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.

Installer/plumber

Company: INSIDE OUT HOME SOLUTIONS LLC

Location: Downers Grove, IL

Posted Sep 25, 2025

Knowledge of plumbing systems; a plumbing license is a significant plus. Troubleshoot and resolve any issues that may arise during installation.

AI Engineer

Company: IFS

Location: Chicago, IL

Posted Sep 25, 2025

You will work across the stack—prompting, tools, retrieval, evaluation, guardrails, and backend services—collaborating closely with product, design, and data…

Lead HVAC Installer

Company: AA Service Co. Heating, Cooling, and Plumbing

Location: Northbrook, IL

Posted Sep 24, 2025

*Fully Stocked Warehouse & Parts Runners:* We ensure you have the tools and support you need to excel, with a fully stocked warehouse and parts runners at your…

Staff Pharmacist (Hourly) - Sam's Club PT - Float

Company: Sam's Club

Location: Cicero, IL

Posted Sep 24, 2025

Pharmacy license (by job entry date). Serve our Customers and Members Makes decisions based reliable information balances short and long-term priorities and…

Manhattan QA Lead

Company: Deloitte

Location: Chicago, IL

Posted Sep 25, 2025

The ideal candidate will have hands-on experience with Manhattan Active WMS, strong technical skills API, WMS Interfaces testing, and a proven track record of…

Water and Fire Restoration/Mitigation: Project Manager

Company: Servpro of Morton Grove/ East Niles

Location: Niles, IL

Posted Sep 24, 2025

Water/Fire Restoration Project Management will consist of managing production jobs from the front end to billing, inclusive of communication with the homeowner…

Senior / Staff Product Engineer / Java / Python / AI / React

Company: Motion Recruitment

Location: Chicago, IL

Posted Sep 25, 2025

Strong Communications skills and ability to translate technical concepts for cross-functional teams. Design, develop, and maintain backend systems.

Executive Chef

Company: Ancho & Agave

Location: Lombard, IL

Posted Sep 24, 2025

Executive Chef responsibilities include but are not limited to creating exceptional culinary experiences for our guests, overseeing the daily operations of the…

Housekeeper Full Time 7:30AM-4PM

Company: Park Place of Elmhurst

Location: Elmhurst, IL

Posted Sep 24, 2025

The housekeeper will perform the day-to-day activities of the Housekeeping Department in accordance with current federal, state, and local standards, guidelines…

Technical AI Instructor and Forward-Deployed Engineer (Specialist Senior)

Company: Deloitte

Location: Chicago, IL

Posted Sep 25, 2025

This role involves teaching technical AI skills, engaging in early-stage engineering work, and incubating innovative products from concept to code.

Customer Experience Data Analyst for Merchant Payment Services

Company: U.S. Bank National Association

Location: Chicago, IL

Posted Sep 25, 2025

Advanced proficiency in Qualtrics (or other CX tools), including the ability to design, build, and manage CX dashboards, apply filters, and generate insights…

Tube Mill Machine Operator- 2nd shift (3+ YEARS EXP REQUIRED)

Company: Upper Deck Staffing

Location: Elk Grove Village, IL

Posted Sep 24, 2025

Help prepare machinery and equipment for operation by setting up components, tools, and materials according to instructions provided by the machine operator 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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