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.

Entry Level Marketing & Sales Associate

Company: Penguin Promo Partners

Location: Bridgeview, IL

Posted Aug 07, 2025

In-office collaboration with retail field deployment. No prior sales experience is required—our hands-on training program equips you with the skills to succeed.

Community Relations Manager

Company: Mather Headquarters

Location: Evanston, IL

Posted Aug 08, 2025

Support program development and implementation with partners and Community Initiatives team. At least five years professional experience in Not For Profit,…

Executive Chef - City Venues

Company: DineAmic Hospitality

Location: Chicago, IL

Posted Aug 08, 2025

Conduct ongoing research and continuously develop menu items with respect to changing seasons, guest feedback, product cost and availability, and other factors.

Client Success Coordinator

Company: CST Academy

Location: Chicago, IL

Posted Aug 07, 2025

*Sales Support:* Respond to inquiries, provide detailed information about our services, and convert leads into active clients.

Machine Learning Engineer

Company: paypal

Location: Chicago, IL

Posted Aug 08, 2025

The ideal candidate will possess a degree in engineering, science, statistics or mathematics with strong technical background in machine learning.

Epoxy Floor Technician / Crew Leader

Company: Comer & Cross Coatings

Location: Elk Grove Village, IL

Posted Aug 08, 2025

Trailer driving experience a plus! Driving work truck to and from work sites, if applicable. Proper and satisfactory completion of projects including prep,…

The North Face: Sales Associate - Chicago

Company: The North Face

Location: Chicago, IL

Posted Aug 08, 2025

Operate office equipment and technology (i.e., computers, tablets, phones, copier, etc.). As a Sales Associate you will be the face of the brand to our retail…

Porter

Company: Puttery

Location: Chicago, IL

Posted Aug 08, 2025

The role of a Porter is to keep the venue clean and organized for our guests. In addition, all staff is expected to create and maintain an inviting atmosphere…

Janitor - evening - Commercial Bldg

Company: Monadnock Building

Location: Chicago, IL

Posted Aug 08, 2025

Keep areas clean, including stairs, interior sills and hardware. The Janitor is responsible for cleaning the lobby, restrooms, and common areas, and daily…

Registered Nurse Ambulatory

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 08, 2025

Current license as a Registered Professional Nurse or eligible in the State of Illinois. This role is a registered professional nurse who is accountable for…

Pharmacist

Company: Rush Oak Park Hospital

Location: Oak Park, IL

Posted Aug 08, 2025

Perform data entry and pharmacotherapy analysis. Dispense and maintain records of controlled substances in accordance with federal and state laws.

Manager, Data Science

Company: PayPal

Location: Chicago, IL

Posted Aug 08, 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…

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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