Flexible Work Arrangements Jobs in Chicago, IL

74,517 open positions · Updated daily

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.

RN REGISTERED NURSES

Company: Center Home for Hispanic Elderly

Location: Chicago, IL

Posted Aug 14, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

CDL A Tanker Driver - Up to $1800 / wk

Company: Bulk Transport Company Inc

Location: Chicago, IL

Posted Aug 14, 2025

$1,500 driver referral bonus. 2+ years tractor-trailer experience _OR _. 6+ months liquid tanker experience. Utilization bonus: earn up to an additional 3 CPM\*…

Sales Engineer (Healthcare)

Company: Gong.io Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Customer facing experience in a sales engineering role (pre-sales) or a combination of sales engineering and other relevant work experience (ie: Sales…

Marketing Manager

Company: Confidential

Location: Chicago, IL

Posted Aug 13, 2025

Education: Bachelor's degree in Marketing or a related field, MBA or masters within the applicable field or tenor experience preferred.

Commercial Roofing Field Supervisor- Villa Park, IL

Company: NATIONS ROOF LLC

Location: Villa Park, IL

Posted Aug 14, 2025

Requires a valid driver’s license and insurable driving record. Oversee field staff and/or sub-contractor(s), assisting with crew leadership, as required.

Welder

Company: PGNA INC

Location: Niles, IL

Posted Aug 14, 2025

The Group is close to its customers, on a global basis, through continuous technical assistance and support from the design phase to the installation and start-…

Graphic Designer

Company: FISHER PRINTING

Location: Bridgeview, IL

Posted Aug 13, 2025

Candidate will work with our database to locate and import graphic and text files. Fisher Printing designs ads and signage for retailers nationwide that are…

Manager, Full-Stack Software Engineer - Fintech & Tax Domain

Company: Deloitte

Location: Chicago, IL

Posted Aug 14, 2025

A bachelor's degree in computer science, software engineering, or a related discipline. Prior software engineering experience with the understanding of Business…

Data Analyst

Company: CDW

Location: Chicago, IL

Posted Aug 14, 2025

Demonstrated ability to critically evaluate information, identify risks and opportunities, while possessing creative problem-solving skills with an…

CNC Machine Operators-All Levels

Company: Strange Engineering

Location: Morton Grove, IL

Posted Aug 14, 2025

Familiar and able to read blueprints and use measuring instruments. Operate multiple machines when needed. Experience with Mazak or Okuma machines preferred.

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

Company: American Freedom Insurance Company

Location: Mount Prospect, IL

Posted Aug 13, 2025

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

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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