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Weekend Ai Programmer Jobs in Chicago, IL (NOW HIRING)

Simplex Trading

Infrastructure Engineer

Chicago, IL · On-site

$125K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Infrequent evening/weekend work to allow for change execution outside of trading hours * Other ... For all job postings, Simplex may use AI to review and analyze applications, resumes, interviews ...

Miratech

Senior UC Engineer

Chicago, IL · On-site +1

  • Medical

Demonstrate flexibility to work weekends and off-hours as needed to support planned engineering ... Ability to use Copilot and other AI productivity tools to improve efficiency and productivity in ...

Valkyrie Trading

Trade Support Engineer

Chicago, IL

$145K - $177K/yr

  • Medical

  • Dental

  • PTO

... weekend rotation. What You'll Need: * 2+ years of full-time, professional experience in Trade ... Familiarity with current code generation AI tools. * A track record of troubleshooting application ...

Valkyrie Trading

Trade Support Engineer

Chicago, IL · On-site

$145K - $177K/yr

  • Medical

  • Dental

  • PTO

... weekend rotation. What You'll Need: * 2+ years of full-time, professional experience in Trade ... Familiarity with current code generation AI tools. * A track record of troubleshooting application ...

JLL

Regional Engineering Manager

Chicago, IL

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Support after-hour/weekend shutdowns and have a willingness to travel Team Leadership & Development ... Using AI capabilities, we analyze your application for relevant skills, experiences, and ...

Chicago Blackhawks

Senior Software Engineer

Chicago, IL

$100K - $110K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

However, all positions may occasionally require non-traditional hours (nights, weekends, holidays ... Familiarity with AI-first development, and tools like Claude Code * Familiarity with Azure Cloud ...

New

Life Time

Kids Instructor- Weekends

Lake Zurich, IL

$15/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Position Summary The Kids Instructor provides best-in-class, educational/fitness-minded programming ... Life Time does not use AI in a manner that would have the effect of subjecting applicants to ...

Life Time, Inc.

Kids Instructor- Weekends

Lake Zurich, IL · On-site

$15/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Position Summary The Kids Instructor provides best-in-class, educational/fitness-minded programming ... Life Time does not use AI in a manner that would have the effect of subjecting applicants to ...

Cooley

Lead Cloud Architect

Chicago, IL · On-site

$57 - $78/hr

About Cooley AI: Cooley AI is the wholly-owned subsidiary of Cooley LLP. The frontier development ... Partners with the DevSecOps Engineer to validate security requirements in every template

Cooley LLP

Lead Cloud Architect

Chicago, IL · On-site

$57 - $78/hr

About Cooley AI: Cooley AI is the wholly-owned subsidiary of Cooley LLP. The frontier development ... Partners with the DevSecOps Engineer to validate security requirements in every template

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All JobsAi Programmer JobsWeekend Ai Programmer JobsWeekend Ai Programmer Jobs in Chicago, IL

Weekend Ai Programmer information

See Chicago, IL salary details

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$40

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How much do weekend ai programmer jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for weekend ai programmer in Chicago, IL is $40.73, according to ZipRecruiter salary data. Most workers in this role earn between $26.49 and $52.98 per hour, depending on experience, location, and employer.

What is the difference between Weekend Ai Programmer vs Part-Time AI Developer?

AspectWeekend Ai ProgrammerPart-Time AI Developer
CredentialsRelevant degrees in computer science or AI, certifications preferredSimilar credentials, often with additional specialization
Work EnvironmentTypically freelance or project-based, flexible hoursPart-time roles within companies or startups, flexible schedule
Industry UsageUsed in tech, startups, research projectsCommon in tech firms, consulting, research
Search & Comparison IntentOften searched by individuals seeking flexible AI workCompared for part-time AI roles with similar responsibilities

The Weekend Ai Programmer and Part-Time AI Developer roles share similar credentials and work environments, both offering flexible schedules in the AI industry. The main difference lies in terminology and typical employment setting, with Weekend Ai Programmers often working freelance or on specific projects during weekends, while Part-Time AI Developers may be employed by companies on a regular part-time basis.

