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.

Service Plumber

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Aug 25, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Lead Software Engineer, Full stack

Company: Capital One

Location: Chicago, IL

Posted Aug 25, 2025

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

Wood Cabinet Assembler

Company: Quality Staffing, Inc.

Location: Bensenville, IL

Posted Aug 25, 2025

Capable of using basic hand tools and small power tools. Are you skilled in using basic hand tools and small power tools?

Seasonal Sales Associate

Company: Nespresso

Location: Chicago, IL

Posted Aug 25, 2025

As the welcoming face of our retail boutique, you will greet customers, offer complimentary coffee tastings, help with boutique operations and provide an…

Customer Service Associate

Company: Star Communications LLC.

Location: Chicago, IL

Posted Aug 25, 2025

Help resolve issues related to orders, accounts, payments, or product use. Accurately record customer interactions in systems like Zendesk or Salesforce.

Class A Commercial Driver

Company: CarMax

Location: Chicago, IL

Posted Aug 25, 2025

Valid state-issued commercial driver’s license Class A (CDL) Required. Except as otherwise required by state law, CarMax Associates are entitled to the…

Nurse Associate - Dermatology & Neurosciences, Full-Time, Days

Company: UChicago Medicine

Location: Chicago, IL

Posted Aug 25, 2025

Must be an actively licensed Registered Nurse in the state of Illinois. Conducts, responds to, follow up on, and triages patient phone calls to the physician as…

Registered Nurse/Ultrasound Tech

Company: Women's Care Center

Location: Chicago, IL

Posted Aug 25, 2025

Our mission is simple: to help pregnant women from our communities choose life for their babies, have healthier pregnancies, become better parents and take…

Sous Chef

Company: Bazaar Meat by Jose Andres

Location: Chicago, IL

Posted Aug 25, 2025

Train and develop kitchen staff; train cooks/kitchen staff in the importance of consistency in preparation and presentation.

CDL-A Company Driver

Company: Dollar General

Location: Chicago, IL

Posted Aug 25, 2025

1+ years CDL A driving experience. Must be 21 years of age. Experience preferred, requirement based on location. Short term and long term disability.

HVAC Service Technician/ Installer

Company: Precision Heating and Cooling

Location: Alsip, IL

Posted Aug 25, 2025

Come and join the area's premier Heating and Air Conditioning contractor. We offer year round work as well as a complete and excellent benefits package.

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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