Best Chicago Politics Newsletters in 2026
NewsletterFIT tracks 4 newsletters that cover Chicago politics as a primary topic, 3 of them with posts in the last 90 days. By publicly shown subscriber count, the largest are The Last Ward (162K) and A City That Works (5K).
Updated Nov 15, 2026 · sorted by publicly shown subscribers · methodology
- 1The Last Ward162K subscribers
SubstackWeekly · last post 7 days ago
The Last Ward is where power is brokered, deals are cut, and Chicago’s future is decided. Published by the Chicago Policy Center.
Likely audience: local government officials
- 2A City That Works5K subscribers
SubstackSeveral times a week · last post 12 days ago
From recent posts: A City That Works publishes a mix of policy analysis and data journalism. Recent issues examine how building codes, specifically elevator regulations, increase housing costs and compare North American and European…
Likely audience: urban planners
- 3
SubstackMonthly or less · last post Sep 12, 2026
From recent posts: A first-person account alleges that Chicago police, under Mayor Brandon Johnson, collaborated with ICE and Border Patrol on immigration enforcement, describing the author's abduction, detention at a dark site, and inter…
Likely audience: civil rights advocates
- 4
Substacklast post Nov 18, 2024
Politics, government, history, and economy in the USA, Britain, and everything in-between. With occasional forays onto the Continent, The TransAtlantic operates on the political and ideological realignment currently…
Likely audience: Political analysts
Latest posts from these newsletters
- 6 takeaways…The Last Ward
- Let’s fix…A City That Works
- 4 local…The Last Ward
- A higher…A City That Works
- Solutions for…A City That Works
- How Johnson’s…The Last Ward
- Introducing our…A City That Works
- It doesn’t…A City That Works