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.

Truck Driver

Company: Ataman Holding Inc

Location: Chicago, IL

Posted Jul 02, 2025

Follow all traffic laws and safety regulations while driving. Safely operate a pick-up truck to deliver goods to designated locations. CDL class C or A.

Senior Manager, Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Jul 02, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

WEEKEND WOMAN SUPERVISOR

Company: Life Time

Location: Chicago, IL

Posted Jul 02, 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…

HVAC Installer

Company: King Heating, Cooling and Plumbing

Location: Morton Grove, IL

Posted Jul 02, 2025

Familiarity with HVAC wiring diagrams. Respond to emergency install requests. Inspect and perform equipment repairs and replacements.

RN - Home Health-Elmhurst

Company: Aspire Home Health Care

Location: Elmhurst, IL

Posted Jul 02, 2025

Registered Nurse licensed in the state of Illinois. Location:* Generally, within a 20-mile radius of your home or the area you prefer to serve.

Seasonal: Guest Advocate (Cashier), General Merchandise, Inbound (Stocking) (T3221)

Company: Target

Location: Chicago, IL

Posted Jul 02, 2025

Greet and service guests as you complete workload with minimal guest disruption. Follow processes accurately with attention to detail, monitor own progress and…

Full Time Custodians

Company: Indian Springs School District 109

Location: Justice, IL

Posted Jul 02, 2025

The employee is occasionally exposed to wet and/or humid conditions; moving mechanical parts; high, precarious places; fumes or airborne particles; bodily…

Personal Chef

Company: Shef

Location: Chicago, IL

Posted Jul 02, 2025

_Cook from your preferred kitchen, set your own schedule, & turn your passion into your paycheck with Shef!_. Shef’s culinary specialist works closely with you…

Senior Lead Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Jul 02, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Theater Set Designer/Carpenter Position 2025-2026

Company: MUSIC HOUSE, INC

Location: Chicago, IL

Posted Jul 02, 2025

Collaborate on the set design. ~20 hrs of design, planning, budgeting and drawing. Provide rough drawings that will serve as guides to discuss and ensure…

Sales Associate – Part-Time - Bucktown, Chicago

Company: Salomon

Location: Chicago, IL

Posted Jul 02, 2025

With a talent for identifying customer needs and matching them with the perfect products, you excel at driving sales and exceeding targets.

RN - Home Health-Lincoln Square

Company: Aspire Home Health Care

Location: Chicago, IL

Posted Jul 02, 2025

Registered Nurse licensed in the state of Illinois. Location:* Generally, within a 20-mile radius of your home or the area you prefer to serve.

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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