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.

FAC ENG/CARPENTER 1

Company: Mariano's

Location: Chicago, IL

Posted Aug 27, 2025

Complete commercial carpentry skills such as installation of drywall, ceramic and vinyl floor tile installation, cabinet or shelving repair, door andwindow…

CDL Class A Driver, GREAT PAY avg $1500 weekly, DROP AND HOOK AMAZON LOADS

Company: LUCKY TRANS INC

Location: Chicago, IL

Posted Aug 27, 2025

Minimum of 4 year-experience is a must and need to be at least 21 (interstate driving age) years old, responsible, serious and motivated.

Maintenance Technician / Janitor

Company: Zhou B Art Center

Location: Chicago, IL

Posted Aug 27, 2025

Will be required to communicate effectively with tenants, guests, and team members while.  Clean and inspect common area mechanical and storage rooms as needed…

Senior Brand Manager, Brand Growth & Innovation - Cottonelle®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Aug 27, 2025

Lead portfolio technology mapping and cascade strategy, including business case ownership of big technical bets. Bachelors Degree in Business/Marketing.

Welder

Company: OPW

Location: Skokie, IL

Posted Aug 27, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Substitute Teacher

Company: Swing Education

Location: Chicago, IL

Posted Aug 28, 2025

No early morning phone calls. $160-$180 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

HVAC Lead Installer

Company: ARS-Rescue Rooter

Location: Chicago, IL

Posted Aug 28, 2025

Valid driver’s license with good driving record. EPA certification (or willingness to obtain). Disassemble and remove outdated HVAC systems, then install, start…

Precision Grinder I, 2nd shift

Company: Regal Rexnord

Location: Downers Grove, IL

Posted Aug 26, 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…

Capital and Project Manager

Company: Liquid Environmental Solutions

Location: Chicago, IL

Posted Aug 28, 2025

Project oriented position with a mix of desk bound (e.g., reviewing capital plans, coordinating project meetings, developing drawings, soliciting bids,…

PT On-Call Flex Security Officer

Company: St. Moritz Security Services

Location: Chicago, IL

Posted Aug 28, 2025

May require a current state driver’s license, clean driving record as determined by SMSSI, and the ability to safely operate motor vehicle.

Welder

Company: Dover Corporation

Location: Skokie, IL

Posted Aug 27, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Uniqlo Retail Alterations Specialist (Full-time & Part-Time) - Chicago, IL

Company: Fast Retailing

Location: Chicago, IL

Posted Aug 28, 2025

Sew hem of pants with industrial sewing machine. Clothing alterers, tailors or seamsters are needed to alter pants according to custom specifications and needs.

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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