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.

Carpenter/Laborer

Company: Ferati Remodeling & Construction Inc.

Location: Justice, IL

Posted Jun 10, 2025

Operate *hand tools and power tools* (e.g., saws, drills, nail guns). The ideal candidate will have a strong work ethic and the ability to perform various tasks…

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Cold Header Operator

Company: EJOT ATF, LP

Location: Lincolnwood, IL

Posted Jun 09, 2025

Competent with small hand tools, and all measuring instruments pertinent to cold heading shop; including micrometer, scale, venier caliper.

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dental insurance health insurance life insurance

Advanced Practice Nurse – Nurse Practitioner – Peds/Neonatology (7A.M. - 7P.M.)

Company: Cook County Health

Location: Chicago, Illinois

Posted Jun 08, 2025

View Details Apply on healthecareers.com

General Laborer

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Jun 08, 2025

Knowledge of power tools and industrial machinery is preferred. This may include keeping the worksite clean through the collection of trash, operating power…

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Senior Living Sales and Marketing Director

Company: Andersonville Supportive Living

Location: Chicago, IL

Posted Jun 09, 2025

A. Create and maintain a solid referral base by developing a sustaining relationship with social workers, case managers, and key referral sources.

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Cloud Architect

Company: Fortune Brands

Location: Deerfield, IL

Posted Jun 09, 2025

Cloud Architecture & Strategy: Design, develop, and implement scalable and secure PaaS-based cloud architectures, primarily in Microsoft Azure, with a focus on…

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Special Education Teacher

Company: Parkland Preparatory Academy

Location: Oak Lawn, IL

Posted Jun 09, 2025

Teachers work to design instructional opportunities for students to access state learning standards, achieve IEP goals, BIP goals and transition goals.

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Retail Sales Associate, Key Holder

Company: DXL

Location: Skokie, IL

Posted Jun 10, 2025

Ensure each guest feels welcomed by spending quality time, asking questions in order to learn about his/her needs, preferences and lifestyle.

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Hospice Clinical Nurse Liaison

Company: Moments Hospice

Location: Willowbrook, IL

Posted Jun 09, 2025

Reliable transportation and valid driver's license and auto liability insurance. Must have valid RN license. Work in partnership with BD and clinical leadership…

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Design Manager

Company: Avant Communications LLC

Location: Chicago, IL

Posted Jun 09, 2025

Chicagoland based, this role will oversee three designers that work across digital, print, events and video, and will also serve as an individual contributor in…

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Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Jun 08, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

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Executive Chef

Company: Hotel Lincoln

Location: Chicago, IL

Posted Jun 10, 2025

Observe guest reactions and confer with service staff to ensure guest satisfaction. Knowledge of state and local health and food safety requirements.

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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