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.

Retail Paint Sales Associate - Hinsdale

Company: JC LICHT

Location: Hinsdale, IL

Posted Apr 10, 2025

Answer customer telephone calls promptly and in an appropriate manner per company guidelines. Assist store managers with outside sales calls when necessary.

View Details Apply on SimplyHired

CDL A Local Owner Operator Truck Driver

Company: IMC Logistics

Location: Cicero, IL

Posted Apr 10, 2025

At IMC Logistics, we encourage our CDL-A truck drivers to work hard while also making time for their loved ones. Gross $3,500-$4,500 per week.

View Details Apply on SimplyHired

Digital Marketing Acquisition Manager

Company: KeyBank National Association

Location: Chicago, IL

Posted Apr 09, 2025

Set affiliate marketing strategy for checking and credit cards. Coordinate creative and landing page updates, and providing input on design and strategy.

View Details Apply on SimplyHired
hospital travel travel reimbursement

Travel Nurse RN - Telemetry - $1,601 per week

Company: Travel Nurse Across America Nursing

Location: Chicago, Illinois

Posted Apr 06, 2025

View Details Apply on healthecareers.com

Electrical and Instrumentation Technician

Company: Alsip MiniMill, LLC

Location: Alsip, IL

Posted Apr 04, 2025

Demonstrated competence in heavy industrial continuous-process environment (i.e., oil refinery, chemical plant, power plant, etc.). Life/ADD, STD/LTD Insurance.

View Details Apply on SimplyHired

HVAC Service Tech

Company: American Vintage Home

Location: Evanston, IL

Posted Apr 04, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Diagnose, troubleshoot, and repair HVAC systems, including forced air and…

View Details Apply on SimplyHired

General Laborer

Company: Infinity Remodeling

Location: Lombard, IL

Posted Apr 07, 2025

We specialize in residential remodeling (kitchens, basements) and light commercial remodeling— including interior framing, tiling, light electrical, light…

View Details Apply on SimplyHired

CDL A Independent Contractor

Company: IMC Logistics

Location: Oak Lawn, IL

Posted Apr 10, 2025

Refer your friends to IMC Logistics and get paid! At IMC Logistics, we encourage our CDL-A Independent Contractors to work hard while also making time for their…

View Details Apply on SimplyHired

Journeyman Plumber

Company: Renuity

Location: Bensenville, IL

Posted Apr 08, 2025

Previous technical and trade experience (5+ years). Current and valid Journeyman Plumbing License in Posted State is required. Competitive Pay: $55-60/hr.

View Details Apply on SimplyHired
hospital full time new grad

Travel Physical Therapist - $2,088 per week

Company: TheraEX Staffing Services

Location: East Chicago, Indiana

Posted Apr 06, 2025

View Details Apply on healthecareers.com
travel health savings account life insurance

Travel Cath Lab Technician - $2,434 per week

Company: Host Healthcare

Location: Chicago, Illinois

Posted Apr 05, 2025

View Details Apply on healthecareers.com

Plumber - Residential

Company: American Vintage Home

Location: Evanston, IL

Posted Apr 04, 2025

Valid drivers license with a safe driving record. 2+ years of field experience. Ability to troubleshoot, repair, and collect payment.

View Details Apply on SimplyHired

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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