Chicago firms compete on service, and office costs in the Loop are not getting cheaper. A virtual assistant gives you strong support without the desk.
Virtual Assistant gives Chicago businesses a dedicated virtual assistant from $240 a month, working Central time. You choose the role and the hours, and a US account manager matches you within 1 to 3 business days.
Why Chicago businesses hire a virtual assistant
Trading firms, law, consulting, logistics and food companies all make up the city's economy. Partners and executives keep very full calendars, and clients expect quick and professional answers.
The roles Chicago businesses should hire first
Executive Assistant
Partners and leaders can hand off calendars, travel and meeting prep.
You walk into every meeting ready. A short brief with the people, the context and the open items is waiting for you before each call.
- Screen meeting requests against your priorities
- Organize board, investor and client meeting logistics
- Keep your inbox clear and flag what is truly urgent
- Submit expense reports and match receipts
Executive assistant packages start at $320 a month for 20 hours. Hire an executive assistant for your Chicago business.
Legal Assistant
Law firms can hand off intake, deadlines and documents.
Clients feel looked after. Regular updates and quick scheduling reduce the "any news on my case?" calls.
- Schedule consultations
- Calendar court dates and deadlines
- Request and organize records
- Support billing and time entry
Assistants are not attorneys and do not give legal advice. Legal assistant packages start at $320 a month for 20 hours. Hire a legal assistant for your Chicago business.
Administrative Assistant
Small firms can hand off daily email and scheduling.
Your day stops being reactive. Someone else sorts the inbox and the calendar first, so you start each morning with a short list of what actually needs you.
- Sort your email into urgent, needs a reply and can wait
- Send reminders and confirm attendance the day before
- Prepare templates for the letters and forms you use often
- Compare suppliers and summarize the best options
Administrative assistant packages start at $240 a month for 20 hours. Hire an administrative assistant for your Chicago business.
What it costs in Chicago
You pay the same clear price wherever you are, and you see the exact total before you order. Skilled VA prices for the roles above:
- Executive Assistant: $320 for 20 hours, $608 for 40 hours or $1,152 for 80 hours a month
- Legal Assistant: $320 for 20 hours, $608 for 40 hours or $1,152 for 80 hours a month
- Administrative Assistant: $240 for 20 hours, $456 for 40 hours or $864 for 80 hours a month
Senior Specialists, with 5+ years in the field, cost 35% more. US-Based Specialists, who live and work in the United States, cost 90% more. If you would rather not commit to a monthly package, pay-as-you-go hours start at $14.40 an hour and stay valid for 90 days.
Why hire your Chicago assistant from Virtual Assistant
Your assistant works remotely and keeps Central time business hours, so your day and theirs line up. You get a person who learns your business, with a team behind them when something needs fixing.
- Built for confidential work: An NDA, separate logins and a secure vault protect your board, investor and personal information.
- Works under your supervision: You stay in charge of the legal work, and your assistant handles the administrative support around it.
- They learn how you work: Your account manager turns your routine into a written checklist on the kickoff call, so you explain each job once.
- NDA and secure access: Every assistant signs an NDA, and logins go through a secure vault, never by email.
- A dedicated assistant: You work with one person who learns your business, not whoever is free in a shared pool.
- Start in 1 to 3 business days: Most clients are matched within 1 to 3 business days of payment, or within 24 hours with rush onboarding.
A virtual assistant or an in-house hire?
An in-house hire makes sense when the job needs someone physically on site. For work done on a screen or a phone, a virtual assistant usually costs far less, because you pay only for working hours, with no recruiting, desk, equipment or payroll taxes to arrange. You can also start with 20 hours a month and grow, instead of committing to a full-time salary before you know how much work there is.
How to get started this week
- Build your package: choose a role, your hours and an experience level, and see your price straight away
- Pay your itemized invoice by card or crypto
- Your US account manager matches you within 1 to 3 business days and runs your kickoff call
- Your assistant starts on a written checklist of your first tasks for your Chicago business
Towns and districts we serve around Chicago
Your assistant works remotely, so you get the same service in Chicago and nearby, including the Loop, River North, Lincoln Park, West Loop, Evanston, Oak Park and Hyde Park. If your town or district is not listed here, we still serve it. Just enter it on the order form.
More for Illinois businesses
See virtual assistant services and prices in Chicago or our guide to hiring in Illinois. Other Illinois guides: Schaumburg, Springfield, Rockford, Naperville.