Flexible Schedule Jobs in Chicago, IL

34,503 open positions · Updated daily

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

Landscape Construction Crew Member

Company: Chicago Specialty Gardens

Location: Chicago, IL

Posted Aug 05, 2025

Valid driver's license and clean driving record. Ability to quickly move between projects; physical strength required for installation duties; mechanical…

Staff Accountant

Company: Fooda

Location: Chicago, IL

Posted Aug 05, 2025

The Staff Accountant is super organized, possesses technical accounting and reporting skills, and has experience working in a high growth environment.

Customer Service Representative

Company: DRiV

Location: Skokie, IL

Posted Aug 05, 2025

Through our four business groups, Motorparts, Ride Performance, Clean Air and Powertrain, DRiV is driving advancements in global mobility by delivering…

Senior Data Architect

Company: Emergent Software

Location: Chicago, IL

Posted Aug 05, 2025

Data warehouse design using medallion architecture and/or snowflake methodologies. *Excellent benefits package* including medical insurance, dental, vision, 401…

Orangetheory Fitness Sales Associate

Company: Perloff Providence Venture

Location: Chicago, IL

Posted Aug 05, 2025

Delivering an exceptional and versatile sales and service experience to all members and guests– generating inspiration that leads to fitness goal pursuit with…

2nd Shift Security Shift Lead - FT - $19.50/hr

Company: Sunstates Security

Location: Burr Ridge, IL

Posted Aug 05, 2025

Willing and able to work holidays, weekends, and in all weather conditions. 2nd Shift Security Shift Lead - FT - $19.50/hr.

Production Designer

Company: Mars United Commerce

Location: Chicago, IL

Posted Aug 05, 2025

Bachelor’s degree in graphic arts, Marketing, Communications or related field. Assist in developing brand/campaign design systems and style guides.

Unarmed Security Guard (Part-time)

Company: Silver Star Protection Group

Location: Chicago, IL

Posted Aug 05, 2025

Current driver’s license and dependable transportation. Must have a valid PERC card and FOID Card. Monitor surveillance and security alarm systems.

Registered Nurse

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 05, 2025

Current State of Illinois, Registered Professional Nurse license. Based on the NMH framework for practice, the registered professional clinical nurse (RN) is…

Cabinet Assembler/Cabinet Maker/Carpenter

Company: Factory Plaza

Location: Bensenville, IL

Posted Aug 05, 2025

Kitchen cabinets factory in Bensenville. Hardworking individuals who are on time and trustworthy. Prior experience preferred but not required.

Graphic Designer and Wide Format Digital Printer Technician

Company: Maya Romanoff Corporation

Location: Skokie, IL

Posted Aug 05, 2025

This role blends graphic design with technical, digital print production. BA or BFA in Graphic Design, Digital Media, or related field.

Special Education Teacher

Company: Noble Schools

Location: Chicago, IL

Posted Aug 05, 2025

Illinois Teaching License (PEL or ELS) with Learning Behavior Specialist I endorsement (LBSI) or out-of-state equivalent of a Special Education teaching license…

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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