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.

Facilities Maintenance Technician(WELDER)

Company: Central Transport

Location: Hillside, IL

Posted Aug 19, 2025

*Carpentry *– install floor tiles including ceramic and VCT, repair and hang metal/wood doors, masonry repairs, concrete repairs, drywall, and other trades.

Sr Lead Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Aug 19, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Sous Chef

Company: LSG Sky Chefs

Location: Des Plaines, IL

Posted Aug 19, 2025

Experience: 3–5 years in commercial cooking or completion of a culinary apprenticeship or certification from a recognized culinary school.

Data Analyst - Insurance

Company: WAHVE

Location: Chicago, IL

Posted Aug 19, 2025

Compile and prepare data for customer analysis. *Experience* *working in a data analysis role in the insurance or financial services industry – *_*required*_.

Security Officers/Supervisors - Chicago Printers Row Festival

Company: United Service Companies

Location: Chicago, IL

Posted Aug 20, 2025

Responsibilities include maintaining a welcoming environment for guests, monitoring for suspicious activities, conducting security checks, and reporting…

Lead Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Aug 19, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Tig Welder

Company: Monarch Technical Services

Location: Elk Grove Village, IL

Posted Aug 19, 2025

Read and interpret blueprints, and engineering drawings. Operate power tools and welding equipment. Experience with power tools and various welding equipment.

Senior Marketing Director

Company: Abt

Location: Glenview, IL

Posted Aug 20, 2025

Bachelor's degree in Marketing, Business Administration, or related field; MBA is a plus. The ideal candidate must have a broad background in all types of media…

Flex Security Officer-Downtown Chicago to Lake Forest

Company: P4 Security Solutions

Location: Chicago, IL

Posted Aug 19, 2025

Customer service and front desk reception. Contacting appropriate individuals (site supervisors, field management, etc.) as directed by site post orders or as…

Sales Associate, Paramount Advertising (Chicago)

Company: Paramount

Location: Chicago, IL

Posted Aug 19, 2025

This entry-level position aims to bring in and develop talented young people passionate about media & entertainment, advertising, and serving clients.

Senior Graphic Designer, Pursuit & Creative

Company: Aon Corporation

Location: Chicago, IL

Posted Aug 20, 2025

Bachelor’s degree in a relevant field (e.g., graphic design, advertising design) strongly preferred or 7+ years of professional experience.

Security Agent- Part Time

Company: Breakthru Beverage Group

Location: Cicero, IL

Posted Aug 19, 2025

Bachelor’s degree in related field and/or equivalent training and work experience. While performing the duties of this job, the employee is regularly required…

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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