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.

Field Service Technician

Company: Cornerstone Building Brands

Location: Chicago, IL

Posted Sep 08, 2025

Document information gathered in the field regarding operational and design deficiencies. Perform field repairs, glass replacements, operational adjustments and…

Power BI Analyst

Company: Machine Solution Providers, Inc.

Location: Downers Grove, IL

Posted Sep 08, 2025

Bachelor's degree in computer science, engineering, data science, or a related field; or equivalent work experience. Develop and maintain Power BI reports.

Retail Leasing Associate

Company: Bridge33 Capital

Location: Chicago, IL

Posted Sep 09, 2025

A minimum of 1-2 years’ leasing experience in a retail leasing or marketing role in commercial real estate; property management or related field.

Network Analyst - Security and Compliance

Company: Illinois Municipal Retirement Fund (IMRF)

Location: Oak Brook, IL

Posted Sep 08, 2025

1+ year experience working with enterprise security tools and technologies. Currently certified in GSOC OR CompTIA Security+ OR CompTIA CySA+ OR similar…

Welder

Company: OPW

Location: Skokie, IL

Posted Sep 07, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Sr. Manager Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Sep 09, 2025

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

Pharmacist

Company: Lawndale Christian Health Center

Location: Chicago, IL

Posted Sep 08, 2025

Licensure: Registered pharmacist in good standing in the state of Illinois. Complies with all state and federal pharmacy practice laws, HIPAA, OSHA and JCAHO…

Floor Technician/Housekeeper

Company: Northbrook Health and Rehab

Location: Northbrook, IL

Posted Sep 08, 2025

Dress in appropriate uniform and be at appointed workstation promptly when the shift starts and work consistently until the shift ends.

Senior Manager, Software Engineering, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Sep 08, 2025

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

Executive Chef (Earn up to $100k+/yr + Bonus Structure)

Company: Bavette's

Location: Chicago, IL

Posted Sep 09, 2025

Review and maintain store financials daily, including tracking food costs, and work with the General Manager to manage comps, expenses, labor, and overall…

Executive Chef

Company: Aramark

Location: Chicago, IL

Posted Sep 09, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

Information Security Systems Analyst 25-E-05

Company: Illinois Attorney General (IL)

Location: Chicago, IL

Posted Sep 07, 2025

This position requires a bachelor’s degree, preferably in Computer Science, Information Systems, Cybersecurity, or a related technical field, and a minimum of 1…

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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