Flexible Work Schedule Jobs in Chicago, IL

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

Pharmacy Intern

Company: CVS Health

Location: Bloomington, IL

Posted Jan 23, 2025

Route Driver

Company: Sodexo

Location: Rolling Meadows, IL

Posted Jan 23, 2025

Sodexo is seeking a full-time Route Driver in Chicago, offering a pay range of $14 per hour. The role involves delivering goods, materials, and passengers, and may include general warehouse duties. Successful candidates should have 0-2 years of transportation experience, a valid driver's license, and be team-oriented, adaptable, reliable, and safety-conscious. Sodexo provides a flexible work environment, training opportunities, and comprehensive benefits including paid time off, medical, dental, vision, tuition reimbursement, and more. The company values diversity and inclusion, fostering an environment where all employees are respected and valued.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 23, 2025

The job posting is for a Utility Technician role at Kohl's, working Monday through Friday from 4p to 2a. The role involves maintaining and repairing equipment and machinery, monitoring and stocking as needed, completing daily cleaning checklists, performing diagnostics, troubleshooting, and operating power equipment. Additional responsibilities include assisting with repairs, preventative maintenance, and minor projects, as well as handling tasks like painting, changing light bulbs, and removing trash. The required skills include basic mechanical aptitude. Kohl's offers a range of benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and assistance for life events. The pay range is $18.05 - $23.45.

Management Trainee Internship (Summer '25) - Elmhurst, IL

Company: Enterprise Mobility

Location: Villa Park, IL

Posted Jan 24, 2025

The Enterprise Management Internship offers university/college students a chance to gain valuable business and leadership skills through real-world professional experience. Paid interns learn to run a successful business, acquire marketable skills in management, and work alongside peers in a team-based environment. The internship, running from May to August 2025, involves diverse tasks such as managing a fleet of vehicles, customer service, marketing strategies, and building relationships. Eligible candidates must be at least 18, enrolled in a bachelor's degree program, have sales, leadership, and customer service experience, a valid driver's license, and U.S. work authorization.

Spring Coiling Engineer

Company: Flex

Location: Mundelein, IL

Posted Jan 23, 2025

Flex, a diversified manufacturing partner, is seeking a Process Engineer - Spring Coiling for their Libertyville, IL location. The role involves planning, directing, and coordinating Spring Coiling manufacturing processes, ensuring flawless, safe, and compliant operation of coiling lines. The engineer will participate in requirement definition, design reviews, and development of training plans. They will also contribute to validation approach, understand manufacturing equipment concepts, and design manufacturing processes within budgetary parameters. The ideal candidate will have hands-on training in metal engineering/spring coiling manufacturing, 5+ years of experience in spring coil manufacturing, and experience working with equipment suppliers and vendors.

Director Product Management - Acquisition Marketing Technology

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is seeking a MarTech Product Leader to lead the strategy, roadmap, implementation, and management of enterprise marketing technology products and platforms. The role involves building strong partnerships with marketing, analytics, and engineering organizations to deliver AdTech/MarTech capabilities. The ideal candidate will have 8+ years of product development experience, a deep understanding of AdTech/MarTech, and strong leadership skills. The position offers a competitive salary range between $177,500.00 to $270,300.00, along with comprehensive benefits.

Sr. Analyst - DDAT FP&A

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health is seeking a Senior Financial Analyst for its Pharmacy Services (PS) DDAT Finance Organization. The role involves managing, planning, and reporting on PS DDAT expenses, working cross-functionally with various teams. Key responsibilities include performing month-end journal entries, developing financial models, maintaining FTE rosters, and conducting monthly financial analyses. The ideal candidate should have 3+ years of FP&A experience, proficiency in Excel and Clarity PM, and strong communication skills. The role offers a competitive pay range and comprehensive benefits.

Equipment Maintenance Technician

Company: Jabil

Location: Schaumburg, IL

Posted Jan 23, 2025

Jabil, a global leader in engineering, manufacturing, and supply chain solutions, is seeking an experienced Electro-Mechanical Equipment Technician. The role involves troubleshooting, repairing, and maintaining manufacturing equipment, as well as performing preventive maintenance and calibrations. The ideal candidate should have an Associates degree in electronics, 5-8 years of experience in a manufacturing environment, and knowledge of electro-mechanical equipment, safety practices, and specialized maintenance tracking programs. Jabil offers competitive compensation, benefits, and opportunities for career growth.

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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