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.

Senior Project Manager- Interiors Projects

Company: Michael Page

Location: Chicago, IL

Posted Jul 22, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

Assistant Project Manager

Company: J. F. Ahern Co.

Location: Chicago, IL

Posted Jul 22, 2025

You will be a key member on the project team making sure field crews have their resources well planned and organized for installation efficiency.

Client Service Representative

Company: LR WINDSOR Inc

Location: Chicago, IL

Posted Jul 22, 2025

State insurance license (Property & Casualty or Life & Health) must be obtained prior to start date. Previous experience in insurance, customer service, or a…

Full Time Long Term Care Pharmacist

Company: Care One Pharmacy

Location: Niles, IL

Posted Jul 22, 2025

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

Executive Chef – High-Profile Rooftop Venue

Company: Artifact Events

Location: Chicago, IL

Posted Jul 22, 2025

This role is ideal for a hands-on leader who thrives in high-volume, high-visibility environments and is passionate about driving excellence across food, people…

ACCOUNTANT

Company: SGA YOUTH & FAMILY SERVICES NFP

Location: Chicago, IL

Posted Jul 22, 2025

Perform accounting, clerical and analytical tasks related to the efficient bookkeeping maintenance and processing of accounts payable / account receivable…

Graphic Designer/Marketing

Company: American Classic Tours

Location: Des Plaines, IL

Posted Jul 22, 2025

Social Media Marketing: schedule and post engaging content across our social media platforms. Email Marketing: design weekly eblasts sent to our travelers…

Financial Control Accountant - Chicago, IL

Company: ADM

Location: Chicago, IL

Posted Jul 22, 2025

Financial wellness – flexible spending accounts, health savings account, 401(k) with matching contributions and cash balance plan, discounted employee stock…

Temporary Teacher (PreK-3)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Jul 22, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

Indirect Tax Sales & Use Manager--Open Location

Company: EY

Location: Chicago, IL

Posted Jul 22, 2025

Under our flexible vacation policy, you’ll decide how much vacation time you need based on your own personal circumstances.

Bilingual Security Officer (Part-Time)

Company: Chicago Children's Advocacy Center

Location: Chicago, IL

Posted Jul 22, 2025

Answer telephone calls to take messages or determining appropriate staff member to forward calls to. The Security Officer will greet all visitors according to…

CNC Machinist III, 1st shift

Company: Regal Rexnord

Location: Downers Grove, IL

Posted Jul 22, 2025

Person’, which includes U.S. citizens, U.S. nationals, U.S. permanent residents, individuals granted asylum in the United States, and refugees in the United…

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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