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.

Chef de Cuisine

Company: Augments Jobs

Location: Chicago, IL

Posted Aug 02, 2025

Oversee the preparation, cooking, and presentation of high-quality meals for both large and small events, catering services, and hotel guests.

Senior Supermarket Rack Refrigeration HVAC Technician

Company: Walmart

Location: Cicero, IL

Posted Aug 02, 2025

Hold a valid state-issued driver’s license with a clean driving record and ability to pass a Motor Vehicle Record (MVR) report. Work vehicle and tools provided.

Registered Nurse

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 02, 2025

Current State of Illinois, Registered Professional Nurse license. Based on the NMH framework for practice, the registered professional clinical nurse (RN) is…

Heating, Ventilation, and Air Conditioning Technician

Company: Going Green Home Solutions LLC

Location: Chicago, IL

Posted Aug 02, 2025

Valid driver's license is required for travel to job sites. Maintain accurate records of service calls, repairs performed, and parts used using smartphone and/…

Security Officer

Company: Airtight Security LLC

Location: Maywood, IL

Posted Aug 03, 2025

A valid security license may be required depending on local regulations. The ideal candidate will be responsible for maintaining a safe and secure environment…

OTR Semi Truck Driver (2yrs CDL-A, EXP Req)

Company: ZoZi Business Solutions, LLC

Location: Chicago, IL

Posted Aug 02, 2025

Proven experience in truck driving with a valid commercial driver's license (CDL). This role requires a strong commitment to safety, excellent driving skills,…

Analytics & Reporting Analyst

Company: Health Care Service Corporation

Location: Chicago, IL

Posted Aug 03, 2025

BASIC FUNCTION: (TECHNICAL CLAIMS)/ (CLAIMS) This position is responsible for improving health care operations by identifying business process re-engineering…

Lead Business Intelligence Analyst

Company: Caterpillar

Location: Chicago, IL

Posted Aug 02, 2025

REQS: This position requires a master’s degree, or foreign equivalent, in Data Science, Computer Engineering, Industrial Engineering, or related field plus 4…

Staff Pharmacist Overnight Shift | Inpatient Hospital | Chicago, IL | 13-Week Contract

Company: RPh on the Go

Location: Chicago, IL

Posted Aug 03, 2025

Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience required. Shift: Overnight, 5 to 7 on / 5 to 7 off.

Print Production Designer

Company: Cushing

Location: Chicago, IL

Posted Aug 02, 2025

Be present at (in-person or video) client intake/review meetings, take notes, and translate design feedback and intention into design work. $22 – $26/hour.

2025 Data for Good Hackathon - Data Science Analyst - Manhattan, New York

Company: JPMorganChase

Location: Chicago, IL

Posted Aug 03, 2025

You will work on projects focusing on machine learning, business intelligence, data engineering, and visualization, combining your technical skills and…

Teacher (2nd Grade)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 02, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

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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