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

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

Weekend Ai Programmer jobs near you

Infrastructure Engineer

Simplex Trading

Chicago, IL • On-site

$125K - $200K/yr

Full-time

Medical, Dental, Vision, Retirement

Re-posted 6 days ago

Job description

Our employees are our greatest asset. We have spent years building a team of talented, dedicated technologists, data-driven traders, and expert leaders with an emphasis on our core pillars:People, Process, Trading Edge, and Technology. Simplex is an in-office organization, helping to foster a collaborative and communicative culture.
Career Description
Simplex is looking for smart, curious, and driven individuals to join our technology team. Technology at Simplex is the core of the business. We are a leading technology-driven proprietary market-making firm. You will be someone excited by challenges and proactive in problem-solving.
What will you be doing?
  • Develop and maintain monitoring and deployment systems (Systems and Network)
  • Triage and respond to issues
  • Prepare and execute changes to the Linux environment
  • Maintain and deploy servers and workstations
  • Projects will be completed both independently and as a part of a team, when necessary
  • This is an in-office position, with occasional onsite work at several colocation facilities in Chicago, Aurora, and New Jersey
  • Infrequent evening/weekend work to allow for change execution outside of trading hours
  • Other opportunities as assigned

Skills and Experience:
  • 3+ years of experience as a System Administrator, Linux Administrator, or similar
  • Thorough understanding of Linux (kernel, modules, filesystems) with special emphasis on the network stack, especially multicast, and OpenOnload
  • Experience working with Linux and standard tools (bash, grep, sed, awk) and scripting languages (Python, Perl, bash)
  • Understanding of Linux concepts (kernel, modules, memory allocation, filesystems)
  • Familiarity with common server technologies (IPMI, SNMP), or software (Nagios, Ansible, dnf/rpm, git)
  • Experience troubleshooting complex performance issues
  • Ability to lift and move heavy equipment (40-50 lb regularly)

Annual base salary ranges from $125,000 to $200,000, and is influenced by a number of factors, including qualifications and experience. This role is also eligible for an annual discretionary bonus, of which can be a significant portion of total compensation. This full time role is also eligible for other forms of compensation and benefits including health/dental/vision insurance, and 401(k) contributions.
Infrastructure Engineer pay range
$125,000-$200,000 USD
Why us?
Founded in Chicago in 2004, Simplex is a leading, technology-driven, proprietary market-making firm. We work with the most advanced technology and software in the market, and we've continued to remain at the forefront of the industry by always focusing on innovation, automation, and data-driven analysis. We also leverage our experience and expertise to make strategic investments and capitalize on opportunities in the venture capital markets with promising, early-stage financial and technology start-ups.
PLUS, the goods!
  • Benefits: Excellent a la carte Medical/Dental/Vision (free employee coverage!), 401(k) match, generous parental leave!
  • The Office: The kitchen is stocked with snacks, and beverages; you also have daily stipends for breakfast and lunch!
  • Tuition Reimbursement: As an investment in our employees' careers and the company's future, we offer educational assistance to provide employees with professional development opportunities that increase their skills and enhance their contributions to the organization!
  • Employee Discounts: To gyms, national brands, and more!
  • Building: We are located in the Federal Reserve building. As a tenant, you have access to a building gym and a full cafeteria. We are easily accessible to all public transportation.
  • Charity Match: We match up to $2,000 a year in donations to the charities of your choice!
  • Fun Events: In-person happy hours, celebrations throughout the year, game nights, video game fun, and so much more!

Simplex is an Equal Opportunity Employer. Simplex and its recruitment partners may use artificial intelligence (AI) tools to support certain aspects of the recruiting and hiring process. Final hiring decisions are made by humans. For all job postings, Simplex may use AI to review and analyze applications, resumes, interviews, and applicant responses. Simplex complies with applicable federal and state laws governing AI use. Applicants may still request reasonable accommodations. For more information related to AI or to request an accommodation, please contact HR@simplextrading.com.

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