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.

Electrician

Company: Four Seasons Heating And Air Conditioning Llc

Location: Bridgeview, IL

Posted Jul 30, 2025

Requirements: Minimum of 3 years of electrical experience required; should be adept in residential service upgrades and generator installs, as well as have…

Enterprise Product Risk Lifecycle Analyst

Company: paypal

Location: Chicago, IL

Posted Jul 30, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Licensed Customer Service Representative- Insurance Agency

Company: Allstate Insurance - Jackson and Associate Agency

Location: Chicago, IL

Posted Jul 30, 2025

Utilize agency tools and technology to track customer interactions and follow-ups. *Hands-On Training & Licensing Support* (if not already licensed).

Special EDU Teacher

Company: Kaleidoscope Education Solutions

Location: Chicago, IL

Posted Jul 30, 2025

Bachelor's degree in Special Education or related field. Your own personal connection in our office whenever you need support or have questions!

Customer Service Coordinator - Level 2

Company: AVLON INDUSTRIES

Location: Melrose Park, IL

Posted Jul 30, 2025

Associate or bachelor’s degree or equivalent experience. Customer service : 2 years (Required). 2-4 years of experience in customer service, order processing,…

1st shift Electrician

Company: JobSquad Staffing Solutions

Location: Berwyn, IL

Posted Jul 30, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems.

Residential Security Officer MPP

Company: Securatex

Location: Chicago, IL

Posted Jul 30, 2025

The ideal candidate will be experienced in security operations, have strong communication skills, and be able to handle various tasks such as package management…

Manager, Customer Success

Company: Intercom

Location: Chicago, IL

Posted Jul 30, 2025

You will internally influence cross-functional partners to ensure we are driving positive customer outcomes. 2+ years of experience in a leadership role within…

Welder (Madison) 2nd Shift

Company: Hydro, Inc.

Location: Chicago, IL

Posted Jul 30, 2025

Welding certification in 6g, a plus. You will be responsible for setting up and operating a variety of welding equipment, including an electric-welding…

Recruiting Manager (Robert Half Marketing & Creative)

Company: Robert Half

Location: Chicago, IL

Posted Jul 30, 2025

As a Recruiting Manager, your responsibilities will include developing and growing a client base and new business opportunities, introducing our services via…

Helper C Janitor

Company: Waterton

Location: Chicago, IL

Posted Jul 30, 2025

This includes but is not limited to move-out/move-in inspections, electrical, HVAC, plumbing, carpentry, appliance repairs, carpet cleaning, painting, and…

Full-Stack Engineer / .NET and React / On-Site / Wheaton, IL

Company: Motion Recruitment

Location: Chicago, IL

Posted Jul 30, 2025

The engineer will be responsible for implementing new features, resolving technical issues, and ensuring the applications stay current with industry trends.

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.

Related Pages