Hire the Best Virtual Assistants in Chicago, IL

More than 3,000 reviews on G2
Rating is 4.5 out of 5.
4.5/5
of Upwork by G2 peer reviewers
Kathryn R.

Chicago, Illinois

$50/hr
5.0
5 jobs

I'm Katie, an experienced project manager proficient in navigating diverse industries from small startups to multinational giants. Certified as a PMP and CPA, I excel at organizing projects with precision and adapting to any team dynamic. I have a background in agile project management and have used a variety of project management tools (Kantata, MS Project, Excel). With a strong background in accounting, I also bring the appropriate knowledge to maintain budgets and ensure strong financial planning. My project management style could best be described as: - Transparent and regular communication - Practical and adaptable approaches - Detail oriented and organized

  • Administrative Support
  • Data Entry
  • Microsoft Project
  • Project Management
  • Budget Management
  • Financial Analysis
  • Program Management
  • Agile Project Management
Sabine E.

Chicago, Illinois

$20/hr
5.0
3 jobs

I am a detail-oriented Virtual Assistant specializing in administrative support for busy professionals and small businesses. I provide reliable, organized, and efficient back-end support so clients can focus on their core work. I am available evenings and weekends for up to 10 hours weekly. My work is fully remote, structured, and communication-based (email and messaging only). I do not require phone or video calls and am highly comfortable working independently with clear written instructions. I bring strong skills in organization, accuracy, and time management, and I take pride in delivering consistent, high-quality work on schedule. Services I offer: - Email management and inbox organization - Calendar scheduling and coordination - Data entry and spreadsheet management - Document organization (Google Drive, Dropbox. etc.) - Online Research and information tracking - File sorting, labeling, and back-office support - Administrative tasks

  • Data Entry
  • Virtual Assistance
  • Microsoft Office
  • Email
  • Spreadsheet Skills
  • ACT!
  • Email Management
Claire B.

Chicago, Illinois

$139/hr
5.0
131 jobs

Most systems do not fail because of the software! They fail because the workflow is unclear, ownership gets messy, information lives in too many places, and the setup becomes too complicated for the team to realistically maintain. That’s usually where I come in. I help teams turn scattered processes, disconnected tools, and operational chaos into clear systems that actually support the day to day — without making everything feel overly rigid or corporate. My work typically includes: operational workflow design CRM systems project/task management knowledge bases client portals automations/integrations improving visibility and adoption across teams And honestly, one of the biggest things I pay attention to is usability. Systems don’t just need to technically work — they need to feel intuitive enough that people naturally continue using them. If something is confusing, clunky, or overwhelming, teams usually abandon it no matter how “powerful” it is. I care a lot about building systems that feel clear, comfortable, sustainable, and genuinely helpful to operate inside long term.

  • Email Communication
  • CRM Software
  • Communications
  • Project Management
  • Notion
  • Asana
  • Trello
  • CRM Development
  • Operations Management Software
  • Automated Workflow
  • CRM Automation
  • Project Workflows
  • Solution Architecture
Haniyah Z.

Chicago, Illinois

$55/hr
4.9
13 jobs

Hi, I’m Haniyah. I have over four years of experience supporting teams and leadership across companies like AHEAD, Amtrak, Digital Factory, and Foundation Medicine. My background is in project management and operations, where I helped keep teams organized, timelines on track, and communication clear. Most recently, I’ve been working directly with founders and smaller businesses and agencies, helping them with operations, hiring coordination, systems setup, documentation, and whatever else needs structure. I’ve built task boards, cleaned up workflows, managed inboxes and calendars, and stepped in to make sure things actually move forward. I’m someone you can rely on. I pay attention. I follow through. I understand business goals quickly and focus on getting things done without overcomplicating the process. If you need someone steady, organized, and execution-focused behind the scenes, I’m happy to help

  • Project Management
  • Agile Project Management
  • IT Project Management
  • Risk Assessment
  • Project Planning
  • JavaScript
  • WordPress
  • Shopify
  • HTML5
  • CSS 3
  • SEO Plugin
  • Graphic Design
China D.

Chicago, Illinois

$18/hr
4.9
18 jobs

I am proficient in MS word & Google docs which coincide with my strong ability to produce articles and blog posts. In the past yar I have dived into ghost writing which has been exciting. I offer fiction writing, nonfiction, and informational writing especially in regard to health, nutrition, & wellness. As a virtual assistant, I excel in phone support, email correspondence, and providing organized reliable assistance.

  • Email Communication
  • Microsoft Word
  • Virtual Assistance
  • Creative Writing
  • Writing
  • Proofreading
  • Outbound Call
  • Organizer
  • Self-Help
  • Health & Wellness
  • Ghostwriting
  • Blog Writing
  • Article Writing
  • Google Docs
Reena B.

Chicago, Illinois

$50/hr
5.0
11 jobs

Detail-oriented and highly adaptable Administrative Assistant/Operations Manager with a strong track record of supporting fast-paced teams, managing complex workflows, and improving day-to-day operations. Skilled at multitasking while maintaining accuracy, professionalism, and clear communication. Brings advanced proficiency in MS Office (especially Excel), Google Sheets, and hands-on experience with platforms such as Zoho One, various Event Management Systems, CloudTalk, Salesforce, and TimeSolv. Known for quickly learning new tools, optimizing processes, and providing reliable, solutions-focused support across departments.

  • Administrative Support
  • Customer Service
  • Data Entry
  • Microsoft Excel
  • Scheduling
  • Business Management
  • Microsoft Outlook
  • Email Marketing

How it works

Post a job for free Post a job

Tell us what you need. Create your own job post or generate one with AI then filter talent matches.

Hire top talent fast

Consult, interview, and hire quickly, so you can meet the freelancers you're excited about.

Collaborate easily

Use Upwork to chat or video call, share files, and track project progress right from the app.

Payment simplified

Manage payments in one place with flexible billing options. Only pay for approved work, hourly or by milestone.

Don't just take our word for it

Resources to help you hire

Cost to hire a Virtual Assistant

Cost to hire a Virtual Assistant

Explore typical Virtual Assistant rates and what businesses pay to hire top talent.

Virtual Assistant job description template

Virtual Assistant job description template

Get tips to write a job post that attracts qualified Virtual Assistants.

Virtual Assistant interview questions

Virtual Assistant interview questions

Top interview questions to help you hire the right Virtual Assistants, faster.

How do I hire a Virtual Assistant near Chicago, IL on Upwork?

You can hire a Virtual Assistant near Chicago, IL on Upwork in four simple steps:

  • Create a job post tailored to your Virtual Assistant project scope. We’ll walk you through the process step by step.
  • Browse top Virtual Assistant talent on Upwork and invite them to your project.
  • Once the proposals start flowing in, create a shortlist of top Virtual Assistant profiles and interview.
  • Hire the right Virtual Assistant for your project from Upwork, the world’s largest work marketplace.

At Upwork, we believe talent staffing should be easy.

How much does it cost to hire a Virtual Assistant?

Rates charged by Virtual Assistants on Upwork can vary with a number of factors including experience, location, and market conditions. See hourly rates for in-demand skills on Upwork.

Why hire a Virtual Assistant near Chicago, IL on Upwork?

As the world’s work marketplace, we connect highly-skilled freelance Virtual Assistants and businesses and help them build trusted, long-term relationships so they can achieve more together. Let us help you build the dream Virtual Assistant team you need to succeed.

Can I hire a Virtual Assistant near Chicago, IL within 24 hours on Upwork?

Depending on availability and the quality of your job post, it’s entirely possible to sign up for Upwork and receive Virtual Assistant proposals within 24 hours of posting a job description.