Flexible Work Schedule Jobs in Chicago, IL

75,597 open positions · Updated daily

Looking for Flexible Work Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Schedule position in the Chicago, IL area.

Pre-Kindergarten Teacher - 2025/2026 School Year (Donoghue Campus)

Company: University of Chicago Charter School

Location: Chicago, IL

Posted Mar 19, 2025

Applicant should have a Bachelor’s degree in education and state certification; at least 2 years of urban teaching experience in related field; and proven…

View Details Apply on SimplyHired
loan repayment program malpractice insurance relocation assistance

Obstetrics Gynecology

Company: Advocate Health

Location: Chicago, Illinois

Posted Mar 18, 2025

View Details Apply on healthecareers.com

Journeyman Plumber

Company: Leapros Skilled Trades

Location: Chicago, IL

Posted Mar 15, 2025

Valid driver’s license and reliable transportation. Respond to emergency plumbing calls and provide timely solutions. Must be able to climb stairs and ladders.

View Details Apply on SimplyHired

Head Carpenter

Company: Chicago Scenic Studios

Location: Chicago, IL

Posted Mar 19, 2025

As needed, attend onsite calls for preplanning, installation, maintenance and repair of projects. Extensive experience with wood working and fabrication tools…

View Details Apply on SimplyHired

Licensed Plumber

Company: Precision Today

Location: Franklin Park, IL

Posted Mar 15, 2025

Deliver sound plumbing diagnostics, repairs, and installs. Enjoy the convenience of taking your truck home each night and dispatching directly from home!

View Details Apply on SimplyHired

Drain Tech

Company: Precision Today

Location: Franklin Park, IL

Posted Mar 13, 2025

Complete all drain cleaning, jetting and cable work related to in-home, service calls. Company supplied Vehicle – fully stocked, cell phone, and tablets.

View Details Apply on SimplyHired

Sous Chef

Company: Miru

Location: Chicago, IL

Posted Mar 20, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

Senior Accountant

Company: Porte Brown, LLC

Location: Elk Grove Village, IL

Posted Mar 19, 2025

Prepare tax returns, including consolidated or multi-state business returns, complex pass-through entities and complex individuals.

View Details Apply on SimplyHired

Combo Pipe Welder

Company: STARCON INTERNATIONAL

Location: Bedford Park, IL

Posted Mar 18, 2025

Read and interpret blueprints, technical drawings, and specifications to determine the appropriate welding process.

View Details Apply on SimplyHired

Community Developer

Company: Ripple Fiber

Location: Lombard, IL

Posted Mar 13, 2025

A bachelor's degree in communications, business, or a related field. This role will work closely with state and local municipalities, developers, and community…

View Details Apply on SimplyHired

Luxury Custom Stylist / Sales Associate

Company: BALANI Custom Clothiers

Location: Chicago, IL

Posted Mar 19, 2025

Aptitude to learn technical skills such as measuring, fitting, styling, and electronic order entry. Structured, formal training program to develop key industry-…

View Details Apply on SimplyHired

Sous Chef

Company: Shaw's Crab House

Location: Chicago, IL

Posted Mar 14, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

Related Pages

All Flexible Work Schedule Jobs 3,402 jobs All Jobs in Chicago, IL 472,458 jobs Flexible Work Schedule in Remote 3,489,178 jobs Flexible Work Schedule in Other US Location 3,035,578 jobs Flexible Work Schedule in New York City, NY 806,442 jobs Flexible Work Schedule in Multiple Locations 710,150 jobs Flexible Work Schedule in USA 636,748 jobs Flexible Work Schedule in Washington DC 491,890 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