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 Network Analyst - Security and Compliance

Company: Illinois Municipal Retirement Fund (IMRF)

Location: Oak Brook, IL

Posted Aug 18, 2025

Lead cybersecurity projects and POCs with the upgrades and implementation of new security tools and technologies. 35-hour base work week, Monday-Friday.

Accountant

Company: CBRE

Location: Chicago, IL

Posted Aug 18, 2025

Record and organize incoming cash transactions, making sure it aligns with financial records. A comprehensive understanding of a range of processes, procedures,…

PR and Influence Manager

Company: Mars

Location: Chicago, IL

Posted Aug 18, 2025

Discuss contracts with influencers and agents to ensure we are paying a fair price, benchmarked against previous campaigns for consistency.

Associate Information Security Analyst

Company: Beyond Finance

Location: Chicago, IL

Posted Aug 18, 2025

A minimum of 2 years of experience in a cybersecurity or IT role, or a recent college graduate with a degree in a relevant field.

HVAC Commercial/Industrial Services Sales Representative

Company: Admiral Heating and Ventilating

Location: Hillside, IL

Posted Aug 18, 2025

Valid driver’s license and reliable transportation. Identify and pursue new PMA (preventative maintenance agreement) opportunities with facility managers,…

Staff Accountant

Company: Instone

Location: Alsip, IL

Posted Aug 18, 2025

Manage *cash application* for customer payments. The Staff Accountant will play a crucial role in maintaining accurate financial records and ensuring compliance…

PAINTER

Company: Cook County Health & Hospitals System

Location: Chicago, IL

Posted Aug 18, 2025

A copy of a valid State ID Card or Driver’s License which identifies the holder of the ID as a Veteran, may also be attached to the application at time of…

Patient Entry Team Member

Company: Chicago Cosmetic Surgery and Dermatology

Location: Chicago, IL

Posted Aug 18, 2025

Scans driver's license/photo identification and both sides of insurance card(s), verify current information on file is accurate and up-to-date.

Drain Cleaner

Company: All City Environmental Services

Location: Chicago, IL

Posted Aug 18, 2025

Valid driver’s license with a clean driving record. This hands-on role uses tools like hydro jetters, mechanical drain cleaners, and video inspection equipment…

Janitorial / Housekeeping - 1st Shift - Chicago Racine

Company: OSI - Chicago (R)

Location: Chicago, IL

Posted Aug 18, 2025

Clean (and stock for paper and plastic products) kitchens and labs, bathrooms, locker rooms, break rooms, entry ways and hall ways, laundry and frock rooms, and…

Senior Business / Product Analyst

Company: Ryan Specialty

Location: Chicago, IL

Posted Aug 18, 2025

Heavily engaged in understanding and driving the required functionality of our digital distribution platforms as well as other peripheral systems.

Security Guard

Company: Brookdale Senior Living Inc.

Location: Chicago, IL

Posted Aug 18, 2025

Transportation of residents, associate must have a valid driver’s license. Responds to questions, directs calls, or takes messages as appropriate.

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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