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.

Machine Sorting Operator

Company: RIFAST Systems LLC

Location: Lincolnwood, IL

Posted Aug 12, 2025

Has an understanding of hand tools and is capable of using them. Experience using basic hand tools is required. Maintain a clean and organized department.

Janitor

Company: Evergreen Real Estate Services Llc

Location: Evanston, IL

Posted Aug 12, 2025

Conducts all business in accordance with company policies and procedures, state and federal laws; eg, OSHA, ADA, Fair Housing, etc.

Sales Associate

Company: Club Pilates

Location: Chicago, IL

Posted Aug 12, 2025

Be the welcoming face of the studio—greet clients with warmth and professionalism. Drive sales through genuine, values-driven conversations.

Data Operations Analyst

Company: Witness Investment

Location: Chicago, IL

Posted Aug 12, 2025

Bachelor’s degree in Business, Finance, Data Analytics, Information Systems, Real Estate or a related field. *System Integration*: Support the integration and…

Manager Marketing

Company: Walgreens

Location: Chicago, IL

Posted Aug 12, 2025

Willing to travel up to 10% of the time for business purposes (within state and out of state). Experience providing customer service to internal and external…

Head of Enterprise Architecture

Company: CohnReznick

Location: Chicago, IL

Posted Aug 12, 2025

Bachelor’s degree in computer science, Information Systems, or related field; Master’s preferred. The Head of Enterprise Architecture will lead the strategic…

Chef de Cuisine - Ketel One Club - United Center

Company: Levy Sector

Location: Chicago, IL

Posted Aug 12, 2025

Holiday Time Off (varies by site/state). Associates may also be eligible for paid and/or unpaid time off benefits in accordance with applicable federal, state,…

Welder - MIG

Company: LaborPRO Staffing

Location: Elk Grove Village, IL

Posted Aug 12, 2025

Ability to read and interpret technical documents and drawings. The successful candidate will be responsible for welding various metal components according to…

Security Guard - University Police

Company: University of Illinois

Location: Chicago, IL

Posted Aug 12, 2025

Be prepared to follow emergency procedures relating to fire alarms/drills, utility/equipment failures, disaster calls or drills, securing medical assistance and…

Lead Pharmacist (PBM) Consultant

Company: Mercer

Location: Chicago, IL

Posted Aug 12, 2025

Act as the lead strategic pharmacy advisor for a group of select mid-market and national accounts, managing overall service delivery, strategy, financial…

1st Shift Assembly Machine Operator

Company: EJOT ATF, LP

Location: Lincolnwood, IL

Posted Aug 12, 2025

Hands on mechanical skill set. Ability to work with machine sensors. EJOT ATF, LP looking for a 1st Shift Assembly Machine Operator.

Commercial HVAC/R Service Technician

Company: Helios Commercial Service Partners

Location: Des Plaines, IL

Posted Aug 12, 2025

Keep your van stocked and your tools sharp. Diagnose, repair, and calibrate commercial HVAC/R systems. Invest in your skills through training and certifications…

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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