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.

BI Analyst

Company: Solina Group

Location: Chicago, IL

Posted Jul 25, 2025

Excellent communication skills to collaborate with technical and non-technical stakeholders. 5+ years of experience in BI, Data Engineering, or a related field.

Senior Digital Marketing Analyst

Company: Mabbly

Location: Chicago, IL

Posted Jul 25, 2025

Lead monthly reporting calls; your dashboards make CEOs nod. Geek out on new AI tools. Mabbly is a full‑service digital marketing and branding agency offering…

Residential Renovation Crew (Fix & Flip / New Construction)

Company: Crawford Construction Corp

Location: Chicago, IL

Posted Jul 25, 2025

Reliable crew with tools, transport, and availability. Must be licensed and skilled in at least one of the core trades above. Paid weekly via direct deposit.

CHICAGO Sports Performance Chef

Company: Pro-Eats LLC/ Chefs for Athletes

Location: Chicago, IL

Posted Jul 25, 2025

_*No resumes reviewed without food portfolio or professional social media links.*_. Flexibility with schedule, menu and recipe development, familiarity with…

Blacksmith & Welder (Skokie)

Company: Chicago Transit Authority

Location: Skokie, IL

Posted Jul 25, 2025

Required to possess the knowledge and skills necessary to use power operated and hand tools including mechanical cutting machines, hydraulic press and…

CNC Machinist/ Programmer

Company: Finzer Roller Inc

Location: Chicago, IL

Posted Jul 25, 2025

Read and interpret blueprints and technical drawings. Ability to interpret blueprints and technical drawings. Repair steel or aluminum cores using CNC lathes.

Project Manager Engineering

Company: CONAGRA

Location: Chicago, IL

Posted Jul 25, 2025

Have external interactions with, but not limited to, equipment vendors, construction contractors, engineering services contractors, local / state / federal…

HVAC Field Service Technician-Willowbrook, IL

Company: Trane Technologies

Location: Willowbrook, IL

Posted Jul 25, 2025

Must possess a valid driver’s license for a minimum of 12 months, with no major or frequent traffic violations including, but not limited to:

Sous Chef

Company: Café Ba-Ba-Reeba!

Location: Chicago, IL

Posted Jul 25, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

State Medicaid Project Manager

Company: NTT DATA

Location: Chicago, IL

Posted Jul 25, 2025

Ability to develop, maintain, review, and manage project plans, communication plans, risk logs, issue logs, and other deliverables essential to effective…

Senior Accountant

Company: Geosyntec Consultants, Inc.

Location: Chicago, IL

Posted Jul 25, 2025

Maintain account analysis to support the activity in selected general ledger accounts as documented in the Accounting Policies and Procedures Manual; record any…

Armed Security Guard

Company: LEGION SECURITY CONSULTANTS INC

Location: Chicago, IL

Posted Jul 25, 2025

Ability to operate surveillance equipment. Report on daily activities and any security incidents. Strong understanding of public safety and security procedures.

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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