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.

Local CDL A Driver Night Shift

Company: Central Transport

Location: Chicago Ridge, IL

Posted Oct 03, 2025

This position is a combination of driving with some forklift operation. Experience: 6 Months of recent tractor-trailer experience.

Performance Analyst

Company: The Hartford

Location: Chicago, IL

Posted Oct 03, 2025

Build analytical frameworks by creating and enhancing datasets, developing tools and automating processes to streamline analysis and improve delivery speed and…

Registered Nurse (RN)

Company: The Citadel of Northbrook

Location: Northbrook, IL

Posted Oct 03, 2025

Takes and records residents blood pressure and vital signs, administers catheter care, administers IV therapy to residents as ordered within license limitations…

Male lockerroom attendant (full-time) --Wheaton Sport Center

Company: Wheaton Sport Center

Location: Wheaton, IL

Posted Oct 03, 2025

Maintain indoor/outdoor club cleanliness and safety by performing daily maintenance tasks. Wheaton Sport Center, Chicagoland's premier full service health and…

Entry Level Sales Associate

Company: GLOBAL TALENT NEXUS

Location: Oak Park, IL

Posted Oct 03, 2025

Learn and implement sales scripts, client product information, and promotional strategies. Track and achieve weekly and monthly sales goals.

Registered Nurse (Weekends)

Company: Pearl of Evanston

Location: Evanston, IL

Posted Oct 03, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Current Illinois Nursing License (Required).

Security Field Service Supervisor

Company: GardaWorld Security Services U.S.

Location: Chicago, IL

Posted Oct 03, 2025

Assist in developing staffing schedules, budgets, and payroll. Comprehensive Benefits: Medical, dental, and vision insurance plans, 401(k) with employer…

Executive Chef

Company: Catering by Michaels

Location: Morton Grove, IL

Posted Oct 03, 2025

Strong knowledge of financial management disciplines to include but not limited to P&L, budget design and management, and financial analysis.

Chemical Packager-3rd Shift

Company: Henkel

Location: Chicago, IL

Posted Oct 03, 2025

Financial: 401k matching, employee share plan with voluntary investment and Henkel matching shares, annual performance bonus, service awards and student loan…

Data Analyst Accounts Payable

Company: Saldemar Solutions LLC

Location: Chicago, IL

Posted Oct 03, 2025

The successful candidate will manage data in Oracle Financials and other healthcare systems, responsible for data processing functions including but not limited…

Senior Construction Project Manager - Construction GC - Base Salary to 175/year - Chicago, IL

Company: AllSearch Professional Staffing

Location: Chicago, IL

Posted Oct 03, 2025

BS or MS degree in Engineering, Construction Management, or related field. Mentor and develop junior project management staff and engineers.

Weekend Surveillance Security

Company: GardaWorld Security Services U.S.

Location: Downers Grove, IL

Posted Oct 03, 2025

Control access to secure areas and verify the identities of visitors. A comprehensive benefits package including medical, dental, and vision insurance plans, a…

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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