Flexible Hours Jobs in Chicago, IL

39,284 open positions · Updated daily

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

Pharmacy Technician

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must complete a rigorous training program and satisfy all registration, licensing, and certification requirements.

Software Quality Engineer

Company: Vivid Seats

Location: Chicago, IL

Posted Jan 23, 2025

Vivid Seats, a leading online ticket marketplace founded in 2001, is seeking a Software Quality Engineer to join their Vegascom team. The role involves championing quality for the platform and products, testing new software applications, and applying test methodology engineering and product knowledge. The ideal candidate should have experience in software quality principles, understanding of Object-Oriented languages, and familiarity with automation frameworks. The role offers a competitive salary range of $80,000 - $100,000 USD, along with benefits such as FLEX PTO, mental health days, medical, dental, and vision insurance, 401K matching, and discounts for attending live events. The company values diversity and offers a hybrid working model.

Product Manager - Pangea (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Product Manager role at Enova International, a leading financial technology company. The role involves owning the success of key product initiatives, working closely with cross-functional teams to deliver customer-centric solutions, and driving business outcomes. The ideal candidate should have 4+ years of experience as a Product Manager or Product Owner in an agile environment, strong organizational and project management skills, and excellent communication skills. The role offers a competitive salary range of $87,000 - $126,000, along with comprehensive benefits including health, dental, and vision insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Enova International is committed to providing equal employment opportunities and fostering an inclusive culture.

Engineering Technical Services Manager

Company: Eaton

Location: Edwardsville, IL

Posted Jan 23, 2025

Sales Consultant

Company: CarMax

Location: Oakbrook, IL

Posted Jan 23, 2025

CarMax, a leading used car retailer, is seeking a sales consultant. The role involves assisting customers in finding suitable vehicles, guiding them through the purchasing process, and maintaining records. CarMax values honesty, transparency, and relationship-building. The company offers competitive wages, paid training, and opportunities for career growth. No prior auto sales experience is required. Benefits include sick time, vacation time, and holiday pay.

Specialty Sales Team Leader

Company: Target

Location: Villa Park, IL

Posted Jan 23, 2025

Assistant Store Manager

Company: Staples

Location: Northbrook, IL

Posted Jan 23, 2025

Site Reliability Engineer Team Lead (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 23, 2025

Enova International is seeking a qualified candidate for a leadership role in the SRE team. The role involves leading day-to-day operations, collaborating with TechOps leadership, and mentoring team members. Responsibilities include balancing team activities, overseeing on-call rotations, and promoting operational best practices. Requirements include a Bachelor's degree in Computer Science or Engineering, strong IT infrastructure knowledge, and proven project management experience. The company offers a competitive salary, comprehensive benefits, and a values-driven work environment.

Product Manager

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Product Manager role at Pangea, a financial technology company. The role involves owning the success of key product initiatives, working closely with cross-functional teams to deliver customer-centric solutions, and driving business outcomes. The ideal candidate should have 4+ years of experience as a Product Manager or Product Owner in an agile environment, strong organizational and project management skills, and excellent communication skills. The role offers a competitive salary range of $87,000 - $126,000, along with comprehensive benefits including flexible scheduling, health insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Pangea values introspection, accountability, empowerment, excellence, and kindness, and is committed to providing equal employment opportunities.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible hours tech roles?
Entry‑level (0‑2 years) flexible‑hours engineers earn $60k–$80k annually; mid‑level (3‑5 years) range $90k–$120k; senior (5+ years) $130k–$170k, with additional shift bonuses for night or weekend coverage.
What skills and certifications are required for flexible hours positions?
Core programming languages (Python, JavaScript, Go), CI/CD tooling (Jenkins, GitHub Actions), cloud platforms (AWS, Azure, GCP), container orchestration (Kubernetes), infrastructure as code (Terraform), and Agile certifications (Certified Scrum Master, SAFe Agilist). Remote communication proficiency using Slack, Zoom, and Asana is also essential.
Is remote work available for flexible hours roles?
Over 80% of the current listings allow fully remote work, with many offering hybrid models that permit in‑office days on a flexible schedule. Employers often provide stipends for home‑office equipment and support 24‑hour VPN access.
What career progression paths exist in flexible hours tech roles?
A typical path starts with a Junior Engineer or Associate Product Manager, moves to Lead Engineer or Senior Product Owner, then to Engineering Manager or Director of Product, and ultimately to VP or Head of Engineering, each step unlocking higher pay and broader influence over product strategy.
What industry trends are shaping flexible hours tech jobs?
Tech firms are adopting continuous delivery pipelines that require 24/7 monitoring, driving demand for shift‑based DevOps and support roles. AI‑driven scheduling tools are automating shift assignment, and companies are increasingly offering flexible pay bands to retain talent in a competitive market.

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