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.

Machine Operator (Experienced) needed for a Paper Laminating, Coating & Converting Co--Day Shift

Company: Midwest Laminating

Location: Alsip, IL

Posted Jul 18, 2025

Accurately measure and cut paper using tape measures and other tools. Strong mechanical aptitude and problem-solving skills. Paid vacation time and holiday pay.

Facilities - Janitor

Company: Brooklyn Boulders

Location: Chicago, IL

Posted Jul 18, 2025

Stock locker rooms and bathrooms with soap, toilet paper, paper towels, shampoos and other amenities as-needed. We live and breathe our CORE VALUES.

Commercial HVAC Service Manager

Company: Bedco Mechanical

Location: Chicago, IL

Posted Jul 18, 2025

This role is ideal for a field-experienced technician ready to step into a leadership role—or a current service manager who still enjoys rolling up their…

Public Health Nurse - Addison

Company: DuPage County Health Department

Location: Addison, IL

Posted Jul 18, 2025

Perform screenings (perinatal depression, social determinants of health, ages and stages). Registered Nurse (RN) licensed in the State of Illinois.

Commercial HVAC Service Technician

Company: Bedco Mechanical

Location: Chicago, IL

Posted Jul 18, 2025

This is a role for seasoned professionals who can take ownership of diagnosing and resolving complex mechanical issues in the field with minimal supervision.

Accounts Payable Accountant

Company: The Chicago Housing Authority

Location: Chicago, IL

Posted Jul 18, 2025

Must possess a bachelor’s degree in Accounting, Finance or Business Administration or a related business field and at least two (2) years of accounting…

Maintenance Electrician

Company: Reyes Coca-Cola Bottling

Location: Niles, IL

Posted Jul 18, 2025

You will troubleshoot and diagnose electrical maintenance issues in industrial equipment and processes proper instruments appropriate to the voltages and…

Project Accountant

Company: Expansive

Location: Chicago, IL

Posted Jul 18, 2025

This position is intended as an entry-level position with potential for growth into a Property Accountant.  Approve and process invoices for payment.

Sales Associate - Central Region

Company: Benjamin Moore & Co

Location: Chicago, IL

Posted Jul 18, 2025

Valid driver's license and a good driving record. Manage temporarily assigned territory, including scheduling, territory organization, and managing CRM/…

Client Service Specialist

Company: KEYENCE

Location: Itasca, IL

Posted Jul 18, 2025

Receive and route calls to the appropriate product specialist or group. With excellent communication, high attention to detail and strong sense of urgency, the…

Local CDL A Truck Driver Hazmat

Company: Savage

Location: Chicago, IL

Posted Jul 18, 2025

Valid CDL with tanker and hazmat endorsements. Valid CDL with tanker and hazmat endorsements. The primary responsibility of the Sulphur Driver is to perform and…

PROJECT MANAGER - AFFORDABLE HOUSING

Company: Full Circle Communities

Location: Chicago, IL

Posted Jul 18, 2025

5 years of experience in the affordable housing field, 3 of which must be direct experience in affordable housing development. Close-out and Hand-off.

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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