Flexible Working Hours Jobs in Chicago, IL

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

Customer Success Director

Company: Greenshoe AI

Location: Chicago, IL

Posted Jul 28, 2025

You will own the customer experience, develop trusted advisor relationships, and drive adoption, engagement, and retention. Be as specific as possible.

Experienced Sales/Leasing Consultant

Company: Village Green

Location: Chicago, IL

Posted Jul 28, 2025

Promote the community through engaging social media content, creating and executing posts that enhances online presence and attract prospective residents. .

Bi-lingual Member Support Representative-French-English

Company: Midtown Athletic Club

Location: Chicago, IL

Posted Jul 28, 2025

Eager to answer a high volume of calls, emails, and/or tickets daily. Maintain a positive, empathetic, and professional attitude toward members at all times…

Data and Business Analyst

Company: Illinois Institute of Technology

Location: Chicago, IL

Posted Jul 28, 2025

Defines functional requirements for automating business processes and oversees data entry and user protocol for non-technical solutions.

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.

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 by seniority for Flexible Working Hours roles?
Junior (0‑2 years) usually earn $25‑$35 per hour ($52k‑$73k annually). Mid‑level (2‑5 years) ranges $35‑$50/hr ($72k‑$104k). Senior (5+ years) can command $50‑$70/hr ($104k‑$145k). These figures reflect hourly rates for contractors and full‑time roles with flexible scheduling across tech sectors.
What skills and certifications are required for Flexible Working Hours positions?
Key skills: Agile/Scrum methodology, remote collaboration via Jira/Confluence, version control (Git), CI/CD, cloud platforms (AWS, GCP, Azure), containerization (Docker, Kubernetes). Certifications: AWS Certified Solutions Architect, Certified Scrum Master, Google Professional Data Engineer, Microsoft Certified: Azure DevOps Engineer Expert.
Is remote work available for Flexible Working Hours jobs?
Most listings allow 100% remote or hybrid; a typical company offers 3‑5 remote days per week and flexible start/end times. Some roles even enable work from any location with VPN access and cloud‑based dev environments.
What are the career progression paths in Flexible Working Hours roles?
Contractor → Full‑time → Team Lead → Engineering Manager → Director of Engineering. Alternatively, a junior engineer can climb from junior to senior, then to staff or principal roles, often while maintaining flexible schedules. Upskilling in cloud, AI, or product strategy unlocks higher‑level opportunities.
What industry trends affect Flexible Working Hours?
The shift to outcome‑based performance, AI‑driven task management, and continuous delivery pipelines fuels demand for flexible schedules. Companies adopt time‑boxing, flexible sprint lengths, and asynchronous communication to reduce time‑zone friction. As a result, flexible working hours are becoming standard in tech, especially in software, data science, and product teams.

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