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.

Chef de Cuisine - Restaurants

Company: Eataly North America

Location: Chicago, IL

Posted Jun 23, 2025

Informs front of house personnel of menu changes, specials and shortages. Documents, investigates, escalates and resolves employee or guest incidents.

Client Service Representative I

Company: Canon U.S.A., Inc.

Location: Chicago, IL

Posted Jun 21, 2025

Responsible for performing general front office reception duties such as greeting visitors, answering phone calls, taking messages, scheduling conference rooms,…

Staff Accountant

Company: StorSafe Self Storage

Location: Skokie, IL

Posted Jun 23, 2025

Loan entry and reconciliations- ensuring loan accuracy on a monthly basis. High School Graduate required; bachelor’s degree preferred. AP and AR as needed.

Kitchen Operations Supervisor

Company: CookUnity

Location: Chicago, IL

Posted Jun 23, 2025

Culinary degree or certification from a recognized culinary institution is desirable. Implement strategies to reduce food waste and enhance overall kitchen…

Commercial Roofing Field Supervisor- Villa Park, IL

Company: NATIONS ROOF LLC

Location: Villa Park, IL

Posted Jun 23, 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.

Registered Nurse Operations Coordinator Neurosurgery Full Time Days

Company: Northwestern Medicine

Location: Chicago, IL

Posted Jun 21, 2025

Current license as a Registered Professional Nurse or eligible in the State of Illinois. Supervise and direct the office’s front-line clinical and clerical…

Handyman/Drywall

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Jun 21, 2025

Your own iPad and technology support for using our state-of-the-art internal system, ServiceTitan. An office team that answers all calls and helps you take care…

Lamination Machine Operator - 2nd Shift w/ shift differential $$$

Company: PAXXUS

Location: Addison, IL

Posted Jun 23, 2025

Experience operating lamination equipment in a manufacturing facility. Ability to read user manuals and complete documentation in English.

Carpenter / Home Improvement Specialist

Company: Mr. Handyman

Location: Chicago Ridge, IL

Posted Jun 23, 2025

Own your own professional grade tools for a large variety of jobs. The pay range for this position is $32 to $36+/hr and is dependent on your experience as a…

Shinola Retail Sales Associate - Oak Brook - PT

Company: Shinola- Retail

Location: Oak Brook, IL

Posted Jun 21, 2025

Show hospitality to your team members and guests alike. Connect guests with product meant to be lived in, well loved, and worn out.

District Sales Manager-Joint Care

Company: Fidia Pharma USA

Location: Chicago, IL

Posted Jun 23, 2025

Must hold a valid driver’s license and clean driving record. A bachelor’s degree in business, marketing, or a related field from an accredited college or…

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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