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

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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.

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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

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

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

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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 10th, 2019 | Role: Illustrator

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The most powerful breakfast buddy!

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

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Created: November, 2016 | Role: Illustrator

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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.

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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