
Find an assistant
Hire a Part Time Virtual Assistant in Chicago IL
Virtual Assistant Services in Chicago IL
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Save Time
Delegate all the little time sucks and reclaim your life.
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Boost Productivity
We’ll do the admin so you can focus on higher-level projects.
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Reduce Stress
Find The Middle ground in work/life balance.
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No Set Plans
Personalized support tailored to your needs.
City talent available anywhere
Our virtual assistants in Chicago can support anyone in the Central Time Zone.
How It Works
Match with candidates
Say goodbye to combing through applications! Tell us about what you are looking for, and receive your matches.
interview your favorites
Avoid the hassle of coordinating. Simply provide your availability and we’ll set up a video interview.
hire Assistant + get started
Positions are part-time, but ongoing. Pay your assistant their wages directly and enjoy your newfound time!
Support from a US-Based Virtual Assistant - In Chicago
Our virtual assistants based in Chicago can handle a variety of online administrative tasks, including scheduling, email correspondence, and so much more.
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Booking doctors appointments
Scheduling service providers
Researching travel
Purchasing gifts
Paying bills
Preparing documents and registrations
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Scheduling meetings and calls
Data entry and creating databases
Organizing digital files
Travel arrangements or reservations
Email correspondence
Calendar management
Liaising with clients and team members
Acting as a gatekeeper
Cost to Hire a Virtual Assistant in Chicago
Typical virtual assistant companies in Chicago require you to purchase set plans with a package of allotted hours you can work with your VA. Other services gate-keep your VA’s identity until you’ve committed to a plan. We do things differently because we believe the strongest working relationships are built on strong interpersonal dynamics.
With The Middle, you can speak directly with your virtual assistant candidates without any commitment. We’ll share personalized candidate matches and take care of scheduling your interviews— for free. We only charge our one-time $575 Placement Fee if you decide to hire one of our candidates. No ongoing plans or minimum commitments. You’ll enjoy direct communication with your VA, in whatever method is best for you.
You pay your VA their hourly wages directly. A virtual personal assistant in Chicago is typically looking for $25-35/hr.

Who Hires an Assistant with The Middle?
Small Business Owners
Consultants
Project Managers
Entrepreneurs
Philanthropists
Marketing Experts
Branding Creatives
Writers
Venture Capitalists
Tech Founders & Engineers
Film, TV & Media Executives
Artists
Interior Designers
Investment Bankers
Lawyers
Satisfied Clients
Areas We Serve in California
south bay
Areas We Serve in New York
Areas We Serve in Illinois
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The Difference Between Part-Time and Full-Time Personal Assistants
Why a Part-Time Personal Assistant Might Be the Perfect Fit for Your Needs
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Maximize Your Day: How a Personal Assistant Can Streamline Your Schedule
The Benefits of Outsourcing Professional and Personal Tasks
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Creating a Comprehensive Job Description for Your Personal Assistant
A Guide To Finding Your Ideal Personal Assistant
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Why New York City & Los Angeles Are Perfect for Personal Assistants
Unique Reasons to Hire Personal Assistants in NYC & LA
FAQs
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We make the process simple and straightforward, from start to finish. Simply share what you are looking for by submitting our Client Questionnaire, and we’ll match you with candidates who can offer support specific to your needs.
We’ll set up video interviews for you at your convenience so you can meet face to face and discuss the role.
There is no obligation to hire any of the candidates you meet, but if you would like to hire one of our assistants, we’ll extend your offer and connect you directly once they accept. You will take it from there!
The Middle is not involved in onboarding or employment management.
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All of our virtual personal assistants can support with routine administrative tasks like email correspondence, scheduling, calendar management, managing registrations and renewals, booking appointments, calling customer support, data entry, and research.
Some candidates may be able to offer specialized support in social media, graphic design, or project management. Share your needs and we will with match you with candidates who have relevant experience so you can find your best fit.
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No packages or subscriptions here! Think of The Middle as a virtual assistant matchmaker— facilitating introductions and cutting down your search time. We make personalized matches based on your unique needs.
When you start working with one of our assistants, we’ll connect you via email and you’ll enjoy direct communication with your VA.
Hourly rates are paid directly to your virtual assistant. Typical rates are between $25-35/hr.
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The Middle facilitates introductions and presents curated candidate matches. We are not facilitate onboarding or manage the employment— including your preferences on handling confidential information. We recommend establishing trust before delegating tasks that require disclosing confidential information, and work with your VA to find programs or measures you are comfortable with to keep your information secure once you do.
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You will always work with a dedicated virtual personal assistant in Chicago so that you can establish trust and a strong working relationship. Once you connect with one of our assistants, you’ll enjoy direct communication and ongoing support from the same person for all of your needs.