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.

Custodian

Company: Chicago Children's Advocacy Center

Location: Chicago, IL

Posted Jul 30, 2025

To maintain the ChicagoCAC as a clean and safe environment for all clients, employees, partners and guests. The Custodian has a low-level range of discretion…

Product Marketing Manager

Company: Expedia Group

Location: Chicago, IL

Posted Jul 30, 2025

With a deep knowledge of the Transport product space, you will champion customer-centric products and communicate the product vision, craft insights to help…

Marketing Specialist

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jul 30, 2025

We consider this on a case-by-case basis and follow all state and federal guidelines. Undergraduate degree in Marketing or related field.

Registered Nurse / Educational Assistant

Company: LaGrange Area Department of Special Education

Location: Brookfield, IL

Posted Jul 30, 2025

A valid Illinois driver’s license and access to a reliable, insured vehicle *. All duties are performed in accordance with district/cooperative/state board of…

Data Reporting Analyst - Strategic Analysis

Company: Trilogy Inc

Location: Chicago, IL

Posted Jul 30, 2025

Bachelor’s Degree in data analytics, public health, social science, business, or related field preferred. At least 1 year of SQL experience or SQL certification…

Marketing Specialist - University Relations

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 30, 2025

Bachelor's degree in communications, Marketing, or related field. The person in this role is expert in all facets of successful marketing communications…

Class A Truck Driver

Company: 10 Roads Express

Location: Bedford Park, IL

Posted Jul 30, 2025

12+ months of verifiable tractor trailer driving experience. 10 Roads Express is hiring Class A CDL truck drivers to run various routes and cover openings in…

Senior Income Tax Analyst

Company: Amrize Building Materials US

Location: Chicago, IL

Posted Jul 30, 2025

Working knowledge of federal and state corporate income tax compliance. The Senior Income Tax Analyst, Tax Reporting will play a key role in the preparation and…

Travel General Laborer Nights $18

Company: SPAR Inc.

Location: Chicago, IL

Posted Jul 30, 2025

Reliable transportation, valid driver’s license,. This role is made for road warriors — expect to be continuously on assignment outside your home state.

Ambulatory RN 2 - Adult and Pediatrics Population

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 30, 2025

Current license and credentials by the state they are assigned. 6.Utilizes evidence-based ambulatory care nursing interventions during clinical visits,…

Senior Marketing Specialist

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jul 30, 2025

Minimum 3 years of experience in related field. Undergraduate degree in Marketing or related field. We offer a wide range of benefits that provide employees…

Janitor

Company: Newly Weds Foods- Broadview, IL

Location: Broadview, IL

Posted Jul 30, 2025

Maintain work area in a clean and orderly manner so that it can receive incoming baskets of trash. It is this worker’s professional responsibility to clean and…

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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