Locations | CHICAGOHire a Part Time Virtual Assistant in Chicago
Virtual Assistant Services in Chicago, IL
Working with a virtual assistant in Chicago keeps your professional and personal life balanced. Whether you are running a business or coordinating family logistics, having reliable remote support means you aren’t burdened with having to do it all. We pair you with capable personal assistants to handle scheduling, research, and coordination, giving you back time to enjoy life rather than managing it.
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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 anywhereOur virtual assistants in Chicago can support anyone in the Central Time Zone.
How It Works
Match with candidatesSay goodbye to combing through applications! Tell us about what you looking for, and receive your matches.
interview your favoritesAvoid the hassle of coordinating. Simply provide your availability and we’ll set up a video interview.
hire Assistant + get startedPositions 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, booking travel, and 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 guaranteed hours to 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 compatible interpersonal dynamics.
With The Middle, you can speak directly with your virtual assistant candidates first, without any commitment. We’ll share personalized candidate matches and take care of scheduling your interviews for free. We only charge our one-time $750 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
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![A man with a short haircut, goatee, and mustache, wearing a white collared shirt with small patterns and a black blazer, standing in front of a backdrop with the words 'TV LAND' and a star logo.]()
"Gracie has a very keen sense of people's strengths, needs, and personalities that will mix."
Charles D.
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![Smiling woman with long, wavy brown hair wearing a light blue blazer, touching her face with one hand, against a light blue background.]()
“My assistant saves me so much time in my day to day life, and it's a relief knowing I can rely on her."
Erica W.
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![Light blue background with large purple letters 'RD' in the center.]()
“The EA we hired continues to be a phenomenal asset to our professional and personal lives. "
Robert D.
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![Light blue background with large purple letters 'MG' in the center.]()
“I felt like I never had to lift a finger. From start to finish, working with the Middle was smooth, efficient, and fun."
Mitchell G.
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![Young woman with shoulder-length dark hair and a bright smile, wearing a navy blazer over a black blouse with ruffled details, standing against a light-colored textured background with artistic cutouts.]()
"I was able to find an excellent PA, who has now become essential to streamline and accelerate our work."
Maria D.
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![Light blue background with large, bold purple letters 'SC' in the center.]()
"What a brilliant and efficient way to find a personal assistant. A service to find quality candidates looking for hourly work."
Private Client
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![Light blue background with large purple letters 'BJ' in the center.]()
"The Middle made hiring so much faster and curated such great candidates that the only hard part was making a decision."
Brian J.
Areas We Serve in California
south bayAreas 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.
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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 do 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.