Cleaning Business Software for Chicago
Chicago's cleaning market is anchored by the Gold Coast, Lincoln Park, Lakeview, and River North condo market, along with the city's affluent north shore suburbs (Wilmette, Winnetka, Glencoe, Lake Forest). The city's harsh winters create significant seasonal demand shifts—spring deep cleans are among the busiest weeks of the year for Chicago cleaning businesses.
Free forever plan · Premium at $50/month flat (unlimited users) · 2-month free trial
Chicago's minimum wage ($16.20/hour inside city limits in 2025) and Cook County's additional requirements make it important to track which jobs are within city limits vs. suburbs for accurate payroll calculation. Traffic on the Dan Ryan, Kennedy, and Edens can significantly impact scheduling.
Everything your Chicago cleaning business needs
One platform to manage your entire operation — booking, scheduling, payroll, invoicing, and more.
Online Booking & Scheduling
Let customers book online 24/7. Auto-assign cleaners by location and availability. Drag-and-drop calendar for quick changes.
Client CRM
Full client profiles, booking history, notes, and communication log. Know your customers like the back of your hand.
Automated Payroll
Set flat, hourly, or percentage wages. Wages calculate automatically from completed jobs. No spreadsheets.
Invoicing & Payments
Auto-generate invoices, collect payment via Stripe, send professional quotes in seconds.
GPS Tracking & Route Optimization
Real-time cleaner location. AI-optimized routes save 25% on fuel. Automatic mileage tracking for reimbursements.
Staff Mobile App
iOS and Android app for cleaners. GPS check-ins, photo documentation, on-my-way texts, and job instructions.
Automated SMS & Email
Appointment reminders, booking confirmations, and review requests sent automatically. Reduce no-shows.
Reports & Analytics
P&L reports, revenue forecasting, churn predictions, and business analytics built in — not bolted on.
Client Portal
Clients get their own login to view bookings, request new appointments, and manage their account.
Start free. Upgrade when you're ready.
Most Chicago cleaning businesses run their entire operation on TidyWise Free. No per-user fees, no per-booking fees, no contracts.
- Online booking page
- Scheduling calendar
- Client invoicing
- Stripe payment collection
- Cleaner mobile app
- GPS check-ins
- SMS reminders
- Client portal
- Everything in Free
- Automated payroll
- P&L reporting
- AI pricing tools
- Inventory tracking
- In-app SMS inbox
- Route optimization
- Priority support
2-month free trial of Premium. No credit card required.
Common questions from Chicago cleaning businesses
Ready to run your Chicago cleaning business on autopilot?
Join cleaning businesses in Chicago using TidyWise to save 10+ hours per week on scheduling, payroll, and invoicing.