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.

$2,000 Sign on bonus Teacher in Training

Company: Specialized Education Services

Location: Chicago, IL

Posted Aug 01, 2025

Bachelor’s degree from an accredited institution of higher learning; valid teaching certification preferred. Conduct frequent and appropriate assessments, use…

Service Technician/Machinist

Company: Goulds Pumps IPG LLC

Location: Chicago, IL

Posted Aug 01, 2025

Building on centuries of pump design experience, PRO Services provides an array of services focuses on reducing equipment total cost of ownership and increasing…

Regional CDL A Truck Driver

Company: Zeller Transportation

Location: Chicago, IL

Posted Aug 01, 2025

Let us help fuel your career growth as a Regional CDL-A truck driver with Zeller! Right now, we have regional truck driver opportunities open with high earning…

Per Diem Pharmacist

Company: Avita Care Solutions

Location: Chicago, IL

Posted Aug 01, 2025

The Per Diem Pharmacist appropriately dispenses prescribed drugs, handles incoming physician calls, logs data into the computer, performs Rx workflow processing…

CDL A Company Truck Driver Regional

Company: Go-To Transport, Inc

Location: Chicago, IL

Posted Aug 01, 2025

Must have CDL A license. Clean driving record , no more than 1 accident in last 12 months, no more than 3 in the last 36 months. $10,000 life insurance policy.

Senior Associate Brand Manager - Goodnites®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Aug 01, 2025

Diverse income protection insurance options to protect yourself and your family in case of illness, injury, or other unexpected events. In this role, you will:

Inpatient Pharmacist Registry

Company: Loyola University Health System

Location: Maywood, IL

Posted Aug 01, 2025

Clinical staff pharmacists provide pharmaceutical care services to all patients of the hospital including, but not limited to, oversight, monitoring,…

Sales & Production Assistant - Large Retail Customers

Company: MACVAD USA

Location: Lincolnwood, IL

Posted Aug 01, 2025

A full driver’s license is required. Our ideal candidate would be someone with experience working for wholesalers, sourcing agents or large retailers.

Growth Analyst

Company: The Parking Spot

Location: Chicago, IL

Posted Aug 01, 2025

Our Growth Analyst will play a key role collaborating across departments to pursue and drive growth opportunities by translating our rich event data into value…

Growth Analyst

Company: The Parking Spot

Location: Chicago, IL

Posted Aug 01, 2025

Our Growth Analyst will play a key role collaborating across departments to pursue and drive growth opportunities by translating our rich event data into value…

Senior Accountant (Contract)

Company: BG Staffing - BG Multifamily

Location: Chicago, IL

Posted Aug 01, 2025

Proven experience in cash management, double entry bookkeeping, corporate accounting, and budgeting. Manage cash flow and perform cash management activities to…

Sous Chef

Company: Hornblower

Location: Chicago, IL

Posted Aug 01, 2025

Additionally, as a federal, state, and local contractor, Hornblower complies with government regulations, including affirmative action responsibilities for…

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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