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Freelance Machine Learning Data Annotation Jobs in Chicago, IL

Coinflow

Machine Learning Engineer

Chicago, IL · On-site

$160K - $220K/yr

You will be the first dedicated ML hire and will own how data and machine learning are developed and applied across Coinflow. You'll explore large-scale transaction and behavioral data, build models ...

Darwill, Inc.

Machine Learning Engineer

Villa Park, IL · On-site

MACHINE LEARNING ENGINEER (MLOPS / DATA ENGINEERING) Overview Darwill is a nationally recognized print and marketing communications firm based in the west suburbs of Chicago. As a premier provider of ...

Ontrac Solutions

Machine Learning Engineer

Chicago, IL · On-site

$70 - $90/hr

Bachelor's degree in Computer Science, Engineering, Data Science, Machine Learning, or equivalent practical experience. Required Qualifications * Solid hands-on experience with the GCP ecosystem ...

Ontrac Solutions

Machine Learning Engineer

Chicago, IL

$70 - $90/hr

Bachelor's degree in Computer Science, Engineering, Data Science, Machine Learning, or equivalent practical experience. Required Qualifications * Solid hands-on experience with the GCP ecosystem ...

PayPal

Machine Learning Engineer

Chicago, IL

Collaborate with senior engineers and data scientists on model deployment. * Conduct experiments and run machine learning tests. * Stay updated with the latest advancements in machine learning.

PayPal, Inc.

Machine Learning Engineer

Chicago, IL · On-site

Collaborate with senior engineers and data scientists on model deployment. * Conduct experiments and run machine learning tests. * Stay updated with the latest advancements in machine learning.

PayPal

Machine Learning Engineer

Chicago, IL

Collaborate with senior engineers and data scientists on model deployment. * Conduct experiments and run machine learning tests. * Stay updated with the latest advancements in machine learning.

Gotion, Inc.

Machine Learning Engineer

Manteno, IL

... data environments. Essential Duties and Responsibilities: * Design and implement novel machine learning and deep learning models tailored to internal research needs * Prototype and evaluate ...

Ryan Specialty

AI Project Manager

Chicago, IL · On-site

$53.25 - $72/hr

Position Summary The Lead Machine Learning Specialist will work with a team to conduct world-class research on data analytics and contribute to the long-term research agenda in large-scale data ...

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Freelance Machine Learning Data Annotation information

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How much do freelance machine learning data annotation jobs pay per hour?

As of Jun 9, 2026, the average hourly pay for freelance machine learning data annotation in Chicago, IL is $22.53, according to ZipRecruiter salary data. Most workers in this role earn between $17.84 and $25.77 per hour, depending on experience, location, and employer.

What is the difference between Freelance Machine Learning Data Annotation vs Data Labeler?

AspectFreelance Machine Learning Data AnnotationData Labeler
CredentialsBasic understanding of annotation tools, sometimes with specialized domain knowledgeTypically no formal credentials required
Work EnvironmentRemote, flexible, project-basedOften remote or in-house, depending on employer
Industry UsageUsed in AI/ML development for training datasetsUsed in data preparation for various industries, including AI
Search/Comparison IntentFocuses on freelance opportunities, project scope, and toolsMore general, often employed by companies for data labeling tasks

Freelance Machine Learning Data Annotation involves independently completing annotation tasks for AI models, often with specialized tools and domain knowledge. Data Labelers typically perform similar tasks but may work as employees or contractors within a company. The main difference lies in the freelance nature and project-based work of data annotation roles.

What are the key skills and qualifications needed to thrive as a Freelance Machine Learning Data Annotation specialist, and why are they important?

To thrive as a Freelance Machine Learning Data Annotation specialist, you need attention to detail, basic knowledge of data labeling concepts, and familiarity with machine learning data types. Experience with annotation tools (such as Labelbox, RectLabel, or CVAT) and understanding of data privacy protocols are commonly required. Strong communication, time management, and the ability to follow complex guidelines are essential soft skills for delivering accurate results. These skills ensure high-quality, consistent data annotation, which is critical for effective machine learning model training and performance.

What is freelance machine learning data annotation?

Freelance machine learning data annotation involves labeling or tagging data—such as images, text, audio, or video—to help train machine learning models. As a freelancer, you work independently or through platforms, completing specific annotation tasks assigned by companies or researchers. This work is essential because high-quality labeled data is required for AI systems to learn and make accurate predictions. Annotators may categorize images, transcribe speech, or highlight relevant information in documents. The flexibility of freelancing allows you to choose projects and work remotely.

What are some common challenges faced by freelance machine learning data annotators, and how can they be managed?

