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.

Software Engineer

Company: CACI

Location: Lisle, IL

Posted Jul 24, 2025

Participate in technical activities spanning multiple technical disciplines including security analysis, software/tool development, software test, development…

Courtesy Patrol Officer Part Time

Company: Evergreen Real Estate Services Llc

Location: Chicago, IL

Posted Jul 24, 2025

Monitors entry and exit from the facility and require all guests to sign-in and sign-out, as well as show personal picture identification in accordance with…

Flooring Sales Representative

Company: Koeckritz Rugs Inc

Location: Elk Grove Village, IL

Posted Jul 24, 2025

Must have previous experience in outside flooring sales. As our sales associate your primary objectives will be finding and building relationships with new…

Manual Lathe Machinist II

Company: American Roller Company

Location: Chicago, IL

Posted Jul 24, 2025

Along the way, you’ll develop technical, mechanical, and problem-solving skills that open doors. Blueprint Reading: Interpret technical drawings and follow…

Chef de Partie

Company: Midosuji at Chicago Athletic Association

Location: Chicago, IL

Posted Jul 24, 2025

During service, this is a guest-facing role where the cook will interact directly with guests and serve dishes across the counter.

Maintenance and Custodian Associate

Company: Catholic Charities of the Archdiocese of Chicago

Location: Chicago, IL

Posted Jul 24, 2025

Client Interaction & Support: Engage courteously and professionally with store clients and staff, offer assistance when appropriate and contribute to a…

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.

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.

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.

Senior Accountant

Company: Geosyntec Consultants, Inc.

Location: Chicago, IL

Posted Jul 25, 2025

Maintain account analysis to support the activity in selected general ledger accounts as documented in the Accounting Policies and Procedures Manual; record any…

Siding Installer (Fiber Cement)

Company: ZIGXAG

Location: Chicago, IL

Posted Jul 24, 2025

This role requires attention to detail, the ability to work independently or have your own team, own your own tools and a commitment to delivering high-quality…

Retail Cosmetics Sales Associate - CHANEL Beaute, Orland Square - Full Time

Company: Macy’s

Location: Orland Park, IL

Posted Jul 24, 2025

Collaboration: Partnership with the total Beauty team to drive sales and deliver the customer experience. Use product knowledge to give expert guidance to each…

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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