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.

Senior Digital Marketing Analyst

Company: Mabbly

Location: Chicago, IL

Posted Jul 25, 2025

Lead monthly reporting calls; your dashboards make CEOs nod. Geek out on new AI tools. Mabbly is a full‑service digital marketing and branding agency offering…

Residential Renovation Crew (Fix & Flip / New Construction)

Company: Crawford Construction Corp

Location: Chicago, IL

Posted Jul 25, 2025

Reliable crew with tools, transport, and availability. Must be licensed and skilled in at least one of the core trades above. Paid weekly via direct deposit.

CHICAGO Sports Performance Chef

Company: Pro-Eats LLC/ Chefs for Athletes

Location: Chicago, IL

Posted Jul 25, 2025

_*No resumes reviewed without food portfolio or professional social media links.*_. Flexibility with schedule, menu and recipe development, familiarity with…

Blacksmith & Welder (Skokie)

Company: Chicago Transit Authority

Location: Skokie, IL

Posted Jul 25, 2025

Required to possess the knowledge and skills necessary to use power operated and hand tools including mechanical cutting machines, hydraulic press and…

Project Delivery Manager (Warehouse/Mfg Automation exp. req. $140K)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Jul 25, 2025

Lead end-to-end delivery of warehouse automation projects, from design to implementation. Technical/automation solutions implementation: 3 years (Required).

Project Manager Engineering

Company: CONAGRA

Location: Chicago, IL

Posted Jul 25, 2025

Have external interactions with, but not limited to, equipment vendors, construction contractors, engineering services contractors, local / state / federal…

HVAC Field Service Technician-Willowbrook, IL

Company: Trane Technologies

Location: Willowbrook, IL

Posted Jul 25, 2025

Must possess a valid driver’s license for a minimum of 12 months, with no major or frequent traffic violations including, but not limited to:

Senior Programmer

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 24, 2025

Advanced degree in computer science or a related field. Minimum requirements include a college or university degree in related field.

State Medicaid Project Manager

Company: NTT DATA

Location: Chicago, IL

Posted Jul 25, 2025

Ability to develop, maintain, review, and manage project plans, communication plans, risk logs, issue logs, and other deliverables essential to effective…

Associate IT Business Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 25, 2025

5.Analyzes the design of technical systems, software expectations, and business models, working with vendors, IT teams and business stakeholders.

Door and Closet Organizer Installer – IMMEDIATE OPENINGS (Your Location)

Company: One Day Doors & Closets of North Chicago

Location: Skokie, IL

Posted Jul 25, 2025

Clean driving record (you will be asked to provide a DMV report if selected for an interview). Closet organizer installation experience is a plus.

Armed Security Guard

Company: LEGION SECURITY CONSULTANTS INC

Location: Chicago, IL

Posted Jul 25, 2025

Ability to operate surveillance equipment. Report on daily activities and any security incidents. Strong understanding of public safety and security procedures.

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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