Freelance machine learning data annotators often encounter challenges such as maintaining data accuracy, handling repetitive tasks, and understanding complex annotation guidelines. Staying organized and regularly reviewing project instructions can help ensure consistency and quality in annotations. Additionally, communicating proactively with project managers and utilizing annotation tools efficiently can help manage workload and clarify uncertainties. Building expertise in different data types (text, image, audio) also allows annotators to diversify their projects and reduce monotony.
What are the most commonly searched types of Machine Learning Data Annotation jobs in Chicago, IL? The most popular types of Machine Learning Data Annotation jobs in Chicago, IL are:
What are popular job titles related to Freelance Machine Learning Data Annotation jobs in Chicago, IL? For Freelance Machine Learning Data Annotation jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Freelance Machine Learning Data Annotation jobs in Chicago, IL look for? The top searched job categories for Freelance Machine Learning Data Annotation jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Freelance Machine Learning Data Annotation jobs? Cities near Chicago, IL with the most Freelance Machine Learning Data Annotation job openings:
Freelance Machine Learning Data Annotation jobs near you

Machine Learning Engineer

Coinflow

Chicago, IL • On-site

$160K - $220K/yr

Full-time

Medical, Retirement

Posted 13 days ago

Job description

About Coinflow
Coinflow is the next-generation payment service provider revolutionizing global financial infrastructure with stablecoins, AI-driven fraud prevention, and instant settlement. Coinflow enables businesses to grow faster with instant settlement, fraud & chargeback indemnity, global pay-ins, multi-currency FX, and unified payouts. Founded in 2023, the company serves marketplaces, fintechs, remittance providers, gaming platforms, and ecommerce merchants worldwide.
Since our seed round in 2024, we've achieved 23x revenue growth and scaled to multi-billion-dollar annual transaction volume. In response to this growth, Coinflow announced a $25M Series A in October 2025-led by Pantera Capital, CMT Digital, Coinbase Ventures, Jump Crypto, and Reciprocal Ventures-accelerating our mission to power the world's fastest-moving businesses with innovative, reliable global payments.
Coinflow is proudly headquartered in Chicago, IL. Learn more at coinflow.cash.
Role Overview:
Coinflow is seeking a Machine Learning Engineer to help build the intelligence layer that powers our platform.
This is a zero-to-one role. You will be the first dedicated ML hire and will own how data and machine learning are developed and applied across Coinflow. You'll explore large-scale transaction and behavioral data, build models and analytical systems, define what success looks like, and embed intelligence directly into our products and internal tooling.
The ideal candidate is deeply curious, excited to experiment, and motivated by building something that does not yet exist.
Key Responsibilities:
  • Build and evolve machine learning models and analytical systems that support platform decisioning and product intelligence
  • Establish the foundation for data and machine learning practices across the company
  • Define, own, and evolve core metrics across platform health, performance, and risk
  • Explore transaction and behavioral data to uncover patterns, signals, and new insights
  • Partner closely with Engineering, Product, and Operations to turn open-ended problems into real systems
  • Design how models and data systems are evaluated, improved, and trusted over time
  • Build internal workflows and tooling that support operational and product teams
  • Help shape Coinflow's long-term data and machine learning roadmap

Required Qualifications:
  • 4+ years of experience in machine learning, applied data science, or production ML roles
  • Strong foundation in machine learning, statistics, and analytical problem solving
  • Experience building models or data-driven systems that operate in real products
  • Comfort working with ambiguous problems and creating structure where none exists
  • Strong communication skills and experience collaborating cross-functionally
  • High ownership mindset with genuine curiosity about messy, real-world data

Preferred Qualifications:
  • Experience building decisioning, optimization, fraud, risk, or other payments systems
  • Experience in fintech, payments, or other financial services environments
  • Experience as an early data/ML hire at a startup
  • Experience working with high-volume behavioral or financial data

What We Offer:
  • Competitive compensation including base salary, performance bonus, and meaningful ownership
  • Opportunity to build the fraud and risk intelligence layer of a rapidly scaling fintech company
  • Collaborative and innovative work environment with world-class investors
  • Direct impact on core risk infrastructure and company trajectory during a hypergrowth phase

The base salary range for this role is $160,000 to $220,000 USD. The actual base salary offered depends on a variety of factors, including but not limited to experience, education, skills, qualifications and business needs.
In addition, the employee who fills this role will be eligible for an equity grant, allowing you to share in the long-term success of the company. You will also have access to a wide array of benefits, including health and wellness benefits, 401(k) savings plan, and flexible time off.
Join the team rewriting how money moves worldwide-and become a driving force in the $194 trillion cross-border payments market.

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