5 newsletters, ranked by editorial quality and how recently they published. Looking for something more specific? Search instead.
A weekly music newsletter by Chicago writer Josh Terry that champions independent artists and rejects algorithmic recommendations. Each issue offers album picks, a 15-song playlist, artist interviews or band deep dives, and local Chicago show listings.
A subscriber-supported blog offering commentary on Chicago's politics, crime, culture and economy, alongside travel guides and personal essays about the city. Readers get a local perspective with a strong personal voice, from sharp takes on public safety to seasonal recommendations and nostalgic writing about baseball.
15 West is a Spanish-language news newsletter covering Chicago neighborhoods, especially Berwyn and the West Side, with local community stories, school board election coverage and investigations into the Fisk power plant demolition. Readers get local reporting on civic life, education and environmental concerns in Spanish.
A profane, irreverent sports newsletter covering the Chicago Cubs and Bears with sharp takes on awards, front-office decisions and game recaps. Readers get opinionated commentary and blunt jokes rather than neutral reporting.
Amplify with ICNW is a community newsletter from Indivisible Chicago's Northwest Side group, covering stories of local residents affected by Project 2025 and people organizing against it. Recent issues profile young adults' views on jobs and AI, urge readers to canvass before the midterms, and promote a live theatre production about immigration.
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