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.

Production Designer

Company: The AZEK Company

Location: Chicago, IL

Posted Aug 19, 2025

They will follow design direction and create original layouts, adapt feedback into design updates, and prepare final files for delivery working directly with…

Graphic Designer

Company: Oetee

Location: Chicago, IL

Posted Aug 19, 2025

Strong understanding of graphic design principles including layout design, color management, typography, and visual design.

Principal, Innovation & Automation

Company: Options Clearing Corporation

Location: Chicago, IL

Posted Aug 19, 2025

Define and implement infrastructure design standards, reference architectures, and roadmaps that align with enterprise strategies. Master’s degree is a plus.

Mid-Market Solutions Engineer

Company: Flock Safety

Location: Chicago, IL

Posted Aug 19, 2025

Engineers may find themselves in coding interviews or architecture discussions, sales roles may present mock discovery calls, and leadership roles may craft 90…

Retail Media Strategy Lead

Company: Kimberly-Clark

Location: Chicago, IL

Posted Aug 19, 2025

Responsible for paid search (and associated optimizations) across retailers by brand, leveraging analytic tools to maximize Retail Search performance across…

Special Education Teacher- Therapeutic Day School Autism

Company: Soaring Eagle Academy

Location: Lombard, IL

Posted Aug 19, 2025

Supervision/mentoring by a DIR® Trainer with extensive experience in autism, curriculum development/implementation, developmental language model and DIR®…

Concrete Finisher

Company: Alpha Labor

Location: Chicago, IL

Posted Aug 19, 2025

Need for experienced traveling concrete finishers experienced in all aspects of commercial concrete installation. Have prior concrete construction experience.

Housekeeping/Custodial (Commercial and Residential Properties)

Company: Clean Rite Cleaning Services of Chicago Corp.

Location: Chicago, IL

Posted Aug 19, 2025

Must have reliable transportation, valid driver’s license, and proof of car insurance. The ideal candidate should have relevant cleaning experience, uphold high…

CDL A Owner Operator - Home Weekends

Company: Continuum Transportation Services

Location: Chicago, IL

Posted Aug 19, 2025

All splits and driver waiting/detention paid in addition to round trip. Must have valid Medical Cert. Home Nightly – Yes (If can/willing to stay in truck is a…

Solutions Architect, ENT US Travel & Hospitality

Company: Amazon Web Services, Inc.

Location: Chicago, IL

Posted Aug 19, 2025

As a part of the role, you will provide exceptional technical design guidance and thought leadership. 2+ years of design, implementation, or consulting in…

Roofing Project Coordinator

Company: Barry Roofing, Inc.

Location: Alsip, IL

Posted Aug 19, 2025

Serve as point of contact for property managers, contractors, city officials, and internal teams. Maintain and manage accurate records and data entry including…

IV Pharmacist

Company: Polaris Pharmacy Services

Location: Des Plaines, IL

Posted Aug 19, 2025

Current Pharmacist license active and in good standing in the State of practice required. As a vital member of the Infusion Pharmacy team, you will conduct…

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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