Haven't seen a post on this one - the font used on Clark Giswold's Chicago Bears hatany guesses? I assume it was custom but who knows, maybe there's a font out there
Type Founders of Chicago (or: Castcraft)
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Font is a unique decorative handwriting font created by CalligraphyFonts.net. The font has a sleek and thin shapes, making it authentic, perfect
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Chicago (typeface) - Wikipedia
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