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.

Senior Customer Engagement Representative

Company: JCC Chicago

Location: Chicago, IL

Posted Oct 01, 2025

Supervise all aspects of front desk/front office operations, including all cash handling, ordering, and staff hiring/ coaching/evaluation.

Creative Graphic Designer

Company: Novonesis

Location: Glenview, IL

Posted Oct 01, 2025

This position supports Microbiome Labs, a subsidiary of Novonesis's Human Health Biosolutions division, and calls for a designer with a keen understanding of…

Graphic Designer

Company: Nexstar Broadcasting

Location: Chicago, IL

Posted Oct 01, 2025

Design related duties such as but not limited to: photo editing, print design, presentation design, large format design, environmental design, projection map…

Custodial Worker

Company: Express 11 INC.

Location: Chicago, IL

Posted Oct 01, 2025

Express 11 Janitorial and Maintenance is looking for additional members to their team! We are a maintenance and janitorial company in the Chicago area. We are…

Client Services Representative

Company: PAYLOCITY CORPORATION

Location: Schaumburg, IL

Posted Oct 01, 2025

As the Account Manager, I play a pivotal role in resolving client payroll and HR system challenges while fostering exceptional customer relationships through…

Data Analyst - REMOTE

Company: ACLIVITI Consulting Group LLC

Location: Chicago, IL

Posted Oct 01, 2025

Excellent communication skills; ability to translate analytics into actionable insights for both technical and non-technical stakeholders.

Armed Security Officer 2nd & 3rd Shift (Position located in Niles, IL)

Company: Advanced Security Solutions Inc.

Location: Skokie, IL

Posted Oct 01, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Marketing Manager

Company: CodeHS

Location: Chicago, IL

Posted Oct 01, 2025

Experience working with design tools or collaborating with designers (Canva, Figma, or similar). As the Marketing Manager, you will own and drive a broad range…

New Home Sales Assistant - Highland Park, CA

Company: Smart Staffing Solutions

Location: Highland Park, IL

Posted Oct 01, 2025

The New Home Sales Assistant role is more than greeting guests — it’s about creating a welcoming experience and building trust.

Customer Service Coordinator

Company: Northwestern Medicine

Location: Chicago, IL

Posted Oct 01, 2025

Politely and promptly answers and appropriately triages department telephone calls. Typical duties may include monitoring of daily operations, appointment…

Armed Security Officer 2nd & 3rd Shift (Niles, IL)

Company: Advanced Security Solutions Inc.

Location: Niles, IL

Posted Oct 01, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Pharmacist

Company: RML Specialty Hospital

Location: Chicago, IL

Posted Oct 01, 2025

Remains current with developments in the field of pharmacy and ensures the enhancement of personal knowledge and skills by participating in seminars, in-…

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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