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.

Client Service Representative

Company: Viking Gymnastics

Location: Niles, IL

Posted Mar 26, 2025

Our reception staff must consistently greet clients, answer telephones, offer assistance, use professional verbiage, and always make themselves available to the…

View Details Apply on SimplyHired

Design Director, New York or Chicago

Company: Omnicom Production

Location: Chicago, IL

Posted Mar 31, 2025

Portfolio that showcases brand consistency through design systems, detailed design, scaled campaigns across channels, OLV, banners, PDP and social-first…

View Details Apply on SimplyHired

Commercial Plumber

Company: World Renown Clean

Location: Wood Dale, IL

Posted Mar 26, 2025

Must possess a valid driver's license and reliable transportation to job sites. Proven experience as a plumber or in a similar field service role.

View Details Apply on SimplyHired

Chief Engineer / Head Janitor (Local Union 1)

Company: Five T Management Service Provider Inc

Location: Chicago, IL

Posted Mar 22, 2025

Regular use of hands, tools, and mechanical equipment. Provide technical expertise, information and assistance to the Senior Property Manager in the formulation…

View Details Apply on SimplyHired

Fireproofer

Company: Southwest Coating Services

Location: Chicago, IL

Posted Mar 31, 2025

Reliable vehicle, valid driver's license and proof of insurance. 401K matching after 6 months of employment. Proof of citizenship or ability to work in the U.S.…

View Details Apply on SimplyHired
sign-on bonus part time

Home Health SLP, Part Time $10,000 Bonus

Company: Residential Home Health and Hospice

Location: CHICAGO, Illinois

Posted Mar 26, 2025

View Details Apply on healthecareers.com

Experienced Carpenter/tradesman

Company: Davies Home Services

Location: Park Ridge, IL

Posted Mar 29, 2025

Strong skills in restoration techniques, framing, construction, painting, siding installation, tile laying, drywall.

View Details Apply on SimplyHired
dental insurance health insurance life insurance

Registered Vascular Technologist

Company: Cook County Health

Location: Chicago, Illinois

Posted Mar 26, 2025

View Details Apply on healthecareers.com
health system full time be or bc

Emergency Medicine Radiologist - Remote or Hospital Based

Company: Endeavor Health

Location: Evanston and Glenview, IL

Posted Mar 31, 2025

View Details Apply on healthecareers.com

Maintenance Mechanic/Machinist

Company: Mondelēz International

Location: Chicago, IL

Posted Mar 22, 2025

Possesses working knowledge in areas such as pumps, hydraulics, pneumatics, drives, machining of parts, some electrical knowledge, hand tool usage, and welding.

View Details Apply on SimplyHired
private practice part time full time

Obstetrician Gynecologist

Company: Womens Health Group

Location: Chicago, Illinois

Posted Mar 22, 2025

View Details Apply on healthecareers.com

VP, Quantitative Python Developer

Company: BlackRock Investments

Location: Chicago, IL

Posted Mar 25, 2025

Education: Bachelor's degree in a STEM field with significant focus on programming (Graduate degree preferred).

View Details Apply on SimplyHired

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.

Related Pages

All Flexible Schedule Jobs 6,631 jobs All Jobs in Chicago, IL 303,723 jobs Flexible Schedule in Remote 2,243,043 jobs Flexible Schedule in Other US Location 1,951,443 jobs Flexible Schedule in New York City, NY 518,427 jobs Flexible Schedule in Multiple Locations 456,525 jobs Flexible Schedule in USA 409,338 jobs Flexible Schedule in Washington DC 316,215 jobs Travel in Chicago, IL 79,837 jobs Full Time in Chicago, IL 46,687 jobs Retirement Plan in Chicago, IL 43,124 jobs 401(K) in Chicago, IL 37,542 jobs Health Insurance in Chicago, IL 34,384 jobs Life Insurance in Chicago, IL 33,039 jobs