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.

Electrical Estimator/Project Manager

Company: Arrow Flow

Location: Elk Grove, IL

Posted Jul 25, 2025

The ideal candidate will possess a strong background in electrical estimating, engineering, and project management, ensuring that all projects are completed on…

Senior Digital Marketing Analyst

Company: Mabbly

Location: Chicago, IL

Posted Jul 25, 2025

Lead monthly reporting calls; your dashboards make CEOs nod. Geek out on new AI tools. Mabbly is a full‑service digital marketing and branding agency offering…

Residential Renovation Crew (Fix & Flip / New Construction)

Company: Crawford Construction Corp

Location: Chicago, IL

Posted Jul 25, 2025

Reliable crew with tools, transport, and availability. Must be licensed and skilled in at least one of the core trades above. Paid weekly via direct deposit.

CHICAGO Sports Performance Chef

Company: Pro-Eats LLC/ Chefs for Athletes

Location: Chicago, IL

Posted Jul 25, 2025

_*No resumes reviewed without food portfolio or professional social media links.*_. Flexibility with schedule, menu and recipe development, familiarity with…

Project Delivery Manager (Warehouse/Mfg Automation exp. req. $140K)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Jul 25, 2025

Lead end-to-end delivery of warehouse automation projects, from design to implementation. Technical/automation solutions implementation: 3 years (Required).

Project Manager Engineering

Company: CONAGRA

Location: Chicago, IL

Posted Jul 25, 2025

Have external interactions with, but not limited to, equipment vendors, construction contractors, engineering services contractors, local / state / federal…

Teacher (2-Year-Olds) - (Must have Bachelors Degree in Early Childhood Edu.)

Company: Onward Neighborhood House

Location: Chicago, IL

Posted Jul 25, 2025

With the classroom team, ensure the implementation of the preschool program ensuring adherence to funding requirements as set by Head Start Program Performance…

Retail Sales - Women's Apparel - Old Orchard Center

Company: Nordstrom Inc

Location: Skokie, IL

Posted Jul 25, 2025

Set and achieve sales goals, for both in-store and digital selling with effective use of selling tools (inclusive of text and social media).

State Medicaid Project Manager

Company: NTT DATA

Location: Chicago, IL

Posted Jul 25, 2025

Ability to develop, maintain, review, and manage project plans, communication plans, risk logs, issue logs, and other deliverables essential to effective…

HVAC Service Technician- LEAD EXPERIENCE- SIGN ON BONUS

Company: Home Comfort Services, Inc.

Location: Des Plaines, IL

Posted Jul 25, 2025

Valid driver's license with a clean driving record; van driving experience preferred. Proven experience as an HVAC Service or similar role in the field service…

Electrician/Machine Panel Wiring (5 yrs exp is +)

Company: Automatic Liquid Packaging Solutions (ALPS), LLC

Location: Arlington Heights, IL

Posted Jul 25, 2025

Read and understand electrical schematics (ladder diagrams) and mechanical layouts. Possesses a good understanding and fundamentals of electrical components (AC…

Door and Closet Organizer Installer – IMMEDIATE OPENINGS (Your Location)

Company: One Day Doors & Closets of North Chicago

Location: Skokie, IL

Posted Jul 25, 2025

Clean driving record (you will be asked to provide a DMV report if selected for an interview). Closet organizer installation experience is a plus.

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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