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Entry Level Ai Data Annotation Jobs in Chicago, IL

Welo Data

Data Labeling Associate

Chicago, IL

$34/hr

What if your language expertise could help improve the speech and voice AI systems used by millions of people worldwide? WHAT YOU'LL DO * Execute Data labelling and annotation tasks across speech and ...

YO AI Labs

English Language Expert - Remote

Chicago, IL · Remote

$30 - $50/hr

Previous experience in AI data training, annotation, editorial QA, localization QA, or professional copyediting . * Experience evaluating AI-generated content or training data. * Strong hands-on ...

YO AI Labs

English Language Expert - Remote

Chicago, IL · Remote

$30 - $50/hr

Previous experience in AI data training, annotation, editorial QA, localization QA, or professional copyediting . * Experience evaluating AI-generated content or training data. * Strong hands-on ...

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Entry Level Ai Data Annotation information

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How much do entry level ai data annotation jobs pay per hour?

As of Sep 7, 2026, the average hourly pay for entry level ai data annotation in Chicago, IL is $20.85, according to ZipRecruiter salary data. Most workers in this role earn between $16.83 and $22.55 per hour, depending on experience, location, and employer.

What is an entry level AI data annotation?

An Entry Level AI Data Annotation job involves labeling and categorizing data such as images, text, audio, or video to help train artificial intelligence (AI) and machine learning models. Annotators follow specific guidelines to tag data accurately, ensuring that AI systems learn to recognize patterns correctly. These positions typically require attention to detail, basic computer skills, and the ability to follow instructions. No advanced technical knowledge is usually required, making it a great way to start a career in the AI or tech industry.

What are the key skills and qualifications needed to thrive as an entry level AI data annotation specialist?

To thrive as an Entry Level AI Data Annotation Specialist, attention to detail, basic computer literacy, and a high school diploma or equivalent are typically required. Familiarity with data labeling platforms, annotation tools, and spreadsheet software is often expected. Strong organizational skills, focus, and the ability to work independently help individuals excel in this role. These skills ensure accurate and efficient data labeling, which is crucial for developing reliable AI and machine learning models.

What are some common challenges faced by entry level AI data annotation specialists, and how can they be addressed?

Entry-level AI data annotation specialists often encounter challenges such as maintaining consistency and accuracy while labeling large volumes of data, understanding nuanced instructions, and adapting to changing project requirements. These challenges can be addressed by actively seeking clarification from team leads, participating in training sessions, and regularly reviewing annotation guidelines. Collaborating with teammates and using quality assurance feedback also helps improve accuracy and ensures alignment with project standards.

What are the most commonly searched types of Ai Data Annotation jobs in Chicago, IL?

The most popular types of Ai Data Annotation jobs in Chicago, IL are:

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For Entry Level Ai Data Annotation jobs in Chicago, IL, the most frequently searched job titles are:

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Entry Level Ai Data Annotation jobs near you
Infographic showing various Entry Level Ai Data Annotation job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 84% Full Time, 12% Part Time, and 3% Contract. Highlights an 87% Physical, 3% Hybrid, and 10% Remote job distribution, with an average salary of $43,368 per year, or $20.9 per hour.

Data Labeling Associate

Welo Data

Chicago, IL

$34/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 29 days ago

Job description

What if your language expertise could help improve the speech and voice AI systems used by millions of people worldwide?
WHAT YOU’LL DO
• Execute Data labelling and annotation tasks across speech and voice datasets.
• Work with audio and language data, including transcription, categorization, and tagging.
YOU ARE A FIT IF YOU’RE…
• A English with Dialect from (Australian, United Kingdom and Canadian) speaker with strong written communication skills
• Experienced in data labelling, annotation, content review, or similar detail-oriented work (2+ year preferred)
• A Bachelor's degree holder
PROJECT DETAILS
• Location: 100% Onsite (Bay Area, Seattle, NYC, or client-dependent locations)
• Employment Type: W2 Full-Time Employee
• Hours: 40 hours per week
• Work Authorization: Must be authorized to work in the U.S. (no visa sponsorship available)
• Eligible Locations: NYC, Seattle, Bellevue, Redmond, San Francisco, Sunnyvale, Burlingame, Austin, Los Angeles, Washington DC, Chicago, and Boston
BENEFITS
• $34 per hour
• Paid Vacation (6 days)
• Paid Company Holidays
• Paid Sick Leave
• Employee Assistance Program
• Health Savings Account (HSA)
• 401(k) Retirement Plan
• Additional Voluntary Benefits (Life, Accident, Critical Illness, etc.)
ADDITIONAL BENEFITS (Upon Eligibility)
• Medical, Dental, and Vision Insurance
• Free Breakfast, Lunch, and Dinner (where applicable)
• Stocked Micro-Kitchens with Snacks and Beverages
• Commuter Benefits, Including Shuttles and Bike-to-Work Options
• Unique Campus Amenities Depending on Location

Working at Welo Data

What to expect from working at Welo Data

From Welo Data

About Welo Data, in their own words

From Welo Data

Welo Data is a global AI data services company powering the next generation of AI. We build, annotate, and validate the training datasets that make AI models accurate, safe, and ready for the real world — across languages, cultures, and domains.

Our team of experts spans the globe, combining deep technical knowledge with a human-centered approach. If you want your work to shape how AI understands the world, you'll find your place here.

Diversity and inclusion statement

From Welo Data

Our Strength is derived from Winning Together. Welo Data is unequivocally committed to developing and fostering a workplace and organizational culture that values the diversity of thought and perspective delivered by a diverse global workforce operating within an inclusive organization.