Flexible Work Hours Jobs in Chicago, IL

76,450 open positions · Updated daily

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

Lead Machine Learning Engineer

Company: Capital One

Location: Chicago, IL

Posted Aug 27, 2025

Master's or doctoral degree in computer science, electrical engineering, mathematics, or a similar field. You’ll participate in the detailed technical design,…

Janitor

Company: Senior Suites of Ravenswood

Location: Chicago, IL

Posted Aug 28, 2025

Assist in cleaning apartments when they transition from a former resident to a new resident. In this role you will maintain the cleanliness of public areas,…

Financial Data Analyst

Company: Respire Home Care

Location: Elmhurst, IL

Posted Aug 28, 2025

Thorough understanding of methods of systems analysis and the principles, design, and procedural methods used in big data analysis.

HVAC Lead Installer

Company: ARS-Rescue Rooter

Location: Chicago, IL

Posted Aug 28, 2025

Valid driver’s license with good driving record. EPA certification (or willingness to obtain). Disassemble and remove outdated HVAC systems, then install, start…

2nd Grade Teacher - 2025/2026 School Year (Donoghue Campus)

Company: University of Chicago Charter School

Location: Chicago, IL

Posted Aug 28, 2025

Applicant should have a Bachelor’s degree in education and state certification; at least 2 years of urban teaching experience in related field; and proven…

Janitor Crew

Company: GDI Services Inc US

Location: Skokie, IL

Posted Aug 28, 2025

Must be able to listen to customer requests and follow supervisor instructions. Cleaning of a food manufacturing facility.

Full Time Long Term Care Pharmacist

Company: Care One Pharmacy

Location: Niles, IL

Posted Aug 28, 2025

Conduct patient assessments and collaborate with healthcare teams to develop individualized care plans. Reporting to the General Manager, your role will involve…

Data Analyst

Company: Old National Bank

Location: Chicago, IL

Posted Aug 28, 2025

Drive efforts on ad hoc, time-sensitive exploratory data analysis and/or qualitative analysis to provide insights on trends, client behaviors, system…

Azure Cloud Native .Net Core Developer & Architect (US Citizens Only - Hybrid - Chicago)

Company: Sawyer Consulting

Location: Chicago, IL

Posted Aug 28, 2025

You will work with a team in designing, developing and implementing technical solutions in Microsoft environments using Azure, .

Special Education Teacher SY25-26

Company: Noble Schools

Location: Chicago, IL

Posted Aug 28, 2025

Illinois Teaching License (PEL or ELS) with Learning Behavior Specialist I endorsement (LBSI) or out-of-state equivalent of a Special Education teaching license…

Uniqlo Retail Alterations Specialist (Full-time & Part-Time) - Chicago, IL

Company: Fast Retailing

Location: Chicago, IL

Posted Aug 28, 2025

Sew hem of pants with industrial sewing machine. Clothing alterers, tailors or seamsters are needed to alter pants according to custom specifications and needs.

PT On-Call Flex Security Officer

Company: St. Moritz Security Services

Location: Chicago, IL

Posted Aug 28, 2025

May require a current state driver’s license, clean driving record as determined by SMSSI, and the ability to safely operate motor vehicle.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Work Hours roles?
Entry‑level: $30–$45/hr. Mid‑level: $45–$70/hr. Senior: $70–$100/hr. Lead/Principal: $100–$140/hr. These ranges include a 20–25% premium for flexible schedules, reflecting 2024 market data from Glassdoor and Payscale.
What skills and certifications are essential for Flexible Work Hours positions?
Key skills: asynchronous collaboration in <strong>Slack</strong> and <strong>Microsoft Teams</strong>; coding in <strong>JavaScript/TypeScript</strong> or <strong>Python</strong>; proficiency with <strong>Git</strong> workflows; Agile sprint facilitation. Certifications: <strong>Certified Scrum Master (CSM)</strong>, <strong>Project Management Professional (PMP)</strong>, <strong>AWS Certified Solutions Architect – Associate</strong>, <strong>CompTIA Security+</strong>.
Is remote work available for these flexible hours positions?
Yes. 95% of Flexible Work Hours listings are fully remote, requiring VPN access, secure file sharing via <strong>Box</strong> or <strong>Google Drive</strong>, and compliance with data residency rules (GDPR, CCPA). Hybrid options exist for companies in the U.S. and EU.
What career progression paths exist in Flexible Work Hours?
Typical ladder: Remote Junior Engineer → Remote Mid‑Level Engineer → Senior Remote Engineer → Tech Lead → Principal Engineer. Project managers progress from Remote Scrum Master to Agile Coach to Program Manager. Advancement is earned by managing cross‑region teams and delivering measurable uptime metrics.
What industry trends are shaping Flexible Work Hours?
Current trends: AI‑driven scheduling tools (e.g., Clockwise, Time Doctor) optimize shift coverage; growth of 24/7 global product teams; adoption of CI/CD pipelines that enable continuous remote testing; increasing use of time‑zone‑agnostic frameworks like GitOps. Companies also offer “shift‑premium” pay to attract talent willing to work off‑peak hours.

Related Pages