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.

Plumber II

Company: Insight

Location: Chicago, IL

Posted Aug 15, 2025

This position is expected to work across trade disciplines to and including but not limited to the following; repair and maintenance of mechanical and…

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Truck Driver CDL A Home Daily

Company: Ryder

Location: Chicago, IL

Posted Aug 15, 2025

Ensuring compliance with applicable federal and/or state laws, regulations, and/or agency rules, standards and guidelines. Ryder Drivers are Paid Weekly.

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Electrician

Company: Tradesmen International, Inc.

Location: Chicago, IL

Posted Aug 15, 2025

Active Michigan Journeyman Electrician license. Ability to read and interpret electrical drawings and plans. Install electrical fixtures and related components.

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Project Manager - Light Industrial - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Aug 15, 2025

Technical degree level education in construction or related field. Knowledge in Construction Management or related field required.

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Armed Security Officer/Driver

Company: Kates Detective Agency

Location: Chicago, IL

Posted Aug 15, 2025

Remain in compliance with local, state, and federal regulations. This position involves patrolling client properties, ensuring safety, and driving company…

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Executive Sous Chef - Allstate Arena

Company: Aramark

Location: Rosemont, IL

Posted Aug 15, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

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Assistant Director, Communications and Digital Media

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 15, 2025

Master’s degree in communications, journalism, creative arts (video), marketing, or related field. Familiarity with design tools such as Adobe Creative Suite,…

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Janitorial Overnight

Company: Walmart

Location: Villa Park, IL

Posted Aug 15, 2025

Programs range from high school completion to bachelor's degrees, including English Language Learning and short-form certificates.

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Presentation Designer

Company: Rise

Location: Chicago, IL

Posted Aug 15, 2025

0–2 years of professional experience in visual design, presentation design, or a related creative field. You’ll work closely with strategists, planners, and…

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professional growth hospital part-time

RN - Wound Care - Per Diem Days

Company: Endeavor Health

Location: Chicago, Illinois

Posted Aug 15, 2025

View Details Apply on healthecareers.com

C++ Software Engineer

Company: Citadel Securities

Location: Chicago, IL

Posted Aug 15, 2025

Bachelor’s (or higher) degree in a Computer Science, Engineering or related field. Partner and Deliver: Collaborate directly with traders, researchers, and…

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Customer Service Representative II

Company: Shure

Location: Niles, IL

Posted Aug 15, 2025

Fields entry level product related inquiries. Supports sales team by developing and maintaining positive customer relations, with clients/customers, which can…

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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.

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