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.

Licensed Plumber

Company: Tri-State Water, Power & Air

Location: Chicago, IL

Posted Jun 11, 2025

Respond promptly to emergency calls. Collaborate with contractors on new builds and renovations. All-Inclusive Support: Company truck, fuel, uniforms, tool…

Software Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Jun 11, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

SOX Governance Analyst - Global Financial Controls

Company: Northern Trust Corp.

Location: Chicago, IL

Posted Jun 11, 2025

Assist in developing regular presentations to Management and Audit Committee on relevant topics. Communicate with partners at all levels, developing and…

Senior Rails Engineer

Company: HAAS Alert

Location: Chicago, IL

Posted Jun 11, 2025

Collaborate with cross-functional teams to define, design, and ship new features. Strong understanding of software architecture, design patterns, and testing…

Manager, Chapter Advancement

Company: American Massage Therapy Association

Location: Evanston, IL

Posted Jun 11, 2025

The Chapter Advancement Manager plays a vital role in supporting the success of AMTA chapter volunteer operations through strategic development, instructional…

Machine Learning Engineer - AI Trainer

Company: DataAnnotation

Location: Addison, IL

Posted Jun 11, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

Residential Electrician

Company: Precision Today

Location: Chicago, IL

Posted Jun 11, 2025

Can pass the Federal background and drug screen; a clean driving record and current driver’s license are ALL a must (Please do not apply if any of these are…

Traveling Project Superintendent

Company: International Contractors Inc.

Location: Oakbrook Terrace, IL

Posted Jun 11, 2025

Must have a valid driver’s license. Maintaining a safe work site by implementing good housekeeping regulations and safety requirements, enforcing safe work…

Lead Graphic Designer

Company: New Home Star

Location: Elmhurst, IL

Posted Jun 11, 2025

3–5 years of professional graphic design experience in an agency or in-house setting. Mentor, support, and guide Junior Graphic Designers in their technical and…

Construction Laborer

Company: Structural

Location: Schiller Park, IL

Posted Jun 11, 2025

Employees must provide their own reliable transportation to travel to and from job sites. Candidates should have experience working in Industrial Plants and…

Furniture Maker /Woodworker

Company: MillerKnoll

Location: McCook, IL

Posted Jun 11, 2025

Electrical tools: Router, screw driver, sander. Proficient using equipment and hand tools such: Must have the ability to read and comprehend furniture drawings,…

Staff Accountant (Costing)

Company: Handi-foil Corp

Location: Wheeling, IL

Posted Jun 11, 2025

2+ years of experience in Accounting field. Conducting cost and pricing analysis and preparing management reports. Assist with maintaining Costing Templates.

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