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.

Grant Accountant

Company: Garrett-Evangelical Theological Seminary

Location: Evanston, IL

Posted Jun 05, 2025

Bachelor’s degree in accounting or related field. The Grant Accountant assists with all business office transactions related to the School’s grant activities…

Senior Lead Software Engineer, Back End

Company: Capital One

Location: Chicago, IL

Posted Jun 05, 2025

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

CUSTOMER SVC/CLERK

Company: Mariano's

Location: Chicago, IL

Posted Jun 05, 2025

Oversee front end operations to meet or exceed sales, profit and labor goals through effective cost control, labor efficiencies, excellent service and shrink…

Senior, Software Engineer, Backend (Java)

Company: Capital One

Location: Chicago, IL

Posted Jun 05, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Graphic Designer

Company: AlphaGraphics - US715

Location: Chicago, IL

Posted Jun 06, 2025

Help create content for company's social media and maintain the assets for the social media platforms. Create designs, concepts, and sample layouts, based on…

Executive Driver and Executive Security Coordinator

Company: Northern Trust Corp.

Location: Chicago, IL

Posted Jun 05, 2025

Ability to safely drive a motor vehicle and valid driver’s license are required. Knowledge of city and suburban routes usually acquired through driving…

Scenery Carpenter

Company: OneWorld Rental - Global Technology Hire

Location: Chicago, IL

Posted Jun 05, 2025

Valid driver’s license and/or access to a vehicle. Ability to read and follow technical drawings and construction plans.

Hardware and Software Technician

Company: Ace Computers

Location: Des Plaines, IL

Posted Jun 05, 2025

Ace Computers is seeking a highly skilled Computer Hardware and Software Technician with strong hardware troubleshooting capabilities and experience using…

Business Information Security Analyst

Company: Kemper

Location: Chicago, IL

Posted Jun 06, 2025

Globally recognized certification in the field of information security such as CISSP or CRISC. Exposure to risk and security frameworks and knowledge of risk…

CDL A Dedicated Truck Driver

Company: Riverside Transport

Location: Chicago, IL

Posted Jun 05, 2025

SAP drivers not eligible for hire. 2023-2025 trucks with newer models available in certain hiring areas while supplies last. At least 22 years of age.

Thermoforming - Process Technician

Company: Pactiv Evergreen

Location: Bridgeview, IL

Posted Jun 05, 2025

Two or four year technical degree or certification. Partner with plant Training Coordinator to develop and conduct training programs for line operators and…

Special Education Teacher LBS1

Company: Jewish Child and Family Services/dba Jewish Child and Family

Location: Chicago, IL

Posted Jun 06, 2025

Must be certified by ISBE as a Special Education *Teacher; LBS1/Type 10 certification*. Develop and implement individualized curriculum and therapeutic…

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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