Contract Jobs in Chicago, IL

5,894 open positions · Updated daily

Looking for Contract jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Contract position in the Chicago, IL area.

Sr. Workplace Coordinator

Company: Grubhub

Location: Chicago, IL

Posted Nov 06, 2023

Grubhub is seeking a Sr. Workplace Coordinator for their Chicago office. The role involves managing workplace operations, vendor relations, and ensuring health and safety standards. The ideal candidate should have 2-3 years of corporate experience, strong leadership skills, and excellent communication abilities. Grubhub offers a positive work environment with benefits such as generous PTO, health and wellness programs, competitive compensation, free meals, and opportunities for social impact.

Senior Experience Designer (Contract Pool)

Company: Grand Studio

Location: Chicago, IL

Posted Nov 04, 2023

Grand Studio is a consultancy that values diversity and inclusivity, and is looking for senior designers to join their team. The role involves working on complex digital products and services, and requires a passion for design, teamwork, and humanity. The company offers a collaborative and supportive environment, flexible working arrangements, and opportunities for growth and development.

Senior Research Designer (Contract Pool)

Company: Grand Studio

Location: Chicago, IL

Posted Nov 04, 2023

Grand Studio is a collaborative environment where designers, including Senior Designers, work on client projects and contribute to the company's culture and design practice. The studio values professional design experience, understanding of the end-to-end design process, and the ability to communicate with technology teams. They offer a supportive environment, potential for full-time roles, and remote-friendly events. Grand Studio is committed to diversity and inclusion, providing reasonable accommodations for individuals with disabilities.

Senior Research Designer (Contract Pool)

Company: Grand Studio

Location: Chicago, IL

Posted Nov 04, 2023

Grand Studio is a collaborative and supportive environment that values diversity and inclusion. They offer a remote-friendly setup, with the potential for full-time roles within the first three months. The company seeks Senior UX Designers with professional experience, a deep understanding of the design process, and the ability to communicate with technology teams. They emphasize the importance of human-centered design and expect work samples showcasing expertise in designing complex digital products.

Desktop Support Specialist

Company: SDI Presence

Location: Chicago, IL

Posted Nov 06, 2023

The job description is for a Desktop Support Specialist at SDI Presence LLC, a company that provides IT consultancy and managed services. The role involves installing, configuring, and troubleshooting desktop and notebook computers, as well as supporting end-users. The company is looking for a candidate with 5+ years of experience in desktop hardware and software, and a strong understanding of Microsoft products.

Director of Business Development (Oracle Services)

Company: Premier International

Location: Chicago, IL

Posted Nov 04, 2023

Premier International, a software and technology consulting firm, is hiring an experienced Director of Business Development for their Oracle Practice in Chicago. The ideal candidate will have 5+ years of B2B sales experience, preferably in the technology sector, and a strong understanding of the technology consulting industry. The role involves managing the sales process, creating business development strategies, partnering with the Oracle Consulting team, and driving pipeline development. The company offers competitive compensation, benefits, and a positive work environment, having been recognized as one of Chicago's Best and Brightest Companies to Work For®.

Operations Compliance Analyst

Company: Fooda

Location: Chicago, IL

Posted Nov 04, 2023

Fooda, a venture-backed startup, is seeking an Operations Compliance Analyst to oversee standard operating procedures and ensure regulatory compliance. The role involves managing the compliance team, identifying risks, reviewing contracts, performing audits, and developing policies. The ideal candidate should have 1+ year of administrative or compliance experience, strong analytical skills, and proficiency in Microsoft Office. Benefits include competitive salary, health insurance, 401k, paid parental leave, and daily subsidized lunch.

Director of Business Development

Company: Premier International

Location: Chicago, IL

Posted Nov 04, 2023

Premier International, a software and technology consulting firm based in Chicago, is hiring a Director of Business Development. The role involves managing the sales process, developing business strategies, and strengthening customer relationships. The ideal candidate should have 5+ years of B2B sales experience, preferably in technology, and excellent communication skills. Premier International has been recognized as one of the Best and Brightest Companies to Work For in Chicago and is a fast-growing private company.

