Flexible Schedule Jobs in Chicago, IL

34,503 open positions · Updated daily

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

C# Engineer

Company: BlackRock Investments

Location: Chicago, IL

Posted Aug 06, 2025

Participate in cross-functional feature requirements gathering, design, and implementation. You will collaborate with experienced engineers to develop and…

Pre-Certification & Call Center Representative

Company: VitalSkin Dermatology

Location: Chicago, IL

Posted Aug 06, 2025

You are able to perform all aspects of a call center: manage a high volume of incoming calls in a small, centralized call center; obtain information from the…

Python Developer

Company: BlackRock Investments

Location: Chicago, IL

Posted Aug 06, 2025

Participate in cross-functional feature requirements gathering, design, and implementation. You will collaborate with experienced engineers to develop and…

Data Scientist II, Condition Monitoring

Company: Caterpillar

Location: Chicago, IL

Posted Aug 06, 2025

In-depth technical and problem-solving skills and evidence of continuous learning in the analytics field. Programming Languages: Working knowledge of basic…

Flooring Expert, Tile, Hardwood, Vinyl

Company: Essential Building Group co

Location: Chicago, IL

Posted Aug 05, 2025

Utilize hand tools and power tools for various flooring tasks. Familiarity with hand tools, power tools, caulking techniques, and buffing processes.

Project Manager II

Company: Gilbane Building Company

Location: Chicago, IL

Posted Aug 06, 2025

Participates in enrollment for insurance and bonds; tracks and obtains trade contractors’ compliance. Strong technical and communication skills are critical.

Sr Data Scientist

Company: PayPal

Location: Chicago, IL

Posted Aug 06, 2025

Deep understanding of credit models and the external data ecosystem, including credit bureau data, cash flow insights, and alternative credit data sources.

Custodial Worker/ Janitor

Company: Broadview Baptist Church

Location: Broadview, IL

Posted Aug 06, 2025

Adhere to established procedures to provide a safe working environment including complying with OSHA, state/local federal and City Wide regulations.

Dump Truck Driver

Company: Hana Transport Inc.

Location: Chicago, IL

Posted Aug 06, 2025

Valid commercial driver's license (CDL A) with, 3+ years experience in dump/must have a clean CDL License with no more than 2 tickets in the past 3-years.

Senior Project Accountant

Company: Rotary International

Location: Evanston, IL

Posted Aug 06, 2025

Bachelor’s degree in Accounting, Finance, or a related field (required). CPA or equivalent certification preferred. Proficient in accounting software and Excel.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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