Stephen Colbert has been actively engaging with the Democratic National Convention (DNC) in Chicago, hosting 'The Late Show' live and incorporating local culture into his segments. Colbert humorously urged Chicago to 'save the country' again by producing a strong presidential candidate, drawing parallels to the city's historical significance in the 1860 Republican convention. He featured various comedic bits, including revisiting the Wieners Circle, interacting with Rep. Alexandria Ocasio-Cortez as his alter ego Donny Franks, and poking fun at political figures like New York Gov. Kathy Hochul for her speech gaffe. Colbert's DNC coverage also included notable guest appearances and performances, enhancing the show's appeal during this politically charged week.