Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

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

Branch Office Administrator

Company: Edward Jones

Location: Belleville, IL

Posted Jan 23, 2025

Engineering Technical Services Manager

Company: Eaton

Location: Edwardsville, IL

Posted Jan 23, 2025

Construction Safety Occupational Safety and Health Specialist

Company: Leidos

Location: Park Ridge, IL

Posted Jan 23, 2025

Leidos NISC program is recruiting for an Occupational Safety and Health Specialist based in Des Plaines, IL. The role involves overseeing safety programs, conducting hazard assessments, and developing abatement plans. The ideal candidate should have a Bachelor's or Master's degree in Occupational Health and Safety, relevant experience, and FAA security clearance. Preferred qualifications include FAA experience, military aviation background, and safety professional certifications. Leidos offers competitive benefits and a diverse, inclusive workplace.

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

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 for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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