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.

Reconstruction Worker

Company: PuroClean Disaster Mitigation of Palos Hills

Location: Alsip, IL

Posted Jul 08, 2025

Must be able to use basic hand tools, such as a screwdriver, wrench, hammer crowbar, and power tools. Operate tools and equipment safely and efficiently.

Federales Fulton - Door Security

Company: Four Corners

Location: Chicago, IL

Posted Jul 08, 2025

50% discount on food + beverage at all 4C locations. Employee events and volunteer opportunities. Bar Security/Door position for a talented and dynamic…

Overnight Security Guard

Company: KH Security Inc.

Location: Chicago, IL

Posted Jul 08, 2025

*Must have your own vehicle. *Must have a valid Perc Card and 20 hours training certificate*. KH Security Inc. provides best in class security services for…

Campus Safety Officer - FT 1:30 pm - 10:00 pm

Company: Oak Park and River Forest High School

Location: Oak Park, IL

Posted Jul 08, 2025

E. Good physical condition; able to run, stand for long periods of time, and run up stairs quickly in responding to calls for assistance.

Marketing Graphic Designer

Company: Oak Park Park District

Location: Oak Park, IL

Posted Jul 08, 2025

Associate or bachelor’s degree in graphic design, Communications, Marketing, Electronic Media/Fine Arts, Digital Media, or related field.

Culinary Director

Company: Soul & Smoke

Location: Chicago, IL

Posted Jul 08, 2025

Driver’s license is strongly preferred. This role partners with the Chef, office team, and kitchen staff to maintain high standards while driving efficiency and…

Employee Service Center Representative - Chicago

Company: MSG Entertainment Holdings, LLC

Location: Chicago, IL

Posted Jul 08, 2025

Act as the primary point of contact for employee inquiries, handling communications via phone calls, in person interactions, and ticketing system, while…

Marketing Manager JN -072025-162685

Company: Goodwin Recruiting

Location: Chicago, IL

Posted Jul 08, 2025

Lead social media strategy: content planning, copywriting, publishing, boosting posts, community engagement, and performance tracking.

Local Sous Chef

Company: HSG

Location: Elmhurst, IL

Posted Jul 08, 2025

Monitor food quality, presentation, and portion control to meet guest expectations. Assist with training new kitchen staff on kitchen procedures, safety…

Insulation Technician-Independent Contractor

Company: Green Attic Insulation

Location: Mount Prospect, IL

Posted Jul 08, 2025

Reliable transportation and valid driver's license. Operate and maintain insulation equipment and tools. Familiarity with tools and machinery used in insulation…

Staff Accountant

Company: Windfall Group

Location: Oak Brook, IL

Posted Jul 08, 2025

Associate’s or Bachelor’s degree in Accounting, Finance, or related field. Work with property managers and construction teams to ensure invoice accuracy and…

Janitorial Working Supervisor - (ACH)

Company: GDI Services Inc US

Location: Alsip, IL

Posted Jul 08, 2025

Cleaning restrooms, break-rooms, common areas, dusting and trash removal. Respond quickly and appropriately to all customer concerns or complaints.

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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