Flexible Work Arrangements Jobs in Chicago, IL

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

Part-Time Accountant (QuickBooks Online + Logistics Experience)

Company: Wicker Park Logistics

Location: Chicago, IL

Posted Jul 01, 2025

*CPA license* (active or on track). Experience with accessorials, fuel surcharges, EDI billing, or carrier payments. Handle month-end and quarter-end closings.

Weekend Woman Supervisor

Company: Life Time

Location: Chicago, IL

Posted Jul 01, 2025

CPR/AED certification required within 30 days of hire. Ability to operate basic machinery and tools. Deferred compensation plan, if the team member meets the…

Public Safety Officer II - Armed (Full Time, 3rd Shift)

Company: Advocate Aurora Health

Location: Park Ridge, IL

Posted Jul 01, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responds to service calls, such as combative or threatening patients or visitors and team…

Bilingual Customer Service (Haitian Creole/English) – Call Center

Company: American Freedom Insurance Company

Location: Mount Prospect, IL

Posted Jul 01, 2025

*Career Development:* Paid training, ergonomic workstations, and state licensing reimbursement, professional development with advancement opportunities.

CDL A Dry Van Truck Driver - OTR

Company: Double J Transport, LLC

Location: Chicago, IL

Posted Jul 01, 2025

1 Year of CDL A Truck Driving Experience (Not Including Mentorship Periods). $70,000 - $90,000 Per Year. $0.60 CPM With Hazmat + Destination Pay.

Plumbing Service Technician

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted Jul 01, 2025

Valid driver’s license with a clean driving record. Proficiency with plumbing tools and equipment. Perform repairs and maintenance on plumbing systems in…

3 Axis CNC Mill Set up Machinist

Company: BETTS PRECISION INC

Location: Alsip, IL

Posted Jul 01, 2025

Team members in this role are given the opportunity to work closely with engineering and manufacturing leadership to develop and refine programs for high-mix,…

CDL-A Tanker Driver Regional Home Weekly

Company: Tak Trucking Inc

Location: Chicago, IL

Posted Jul 01, 2025

No more than 3 moving violations in the past 3 years. At least 2 years of CDL Class A experience. At Least 1 Year of Tanker Experience (Tanker Endorsement).

Assistant Project Manager

Company: Cumming Group

Location: Chicago, IL

Posted Jul 01, 2025

Prepares field reporting for review by Project Manager. Education: BS in Construction Management, Engineering, Quantity Surveying, Architecture, or related…

Lead Plumber

Company: Goode Plumbing

Location: Schiller Park, IL

Posted Jul 01, 2025

Must have good driving record. Responsibilities include: testing, diagnosing, repairing, and installing plumbing systems and components, recognizes and adheres…

Sales Associate / Fashion Stylist - Women's Retail Clothing (Skokie)

Company: FOX'S

Location: Skokie, IL

Posted Jul 01, 2025

Our sales associates / retail fashion stylists have a talent for wardrobing and work closely with each customer to find the best clothing selections for their…

Senior Accountant

Company: Third Road Management LLC

Location: Glen Ellyn, IL

Posted Jul 01, 2025

Prepare and review various multi-state sales tax filings. Supporting clients in their daily transactional and technical accounting needs.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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