Contracting crew working on a job site near Chicago, IL

Contractor software · Chicago, IL

AI contractor software for Chicago, IL companies

Seasonal swings and dense city logistics make schedule changes constant — someone has to tell every customer and crew, every time. ContractorPro gives Chicago contractors a team of AI employees that answers leads, prices estimates, dispatches crews and collects invoices across Chicagoland — so the office work stops landing on the owner at 9pm.

22

AI employees included

14 days

Free trial, no setup fee

< 2 wks

Typical time to go live

  • SOC 2 aligned controls
  • Encrypted in transit & at rest
  • 99.9% uptime target
  • Live in under 2 weeks
  • Cancel anytime · no setup fees
  • Rated 4.9/5 by owners

Built for the trades that work Chicago

Chicagoland crews run different jobs, but the back office is the same problem everywhere: leads waiting, estimates unsent, schedules rebuilt by hand and invoices aging.

General Contracting
Plumbing
HVAC
Masonry
Remodeling

What runs for you in Chicago from day one

  • Every missed call, web form and inbox lead answered and logged the moment it lands
  • Priced estimates drafted from your own price book, ready for one-click approval
  • Crews dispatched, re-sequenced and notified when a job runs long or a customer reschedules
  • Invoices raised on progress and chased automatically once they age past terms
  • Job costs, margin and cash flow updated as the work happens, not at month end
Start free trial

Service area

Chicagoland

Crews using ContractorPro around Chicago, IL typically cover Naperville, Evanston, Oak Park, Schaumburg, Aurora as well — the schedule board and job records travel with them.

Calculate your admin savings

FAQ

Questions owners ask us

Stop managing paperwork. Start managing an AI team.

Hire your first four AI employees today. They start working the moment your data lands — and they never take a Friday off.