Flexible Work Schedule Jobs in Chicago, IL

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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.

Equity Accountant

Company: Google

Location: Chicago, IL

Posted Jul 28, 2025

Bachelor's degree in Accounting, Finance, Business, a related field, or equivalent practical experience. From developing forward-thinking analysis to generating…

Financial Controller

Company: The Mitchell Group

Location: Niles, IL

Posted Jul 28, 2025

Lead the accounting team in maintaining double-entry bookkeeping practices. Supervise accounts payable and accounts receivable functions to maintain efficient…

Precision CNC Machinist

Company: Janler

Location: Chicago, IL

Posted Jul 28, 2025

Mastercam programming or 5-axis experience, a plus - we will train! Clean, air-conditioned work environment in a modern 20,000 sq. ft. facility.

Senior Presentation Associate

Company: Sealed Air

Location: Chicago, IL

Posted Jul 28, 2025

Able to troubleshoot more complex or advanced tasks, equipment or software concerns on own; understands when to escalate a problem to a supervisory level.

PROJECT MANAGER

Company: City of Chicago

Location: Chicago, IL

Posted Jul 28, 2025

The position involves the application and integration of comprehensive project controls to the design and construction process beginning in the project planning…

Customer Service Associate

Company: Jet Brite

Location: Chicago, IL

Posted Jul 28, 2025

Strive for customer satisfaction by ensuring a thorough and enjoyable wash for all guests. Must live within a 25-minute commute of Jet Brite location.

Customer Service Representative - Durable Medical Equipment

Company: Advance Medical Equipment, Inc

Location: Chicago, IL

Posted Jul 27, 2025

Complies with all current government/state regulations and professional standards involving patient care and information intake, as well as all applicable…

Event Floorplan Designer and Graphic Production Specialist

Company: SourceOne Events

Location: Elmhurst, IL

Posted Jul 28, 2025

*Skills:* Proficiency in CAD software, graphic design tools (e.g., Adobe Creative Suite), and CNC machine operation. 401K with a company match up to 7%.

Sales Associate - Car Wash

Company: Jet Brite

Location: Northlake, IL

Posted Jul 28, 2025

Use and develop critical thinking, listening, and technical skills while supporting and collaborating with team members. At least 16 years of age.

Executive Chef/Partner

Company: CookUnity

Location: Chicago, IL

Posted Jul 28, 2025

Through a weekly subscription, eaters can select from a wide array of fully prepared dishes that feature sustainably-sourced proteins and seasonal produce.

Executive Chef - NRO

Company: Amada Restaurants

Location: Chicago, IL

Posted Jul 28, 2025

Associate or bachelor's degree in culinary arts highly preferred. Minimum 3 years culinary leadership experience, preferably in a high profile, culinary driven…

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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