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.

Transporation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Peoria, IL

Posted Jul 14, 2025

View Details Apply on usajobs.gov

RN REGISTERED NURSES

Company: Park View

Location: Chicago, IL

Posted Jul 14, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

View Details Apply on SimplyHired

Customer Service Representative

Company: Lawson Products

Location: Chicago, IL

Posted Jul 14, 2025

Responds to a minimum of 40 calls per day in an inbound call center. Possesses entry-level problem solving kills. High School Diploma or GED.

View Details Apply on SimplyHired

Physician (Staff Pathologist)

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois

Posted Jul 14, 2025

View Details Apply on usajobs.gov

Housekeeping Aid Supervisor

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois

Posted Jul 14, 2025

View Details Apply on usajobs.gov

Senior Accountant/Bookkeeper

Company: STANLEY ZILBER & ASSOCIATES, PC

Location: Chicago, IL

Posted Jul 14, 2025

We are seeking a detail-oriented and experienced Senior Accountant/Bookkeeper. The ideal candidate will possess a strong background in Construction Accounting…

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Residential Lead Painter / Project Manager

Company: Classet

Location: Chicago, IL

Posted Jul 14, 2025

5+ years of management experience in a residential painting, construction, or drywall field. We offer customers everything they need in a painting contractor,…

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Copywriter HYBRID — FULL-TIMECHICAGO

Company: Edelman

Location: Chicago, IL

Posted Jul 14, 2025

High-level concepting, tactical program ideation and copywriting for a wide range of brand experiences, social content and marketing deliverables that generate…

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Accountant

Company: Corporate Leadership Center, NFP

Location: Chicago, IL

Posted Jul 14, 2025

Assist with the annual audit, including preparing supporting information, answering questions and reviewing annual reports and Form 990.

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Registered Nurse- FT/PT PM Shift Only!

Company: Pearl of Montclare

Location: Elmwood Park, IL

Posted Jul 14, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Join The Pearl of Montclare!

View Details Apply on SimplyHired
relocation assistance full time be or bc

Gastroenterologist Opportunity – Established Group in Chicago

Company: RosmanSearch

Location: Chicago, Illinois

Posted Jul 14, 2025

View Details Apply on healthecareers.com

Associate Manager, Investment, Search

Company: Rise

Location: Chicago, IL

Posted Jul 14, 2025

Collaborate with leadership and peers to develop solutions that will enhance our operational efficiency, tools, and systems, and improve current workflows.

View Details Apply on SimplyHired

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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