Flexible Working Hours Jobs in Chicago, IL

63,137 open positions · Updated daily

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.

RETAIL SALES ASSOCIATE - YORKTOWN

Company: Ashley

Location: Downers Grove, IL

Posted Jun 18, 2025

Maintain a welcoming, professional, visible presence at the front desk; engage with guests, ensuring they are always treated in a cordial, respectful manner…

Theatrical Head Carpenter

Company: Hubbard Street Dance Chicago

Location: Chicago, IL

Posted Jun 18, 2025

Help supervise crews at both union and non-union venues, leading and participating in truck calls, load-ins, work calls, maintenance calls, technical rehearsals…

Senior Project Manager - Interiors - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jun 18, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

Maintenance Trades Specialist II, Electrician

Company: Advocate Aurora Health

Location: Oak Lawn, IL

Posted Jun 18, 2025

Trade/Tech School Trades Certificate or trades or industry recognized certification/license requiring Continuing Education Units or periodic renewal to maintain…

Cybersecurity Risk Analyst

Company: PayPal

Location: Chicago, IL

Posted Jun 19, 2025

Translate technical risks into business terms to promote effective communication and develop and coach teams to be able to identify, manage, and escalate risk.

Finisher Painter

Company: Creative Contractors

Location: Chicago, IL

Posted Jun 18, 2025

Reliable vehicle & valid driver’s license. This role involves working on construction sites, performing both interior and exterior painting tasks.

Cybersecurity Metrics Analyst

Company: paypal

Location: Chicago, IL

Posted Jun 18, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Registered Nurse, Ambulatory Peds

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Jun 19, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification from the American Heart…

Assistant Carpenter

Company: Chicago Theatre Group Inc

Location: Chicago, IL

Posted Jun 18, 2025

Valid driver’s license required. Work all load out, load in and tech note calls as scheduled by the TD staff. Collaborate with TD staff and other shop staff to…

High-End Jewelry/Timepiece Sales Specialist

Company: Burdeen's Jewelry

Location: Chicago, IL

Posted Jun 18, 2025

Consistently develop client relationships and exceed monthly targets through a passion for building your own successful business.

Ob-Gyn Telephone Triage Nurse--RN

Company: Chicago Women's Health Group

Location: Chicago, IL

Posted Jun 19, 2025

This position will be entirely on the phones triaging incoming calls from patients regarding problems, lab results, prescription refills, orders and additional…

Handyman - Odd Jobs - Carpenter - Painter

Company: Top Notch Handyman LLC

Location: La Grange, IL

Posted Jun 19, 2025

Experience with painting, drywall patching or carpentry is a plus, but we can provide on the job training to those with a willing to learn attitude.

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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