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Shermann "Dilla" Thomas

Shermann “Dilla” Thomas is passionate and well-versed in Chicago’s history, architecture, and culture. He brings the city to life through captivating storytelling and insider knowledge.

The Chicago Emmy nominated self-taught historian was recently awarded the City of Chicago Tourism Ambassador of the Year by Choose Chicago.

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First Step (11.29.23)
First Pass (8.23.23)
First Break (3.29.23)
First Family (11.16.22)
First Comeback (6.15.22)
First Class (2.12.20)
First City (10.16.19)
First Choice (7.17.19)
First Fling (4.17.19)
First Burn (1.16.19)
First Fall (10.17.18)
First Game (7.11.18)
First Try (4.11.18)
First Strike (1.10.18)
First Dream (10.11.17)
First Catch (7.12.17)
Printer’s Row Lit Fest (6.10.17)
First Test (4.12.17)
First Issue (1.11.17)
First Gig (10.11.16)
First Taste (7.21.16)
First Deal (4.28.16)
First Blood (1.14.16)
First Sign (10.14.15)
First Trip (7.15.15)
First Lie (4.15.15)
First Chance (1.14.15)
First Fight (10.15.14)
First Impression (7.9.14)
First Move (4.16.14)
First Lesson (1.15.14)
First Scare (10.9.13)