Virtual assistant to manage calendar Chicago IL is one of the most common requests we get from business owners. Here is what the work involves, the role that handles it and our real prices. For Chicago, IL businesses, that means someone who works your Central time business hours, without adding a desk or payroll.
What a Executive Assistant Does
Best for founders, CEOs, partners and senior leaders. Typical work includes:
- Personal errands that can be done online
- Complex calendar management across time zones
- Meeting briefs, agendas and follow-up notes
- Inbox zero with priority flagging
- Board, investor and client meeting logistics
They already work in tools like TripIt, Superhuman, DocuSign and Google Workspace. See the full Executive Assistant page for every task.
How a Virtual Assistant Handles It
Getting a virtual assistant to manage calendar usually takes about a week to settle in:
- Day one: you show the task once on a short call or a Loom video
- Your assistant writes the steps into a checklist and you approve it
- First week: they do the work and you review it
- After that: they handle it on their own and report on what they did
If the task needs logins, you share them through the encrypted vault in your account, never by email, and you can remove access at any time.
Executive Assistant Support for Chicago, IL Businesses
Chicago companies hire executive assistants for calendar and inbox management, and teams want assistants
Your assistant works Central time. See our Chicago page for every role available locally. We also serve Schaumburg, Naperville, Springfield and Rockford.
Executive Assistant Prices
Our current monthly prices for an Executive Assistant at the Skilled VA level. They are the same in Chicago, IL as in every other city.
- Starter, 20 hours a month: $320 ($16.00 an hour)
- Growth, 40 hours a month: $608 ($15.20 an hour)
- Professional, 80 hours a month: $1,152 ($14.40 an hour)
- Full-Time Dedicated, 160 hours a month: $2,176 ($13.60 an hour)
A Senior Specialist starts at $432 a month and a US-Based Specialist at $608. Prepay 3, 6 or 12 months to save up to 12%. Build your package to see your exact price.
How to Hire in Four Steps
- Build your package: pick the role, hours and experience level and see the price
- Pay the itemized invoice by card or crypto
- Your account manager contacts you within one business day, and most assistants are matched within 1 to 3 business days
- Share access through the vault and give your first tasks
Related Searches
- Chicago executive virtual assistant: What You Get and What It Costs
- Hire dedicated CRM specialist Hubspot Chicago: Roles, Tasks and Pricing
- Virtual assistant experienced in Otter.ai Fireflies Chicago IL: What They Do and What It Costs
- Best virtual assistant agency Chicago IL: What You Get, How It Works and Prices
- On-demand virtual assistant Chicago IL: Pay-as-You-Go Hours and One-Time Projects
- Chicago real estate virtual assistant: Services, Tasks and Pricing
For the bigger picture, read our full guide: Hiring a Virtual Assistant in Ohio, Michigan, Illinois, Indiana, Wisconsin and Minnesota.