Chicago Paid $5.72 Billion on Contracts in 2025. Ten Payee Names Took 30 Cents of Every Dollar — Barely Changed From 2019.

Ten payee names took 30 cents of every contract dollar Chicago paid in 2025 — nearly the same share as 2019. Who they are, where a single payee takes a majority of a department’s dollars, and the $4.94 billion in direct vouchers the comparison can’t touch.









