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.

CAD Program Manager

Company: The Container Store Inc.

Location: Elmhurst, IL

Posted Jul 12, 2025

Bachelor's degree in Engineering, Computer Science, or related field. 4-7 years of experience in CAD program management or related field.

Preschool Assistant Director River North

Company: Kido

Location: Chicago, IL

Posted Jul 12, 2025

Oversee curriculum implementation and ensure licensing compliance. CDA or Bachelor’s degree in Early Childhood or a related field.

Business Data Analyst

Company: Ahold Delhaize USA

Location: Chicago, IL

Posted Jul 12, 2025

Takes the initiative to keep both own knowledge of the eCommerce fulfillment space up to date and to maintain an awareness of developments in the retail and IT…

Public Safety Supervisor (Armed) 3rd Shift

Company: Advocate Aurora Health

Location: Chicago, IL

Posted Jul 12, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responsible for KRA results; provides input to and implements the budget, administers policies…

Flex Security Officer - Open Schedule

Company: Securitas

Location: McCook, IL

Posted Jul 12, 2025

Provide high level of customer service to clients, employees, and guests. Valid Driver's License and clear driving history. Prior security experience a plus.

Sr. Payment Disputes Representative - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jul 12, 2025

Handle and deescalate member and potential member telephone calls concerning disputes (credit, debit, ATM, check & ACH) in an accurate, prompt and courteous…

CNC Machinist- Set Up/Operator

Company: AppleOne

Location: Alsip, IL

Posted Jul 12, 2025

Load tools, molds, and rollers into machines according to specifications. Strong mechanical aptitude with solid troubleshooting ability.

Executive Chef

Company: Viceroy Chicago

Location: Chicago, IL

Posted Jul 12, 2025

A 2-year, 3-year or 4-year culinary degree and at least 5 years of progressive experience in a hotel or a related field. Coordinate all par stock levels.

Welder 1/Fabrication

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted Jul 12, 2025

Minimum of 1 year of manufacturing experience. Give finished tank an inspection to ensure tank meets customer visual requirements, i.e. weld spatter removed,…

Executive Sous Chef | Full-Time | McCormick Place Convention Center

Company: Oak View Group

Location: Chicago, IL

Posted Jul 13, 2025

Continually manage, monitor and seek labor efficiencies to reduce costs, improve product output and enhance overall guest experience.

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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