Flexible Work Schedule Jobs in Chicago, IL

75,597 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.

Custodian - Sub

Company: Chicago Ridge School District 127.5

Location: Chicago Ridge, IL

Posted Sep 29, 2025

JobID: 380 Position Type: Maintenance/Custodial/Custodian Date Posted: 4/16/2024 Location: Chicago Ridge School District Office Date Available: ASAP…

Jr. Accountant

Company: Trova Group

Location: Westmont, IL

Posted Sep 27, 2025

This role will support the department by processing and reconciling a variety of accounting documents, preparing reports, making deposits, and coding financial…

HVAC Lead Installer

Company: ARS-Rescue Rooter

Location: Chicago, IL

Posted Sep 27, 2025

Valid driver’s license with good driving record. EPA certification (or willingness to obtain). Disassemble and remove outdated HVAC systems, then install, start…

Senior Accountant

Company: Weber Packaging Solutions Inc

Location: Arlington Heights, IL

Posted Sep 29, 2025

This pivotal role will be responsible for driving financial reporting, cost accounting, and compliance initiatives while ensuring the utmost accuracy in…

Box Truck Driver

Company: Monroe by Maria Lara LLC

Location: Chicago, IL

Posted Sep 29, 2025

Familiarity with route driving and navigating local areas efficiently. Proven experience as a delivery driver or in a similar role is preferred.

Welder

Company: Dover Corporation

Location: Skokie, IL

Posted Sep 29, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Licensed Guard

Company: Andy Frain Services

Location: Wheaton, IL

Posted Sep 27, 2025

Maintain professional image that includes greeting customers, visitors and employees in a polite and friendly manner. Inspection of security and fire exposures.

Junior Staff Accountant - Full Time

Company: The Nomis Group LLC

Location: Chicago, IL

Posted Sep 29, 2025

Ability to match transactions and identify discrepancies. This role allows the ability for personal & professional growth to help meet your short and long-term…

Data & AI Engineer

Company: Reply

Location: Chicago, IL

Posted Sep 29, 2025

5 years of professional experience in data engineering, AI/ML, or a related technical field. Reply specializes in the design and implementation of solutions…

Data Science Advisors- Hybrid

Company: The Cigna Group

Location: Chicago, IL

Posted Sep 29, 2025

Utilize predictive modeling, segmentation, and machine learning methods to develop technical solutions to increase revenue and margins and provide thought…

Customer Support Representative (Manufacturing)

Company: City Staffing

Location: Chicago, IL

Posted Sep 29, 2025

Field all incoming calls and emails. Bachelor’s degree in a business or technical field. Order entry: 2 years (Required). Customer support: 3 years (Required).

STOCK & HOUSEKEEPING ASSOCIATE

Company: Von Maur

Location: Glenview, IL

Posted Sep 28, 2025

Unload truck of new merchandise and supplies - distribute to the proper areas and departments. Load outbound merchandise and supplies onto the truck.

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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