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.

Workday Absence/TT Assoc Mgr

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture is seeking a Workday TT/Absence Associate Manager with extensive experience in Workday implementations and team management. The role involves serving as an escalation point for critical issues, providing subject matter expertise, architecting solutions, advising on industry standards, and demonstrating design options. The successful candidate will join a global, innovative team delivering integrated HR and financial management solutions. Accenture offers continuous learning, professional development, and the opportunity to work on transformational projects on a global scale.

Customer Service Representative

Company: Addison Group

Location: Chicago, IL

Posted Jan 24, 2025

Addison Administrative & HR is offering a Customer Service Representative position in Westmont, IL with a salary of $17/hour. The role involves answering inbound calls, resolving customer issues, processing orders and returns, and communicating with sales representatives. The company is known for its excellent training, fun work environment, and opportunities for career growth. Requirements include 1+ years of customer service experience, proficiency in Salesforce and MS Office, strong communication skills, and a desire to work in a fast-paced environment. Benefits include high salaries, medical, dental, vision insurance, 401K, and monetary bonuses. The position may lead to permanent employment.

Insurance Agent

Company: COUNTRY Financial

Location: Champaign, IL

Posted Jan 24, 2025

COUNTRY Financial is seeking insurance sales agents dedicated to building customer networks, finding prospects, and ensuring their financial security. The company offers competitive compensation, benefits, and comprehensive training. The ideal agent is proactive, transparent, and customer-focused, with the ability to educate and build trust. While not required, obtaining necessary insurance licenses is essential. COUNTRY Financial is a respected organization with a strong history, offering incredible training and the flexibility to balance work and personal life.

Meat Cutter and Wrapper

Company: Walmart

Location: Evanston, IL

Posted Jan 24, 2025

Member Assist Cart Attendant

Company: Walmart

Location: Addison, IL

Posted Jan 24, 2025

Business Development Manager (HC)

Company: Addison Group

Location: Chicago, IL

Posted Jan 24, 2025

Addison Group, a rapidly growing private staffing firm, is seeking a Business Development Manager (BDM). The BDM's role involves prospecting new clients, developing marketing plans, and maintaining client relationships. Key responsibilities include identifying business deals, scheduling client meetings, negotiating fees, and representing the company professionally. The ideal candidate should have a four-year degree, strong communication skills, and a competitive spirit. Addison Group offers a fun learning environment, flexible PTO, healthcare benefits, and opportunities for growth through its Learning & Development department and Onboarding Accelerator/Mentorship program.

Business Analyst II

Company: Black Mountain

Location: Chicago, IL

Posted Jan 24, 2025

Allvue Systems, a rapidly growing software company formed by the merger of AltaReturn and Black Mountain, is seeking ambitious, smart, and creative individuals. The company, with over 500 employees worldwide, is the leading provider of software solutions for Private Capital and Fixed Income markets. They need candidates with 2-5 years of experience in writing Business Requirements for Software development or configuration, or experience with Portfolio Testing/Pre and Post Trade Compliance systems. The role involves providing subject matter expertise, attending business requirements gathering sessions, and developing Business Requirement Documents. Allvue offers a fun, fast-paced work environment, cutting-edge technology, and the opportunity to make a significant impact.

Server

Company: Cracker Barrel

Location: Rockford, IL

Posted Jan 24, 2025

Cracker Barrel Old Country Store in Rockford, IL is seeking a server who is friendly and guest-focused. The role involves serving customers in a fast-paced, family-friendly environment, with flexible hours and no tip sharing. The company emphasizes a culture of belonging, diversity, and inclusion, offering top-notch training, diverse career paths, and competitive benefits including weekly pay, health benefits, and a 401K plan with company matching. The job description also highlights the company's commitment to equality and its stance against racism.

Temp Receptionist

Company: Addison Group

Location: Chicago, IL

Posted Jan 24, 2025

Application Developer - Python/AWS - 3856520

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture Flex provides flexible project-based work with a leading global professional services company, Accenture. Employees apply their skills to drive business transformation, working with diverse teams and cutting-edge technologies. Benefits include competitive rewards, learning resources, and no travel demands. The role involves designing, building, and configuring applications. Qualifications include 2+ years of Python, Terraform, and AWS experience, with Pyspark being preferred. Accenture is committed to diversity, equal opportunity, and reasonable accommodation.

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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