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.

CNC Swiss Machinist (Night Shift)

Company: Vantedge Medical

Location: Wheeling, IL

Posted Sep 18, 2025

We are at the forefront of precision engineering and innovation, specializing in the development and manufacturing of vital components for medical markets such…

Special Education Teacher

Company: Betty Shabazz International Charter Schools

Location: Chicago, IL

Posted Sep 19, 2025

Evidence classroom management practices that fosters respects as well as affirm and inspire students to become self-confident, independent, successful learners,…

Northbrook - Housekeeper

Company: Transforming Age

Location: Northbrook, IL

Posted Sep 18, 2025

CPR and First Aid training may be required per state/local guidelines. Must pass a background check and pre-employment drug screen, may be required to complete…

Cybersecurity Analyst

Company: Delan Associates, Inc

Location: Lemont, IL

Posted Sep 18, 2025

The contractor shall adhere to all policies and procedures of the ANL Computer Protection Program, must not bypass any procedures established to protect data,…

Customer Experience Manager

Company: Flexco

Location: Downers Grove, IL

Posted Sep 18, 2025

Minimum of 8 years of experience in customer experience, customer success, or a related field. Meeting with and/or surveying distributors to assess customer…

Cyber Risk Analyst

Company: Delan Associates, Inc

Location: Lemont, IL

Posted Sep 18, 2025

For the candidate within driving distance of the Lab, there may be rare times to be onsite for in-person meetings, assessments, or presentations.

Graphic Designer

Company: Colliers

Location: Chicago, IL

Posted Sep 18, 2025

Bachelor’s Degree in a relevant field. 4+ years of graphic design experience. Your role at Colliers will be strategic, conceptual, and executional—leveraging…

CNC Operator/Machinist

Company: JM Industries LLC

Location: Chicago Heights, IL

Posted Sep 18, 2025

Plans machining by studying work orders, blueprints, engineering plans, materials specifications, orthographic drawings, reference planes, locations of surfaces…

Head Cook, Full Time

Company: Generations at Regency LLC

Location: Niles, IL

Posted Sep 18, 2025

Maintain a clean, organized and safe kitchen. Strong organizational and multi-tasking skills. HEAD COOK, FULL TIME - Generations at Regency, Niles, Illinois -…

Catalyst Maria Elementary Teacher

Company: Catalyst Schools

Location: Chicago, IL

Posted Sep 18, 2025

Current Professional Educators License in the state of Illinois. Clear evidence of scholar academic growth on IAR, ISA, FastBridge, and curriculum-based…

Solar Foreman / Lead Electrician (Must Have Commercial Solar Experience)

Company: AEON Staffing Group

Location: Chicago, IL

Posted Sep 18, 2025

A valid driver’s license and willingness to travel. Our client, one of the fastest-growing commercial solar engineering, procurement, and construction (EPC)…

Bilingual CSR Mobile Sales Multiple Positions and Locations!

Company: PeopleShare

Location: Chicago, IL

Posted Sep 18, 2025

PeopleShare provides equal opportunities to all employees and applicants for employment without regard to race, religion, color, age, sex, national origin,…

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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