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.

Maintenance Supervisor

Company: Servitas Management Group, LLC

Location: Chicago, IL

Posted May 27, 2025

During performance of duties, documents and reports items to Management requiring repair or any suspicious or unlawful items around the facility or students,…

ERP Project Manager – PLEX

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted May 28, 2025

A bachelor’s degree in an information systems field, such as CIS, BIS or MIS degree and 5-10 years’ experience as a business analyst, software developer or…

Pharmacist Centralized Services Work From Home - NY

Company: WALGREENS

Location: Deerfield, IL

Posted May 28, 2025

Current Pharmacist license as granted by the appropriate state licensing authority. Willing to travel up to 10% of the time for business purposes (within state…

Senior Project Manager - JOC Projects - Chicago

Company: Michael Page

Location: Chicago, IL

Posted May 28, 2025

Monitor project progress and make necessary adjustments to ensure successful project completion. Maintain accurate project documentation, including project…

Security and Facilities Lead

Company: KITH

Location: Chicago, IL

Posted May 27, 2025

Handles undesired conduct, violations of building policy and civil laws as warranted for the security and safety of guests, employees, patrons, and property.

Metal Stamping Press Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted May 24, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

Project Manager

Company: Keller North America, Inc.

Location: Chicago, IL

Posted May 24, 2025

Assembles proposals which includes performing risk assessment, evaluating opportunities to increase profit, estimating, engineering, technical writing, site…

Data Scientist 1

Company: PayPal

Location: Chicago, IL

Posted May 27, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

MDS Assistant / Restorative Nurse

Company: Aperion Care International

Location: Chicago, IL

Posted May 24, 2025

Current Restorative Nurse certification in accordance with state regulations is preferred. Current CPR certification is required.

Security & Safety Officer - Evening Shift

Company: Loyola University Health System

Location: Berwyn, IL

Posted May 27, 2025

General - Valid Illinois driver's license. Specify Degree(s): Criminal Justice, Law Enforcement, Security Admin, Fire Services or related field.

Machine Operator | 3rd Shift

Company: Verstela

Location: Northlake, IL

Posted May 24, 2025

Maintenance & Troubleshooting: Perform routine maintenance on equipment, troubleshoot issues, and assist in basic repairs to minimize downtime.

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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