: November, 2017 | Role: Illustrator

Just a loyal Chicago Dog running down Lake Shore Drive to the Bears game, bringing you your lunch!

See Da Designs Here

Getting decked out

Skater Designs

Totaly cool sporty fruits, ghosts, pumpkins and more shredding on their skateboards!

A cool banana skates on a skateboard while showing a peace gesture.

"The Banana Skater"

Created: January 28th, 2019 | Role: Illustrator

The Banana Skater is the chillest banana on a skateboard you'll ever see!

An orange with green sunglasses skates on a skateboard while waving

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Created: February 19th, 2019 | Role: Illustrator

Orange you glad this skating fruit stopped by to say hi?

A pear shows off a trick on a skateboard

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Created: February 10th, 2019 | Role: Illustrator

Apparently this fruit does the juiciest tricks!

Flip a deck

A super stack of pancakes

Captain Pancake

The most powerful breakfast buddy!

Captain Pancakes descends down from the air to join you for breakfast.

"Captain Pancake Descends"

Created: November, 2016 | Role: Illustrator

Dropping in for breakfast!

Captain Pancake is dressed like a Chicago Bears Superfan, and is holding a chicago-style hot dog.

"Da Pancakes"

Created: December 9th, 2018 | Role: Illustrator

Captain Pancake is a huge fan of a certain football team from Chicago, by the lake, of the Midway!

Captain Pancake is celebrating your birthday while holding a present and surrounded by confetti falling down.

"Captain Birthday Pancake"

Created: November 26th, 2018 | Role: Illustrator

Guess which Captain Pancake loves birthday? The Captain BIRTHDAY Pancake loves birthdays! Happy birthday to one and all! Treat yourself!

Meet Captain Pancake