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.

sign-on bonus contract professional growth

Cath Lab Technologist - $37-56 per hour

Company: Advocate Aurora Health

Location: Chicago, Illinois

Posted Feb 19, 2025

View Details Apply on healthecareers.com

Backend Software Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 21, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

View Details Apply on SimplyHired

Pharmacist-Drug Diversion Surveillance Analyst, Full-time Days

Company: Northwestern Medicine

Location: Chicago, IL

Posted Feb 20, 2025

We consider this on a case-by-case basis and follow all state and federal guidelines. We offer a wide range of benefits that provide employees with tools and…

View Details Apply on SimplyHired
hospital travel

Travel Registered Respiratory Therapist - $2,065 per week

Company: Ann & Robert H. Lurie Childrens Hospital of Chicago

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com

AI Training Physics - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 21, 2025

You can work on your own schedule. You will measure the progress of these AI chatbots, evaluate their logic, and solve problems to improve the quality of each…

View Details Apply on SimplyHired
contract travel health insurance

Travel Nurse RN - Bone Marrow Transplant - $2,494 per week

Company: Stability Healthcare

Location: Chicago, Illinois

Posted Feb 19, 2025

View Details Apply on healthecareers.com

Senior Director, Insurance Institutional Sales

Company: The Federal Home Loan Bank of Chicago

Location: Chicago, IL

Posted Feb 18, 2025

Drive Business Growth: By developing and executing strategic account plans, you’ll directly contribute to meeting sales objectives and driving significant…

View Details Apply on SimplyHired
travel health savings account life insurance

Travel Respiratory Therapist - $2,201 per week

Company: Host Healthcare

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com
travel 401(k) life insurance

Travel Nurse RN - Telemetry PCU - Progressive Care Unit - $2,064 per week

Company: American Traveler

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com
contract travel health savings account

Local Contract Cath Lab Technologist - $59-67 per hour

Company: Host Healthcare

Location: Chicago, Illinois

Posted Feb 19, 2025

View Details Apply on healthecareers.com
travel 401(k) life insurance

Travel Nurse RN - ICU - Intensive Care Unit - $2,280 per week

Company: American Traveler

Location: Chicago, Illinois

Posted Feb 18, 2025

View Details Apply on healthecareers.com

Registered Nurse

Company: DAVITA

Location: Chicago, IL

Posted Feb 19, 2025

Comprehensive benefits: medical, dental, vision, 401k, paid time off, PTO cash out, DaVita-negotiated discounts on hundreds of items from your cell phone plan…

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