Flexible Work Schedules Jobs in Chicago, IL

74,598 open positions · Updated daily

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

Security Analyst

Company: WiseTech Global

Location: Chicago, IL

Posted Mar 13, 2025

Able to communicate effectively in verbal and written format with technical and non-technical audiences. Relevant certification such as CISSP, CCNA, CompTIA…

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

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 the typical salary ranges for Flexible Work Schedules roles at different seniority levels?
Entry‑level remote software engineers earn between $70,000 and $90,000 annually. Mid‑level roles (2‑5 years) range from $90,000 to $120,000. Senior engineers with 5‑10 years of experience command $120,000 to $160,000. Lead or management positions typically fetch $160,000 to $200,000, with an additional 5‑10% remote work premium.
Which skills and certifications are most valuable for professionals seeking Flexible Work Schedules roles?
Candidates should master Agile/Scrum methodology, hold certifications such as Certified ScrumMaster (CSM) or Project Management Professional (PMP), and be proficient with collaboration tools like Slack, Microsoft Teams, and Jira. Knowledge of cloud platforms (AWS, Azure, GCP) and remote security practices adds significant value.
How common is remote work availability in Flexible Work Schedules positions?
Over 90% of listings in this category specify full‑remote or hybrid options. Typical arrangements include 3‑5 remote days per week, with optional in‑office hubs for collaboration or onboarding.
What career progression paths exist for professionals in Flexible Work Schedules roles?
A typical path starts as a Remote Junior Engineer or Coordinator, advances to Senior Engineer or Product Owner, then to Lead or Manager roles, and eventually to Director or VP positions overseeing distributed teams.
What industry trends are shaping Flexible Work Schedules?
The shift to flexible schedules is driven by a 25% increase in remote hiring post‑pandemic, adoption of AI‑powered scheduling tools, and a growing emphasis on pay transparency to attract diverse talent.

Related Pages

All Flexible Work Schedules Jobs 1,111 jobs All Jobs in Chicago, IL 472,458 jobs Flexible Work Schedules in Remote 3,489,178 jobs Flexible Work Schedules in Other US Location 3,035,578 jobs Flexible Work Schedules in New York City, NY 806,442 jobs Flexible Work Schedules in Multiple Locations 710,150 jobs Flexible Work Schedules in USA 636,748 jobs Flexible Work Schedules 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