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.

Grinder/Machine Operator

Company: Tool Steel Service

Location: Bridgeview, IL

Posted Aug 15, 2025

Light computer entry for processing orders. Machine Operators: run machines (grinding, sawing, milling equipment) to process steel products to meet customer…

Plumber II

Company: Insight

Location: Chicago, IL

Posted Aug 15, 2025

This position is expected to work across trade disciplines to and including but not limited to the following; repair and maintenance of mechanical and…

Staff Accountant

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Aug 15, 2025

Bachelor’s degree in accounting, or related field is required. Prepares monthly balance sheets, income statements, and statement of cash flows.

Utilization Reviewer PRN-Behavioral Health Services

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 15, 2025

Responsible for utilization review calls within BHS, including precertification, continued stay review, discharge reviews, and retrospective reviews and appeals…

Armed Security Officer/Driver

Company: Kates Detective Agency

Location: Chicago, IL

Posted Aug 15, 2025

Remain in compliance with local, state, and federal regulations. This position involves patrolling client properties, ensuring safety, and driving company…

Pre-Kindergarten Long Term Substitute Teacher - 2025/2026 School Year (Donoghue Campus)

Company: University of Chicago Charter School

Location: Chicago, IL

Posted Aug 15, 2025

Applicant should have a Bachelor’s degree in education and state certification; at least 2 years of urban teaching experience in related field; and proven…

Building Service Supervisor

Company: University of Illinois

Location: Chicago, IL

Posted Aug 15, 2025

Supervise operations and activities of all custodial personnel engaged in cleaning and maintaining campus housing facilities for residents, guests and…

Pharmacist (Retail)

Company: Rush University Medical Center

Location: Chicago, IL

Posted Aug 15, 2025

Appropriately documents in Epic all interventions, checking of patient’s own medication, vancomycin/aminoglycoside consultation, patient education (i.e.…

LBS1 Special Education Teacher

Company: School of Expressive Arts and Learning

Location: Lombard, IL

Posted Aug 15, 2025

Curriculum includes a combination of functional academic learning, daily living skills, and pre-vocational programming that is individualized based on student…

Pro Sales Associate - Chicago Metro

Company: Behr Paint Company

Location: Chicago, IL

Posted Aug 15, 2025

When an outside rep sends a contractor to you for paint, you will roll out the red carpet by collaborating with them to get exactly the right products for their…

Presentation Designer

Company: Rise

Location: Chicago, IL

Posted Aug 15, 2025

0–2 years of professional experience in visual design, presentation design, or a related creative field. You’ll work closely with strategists, planners, and…

Junior Sushi Chef

Company: Grain + Sea

Location: Chicago, IL

Posted Aug 15, 2025

Grain + Sea* is a modern, buffet-style sushi restaurant where guests build their perfect sushi box and pay by weight. Free staff meal during shift.

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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