Flexible Work Schedule Jobs in Chicago, IL

75,610 open positions · Updated daily

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.

Now Hiring Merchandise Coordinator Full Time

Company: The TJX Companies, Inc.

Location: Vernon Hills, IL

Posted Jan 23, 2025

TJ Maxx Store 0410 in Vernon Hills, IL is seeking a flexible, organized, and team-oriented individual for a merchandising role. The position involves executing receiving and merchandising standards, ensuring a clean and organized store, and providing excellent customer service. The role offers opportunities for growth, training, and mentoring. Benefits include an associate discount, 401(k) contributions, and various insurance options. The starting pay range is $16.00 to $16.50 per hour. TJ Maxx values diversity and inclusivity, embracing each employee's unique perspective.

Human Resources Generalist

Company: Adage Technologies

Location: Chicago, IL

Posted Jan 23, 2025

Adage is seeking a dynamic HR Generalist for a full-time, hybrid role in Chicago, IL. The ideal candidate will have 35 years of experience in similar roles, a Bachelor's degree in HR, Business Administration, Psychology, or a related field, and technical proficiency with HRIS systems, ATS, LMS, and US labor laws. Key responsibilities include culture and engagement, recruitment, training and development, compliance and administration, and HR support. Adage offers a collaborative environment, work-life balance, excellent benefits, and opportunities for growth. The company is committed to fostering an inclusive workplace and is an equal opportunity employer.

Patient Care Technician

Company: DaVita

Location: Decatur, IL

Posted Jan 23, 2025

Product Marketing Specialist

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Jan 23, 2025

BigTime Software is seeking a Product Marketer to join their team and lead growth initiatives. The role involves executing cross-sell and upsell strategies, enhancing user engagement, and gathering customer insights. The ideal candidate should have 5+ years of experience in product marketing, project management skills, and proficiency in marketing automation tools. The company offers a competitive salary, comprehensive benefits, and a hybrid work schedule.

Application Engineer (Full Stack)

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is seeking an Application Engineer to oversee design and implementation of products, taking user stories and new features from idea to production. The role involves analyzing, designing, coding, testing, and deploying high-quality features, with a focus on security, reliability, and operations. The engineer will guide early-career team members, make architecture design decisions, and collaborate with other engineers, architects, and product owners. Minimum qualifications include a Bachelor's degree in a related field and 3+ years of IT/Engineering experience. Preferred qualifications include Java (Spring/Boot framework) experience, Agile environment experience, and CI/CD pipeline knowledge. Discover offers competitive compensation, benefits, and a commitment to diversity and inclusion.

Pharmacy Intern

Company: CVS Health

Location: Edwardsville, IL

Posted Jan 23, 2025

CVS Health is offering a 3rd year pharmacy intern position with opportunities for professional growth and making a significant impact in healthcare. The role involves ensuring patient safety, managing pharmacy operations, and delivering exceptional care. Interns will work under a licensed pharmacist, participate in patient care programs, and demonstrate empathy and compassion. The position requires strong communication skills, relevant work experience, and valid intern/technician licensure. Preferred qualifications include immunization eligibility and proficiency in Microsoft Office Suite.

Pharmacy Technician

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

Store Associate

Company: CVS Health

Location: Naperville, IL

Posted Jan 23, 2025

Target Security Specialist

Company: Target

Location: Naperville, IL

Posted Jan 23, 2025

Target is offering a job for a Security Specialist with a starting hourly rate of $19.00 USD. The role involves ensuring guest and team safety, crisis response, and preventing theft. The job requires skills in intelligence-led tactics, de-escalation, and use of Target's video surveillance system. The company values teamwork, providing meaningful experiences, and ethical conduct. The ideal candidate should be at least 18, have a high school diploma, and be comfortable with physical tasks like lifting and climbing.

Frequently Asked Questions

What are typical salary ranges for flexible work schedule roles at different seniority levels?
Entry‑level (0‑2 years) $60k–$80k; Mid‑level (2‑5 years) $80k–$120k; Senior (5‑10 years) $120k–$180k; Lead/Principal (10+ years) $180k–$250k. International remote roles may have adjusted ranges such as $40k–$60k in emerging markets, reflecting local cost of living while maintaining equity.
What key skills and certifications are required for flexible work schedule positions?
Technical: Proficiency in Git, Docker, Kubernetes, and cloud platforms (AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, or Azure Solutions Architect). Agile and project tools: Jira, Confluence, and automated testing frameworks. Soft skills: asynchronous communication, cultural competence, self‑management, and time‑zone coordination. Certifications like Certified Scrum Master (CSM), ITIL Foundation, and PMP are highly regarded for product and project roles.
Is remote work always an option for flexible schedule roles?
Most flexible schedule positions offer 100% remote or hybrid arrangements, with occasional on‑site requirements for quarterly collaboration or training. Companies often specify the percentage of remote work (e.g., 80% remote, 20% on‑site) and provide stipends for home‑office equipment. Applicants can verify the remote policy in the job description or during the interview.
What career progression paths exist within flexible work schedule roles?
Typical paths include: Junior Engineer → Senior Engineer → Tech Lead → Principal Engineer → Engineering Manager; or Product Manager → Senior Product Manager → Director of Product → VP of Product. Lateral moves into architecture, security, or data science are common for professionals seeking broader impact while maintaining flexible arrangements.
What are the current industry trends affecting flexible work schedule jobs?
Key trends: growth of asynchronous communication tools (e.g., Loom, Notion), AI‑driven workflow automation (e.g., GitHub Copilot, ChatGPT for code review), distributed version control at scale, micro‑tasking platforms, flexible sprint lengths, well‑being metrics integration, and digital nomad visas supporting cross‑border talent. Companies are also investing in continuous learning portals and remote‑first hiring practices.

Related Pages