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.

Sr. Lead Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Jun 20, 2025

Capital One is an equal opportunity employer (EOE, including disability/vet) committed to non-discrimination in compliance with applicable federal, state, and…

Maintenance Mechanic/Electrician

Company: Upper Deck Staffing Pro

Location: Chicago, IL

Posted Jun 20, 2025

Maintain and repair production and facility equipment (mechanical and electrical). Strong troubleshooting skills (electrical & mechanical).

Union HVAC Technician

Company: US AMR-Jones Lang LaSalle Americas, Inc.

Location: Chicago, IL

Posted Jun 20, 2025

Troubleshoot and repair pneumatic, electric, and electronic controls and equipment using proper testing equipment while working from technical drawings and…

Middle School English Teacher

Company: Betty Shabazz International Charter Schools

Location: Chicago, IL

Posted Jun 20, 2025

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

Special Education Teacher

Company: Betty Shabazz International Charter Schools

Location: Chicago, IL

Posted Jun 20, 2025

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

CNC Machine Operator

Company: Integrity Trade Services

Location: Alsip, IL

Posted Jun 20, 2025

Prepare and preset necessary tools for upcoming jobs. Set-up CNC Machines, run parts, perform routine preventative maintenance. 4:00 pm to 12:30 am Mon-Fri.

Ambulatory Registered Nurse - Allergy/Immunology Clinic

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Jun 20, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification.

Bindery/ Folder Operator

Company: Darwill, Inc.

Location: McCook, IL

Posted Jun 20, 2025

Quality Control steps completed accurately. High School degree or equivalent trade school training. Ability to identify inadequate machine operation and make…

Supv Mgr EVS

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jun 20, 2025

12.Assists with managing compliance with the standard universal and disease-specific precautions and the OSHA blood borne pathogen standard; works to comply…

Graphic Designer

Company: Party R Uz

Location: Chicago, IL

Posted Jun 20, 2025

*Valid driver’s license required.*. Proficient with design tools including Adobe Creative Suite and Canva. Deliver excellent customer service by guiding clients…

Senior Marketing Manager

Company: CWF Restoration

Location: Elmhurst, IL

Posted Jun 20, 2025

A proven track record in sales or marketing with a history of delivering results. Collaborate with Customers: Use your sales know-how to help solve customer…

Internal Auditor - Staff

Company: Sims Metal

Location: Chicago, IL

Posted Jun 20, 2025

The Internal Auditor will work closely with the Internal Audit Manager to support the design and delivery of the internal audit plan, monitor the timely…

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.

Related Pages