Desktop Support Specialist

Company: SDI Presence

Location: Chicago, IL

Posted Nov 06, 2023

The job description is for a Desktop Support Specialist at SDI Presence LLC, a company that provides IT consultancy and managed services. The role involves installing, configuring, troubleshooting, and maintaining Microsoft Windows desktop and notebook computers and peripherals.

Director of Business Development (Oracle Services)

Company: Premier International

Location: Chicago, IL

Posted Nov 04, 2023

Premier International, a software and technology consulting firm, is hiring a Director of Business Development for their Oracle Practice in Chicago. The ideal candidate will have 5+ years of B2B sales experience, preferably in the technology sector, and a strong understanding of the technology consulting industry. The role involves managing the sales process, developing business development strategies, and strengthening customer relationships. The company offers competitive compensation, benefits, and a positive work environment, having been recognized as one of Chicago's Best and Brightest Companies to Work For and one of Crain's top 100 Best Places to Work in Chicago.

Director of Business Development

Company: Premier International

Location: Chicago, IL

Posted Nov 04, 2023

Premier International, a software and technology consulting firm based in Chicago, has been recognized as one of Crain's Best Places to Work in Chicago. They are seeking an experienced Director of Business Development to join their team. The role involves managing the sales process, developing business strategies, and strengthening customer relationships. The ideal candidate should have 5+ years of B2B sales experience, excellent communication skills, and a basic understanding of the technology consulting industry. Premier offers competitive compensation, benefits, and a positive work environment.

Customer Success Manager, Level 1-Portuguese Speaking

Company: Keeper Security, Inc.

Location: Chicago, IL

Posted Nov 06, 2023

Keeper Security, a leading cybersecurity company, is hiring Customer Success Managers for a high-producing team. The role is 100% remote with the option for hybrid work in Chicago, IL. The successful candidate will work with an established client base, grow revenue, and provide valuable cybersecurity solutions. Requirements include 1+ years of experience in Account Management or SaaS Customer Success, fluency in Portuguese and English, strong technical knowledge, and experience with Enterprise organizations. Benefits include medical, dental, vision, life insurance, 401k, and a generous PTO plan.

Frequently Asked Questions

What are the typical hourly or weekly rates for contract tech roles at different seniority levels?
Entry‑level contractors earn $30–$50 per hour, mid‑level $50–$80, senior‑level $80–$120, specialist roles such as AI/ML or security typically $100–$150, and lead or architect positions can exceed $150 per hour. Regional cost of living and the specific technology stack also influence these ranges.
What skills and certifications are most sought after for contract tech positions?
High‑demand skills include cloud platform expertise (AWS Certified Solutions Architect, Azure Solutions Architect, GCP Professional Cloud Architect), Kubernetes & Helm, Terraform, CI/CD tools like Jenkins or GitLab CI, security certifications such as CISSP or CompTIA Security+, data engineering tools (Snowflake, BigQuery), programming languages (Python, Go, TypeScript), and Agile or Scrum facilitation. Demonstrated project experience on similar stacks is often required.
Can contract tech roles be performed remotely, and what is the typical remote work policy?
Approximately 80–90% of contract tech positions are fully remote, with clients providing VPN access and collaboration tools. Some contracts may require occasional on‑site visits for client meetings or data‑center access, but most clients emphasize a remote‑first workflow and enforce compliance with local data‑residency laws.
How can contractors advance their careers while staying in contract work?
Contractors can build a strong portfolio, specialize in high‑paying stacks, pursue advanced certifications, and secure retainer or multi‑project contracts. Continuous learning keeps rates high, and many contractors transition into permanent roles with the same clients or move into consulting, contract management, or specialized advisory positions.
What current industry trends are influencing the demand for contract tech talent?
Digital transformation, cloud migration, AI/ML adoption, cybersecurity needs, remote‑first culture, microservices architecture, edge computing, and the rise of platform‑as‑a‑service (PaaS) are driving companies to hire contractors for rapid experimentation, scaling, and expertise that is too scarce for full‑time positions.

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