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.

Controller (Construction & Engineering)

Company: V3 Companies Ltd

Location: Chicago, IL

Posted Aug 16, 2025

V3 is a 450-person consulting firm providing planning, design, construction engineering, construction management, and contracting services to an array of…

Graphic Designer

Company: Lettuce Entertain You Restaurants

Location: Chicago, IL

Posted Aug 16, 2025

Create and design digital and physical collateral to support restaurant and company branding in a wide range of media, collaborate on ui/ux design, prepare…

Housekeeping / Janitor Supervisor – Part-Time Hourly

Company: Villa Dubois Guest House

Location: Chicago, IL

Posted Aug 16, 2025

Clean guest rooms and common areas to a high standard. *Must have housekeeping/janitorial experience in hotels, Airbnb, or vacation rentals within the last 5…

Janitor

Company: Plymouth Place Senior Living

Location: La Grange Park, IL

Posted Aug 16, 2025

Comply with applicable federal, state and local laws, rules, and regulations; maintains knowledge of and follows all Plymouth Place policies and procedures.

Truck Driver CDL A Daily

Company: Ryder

Location: Chicago, IL

Posted Aug 16, 2025

Ensuring compliance with applicable federal and/or state laws, regulations, and/or agency rules, standards and guidelines. Minimum 21 years of age.

Unarmed Security Guard- Temporary

Company: Inner Parish Security Corporation

Location: Chicago, IL

Posted Aug 16, 2025

Must be able to obtain the status of license required for the position, either Armed or Unarmed. Documenting nightly operations and filing weekly reports.

Patrol Security Guard - Temp Site

Company: Securitas

Location: Elk Grove Village, IL

Posted Aug 16, 2025

Valid Driver's License with clean driving record. Support the implementation of data protection policies and best practices. 18 years of age or older.

Framing Carpenter

Company: Pauls Framing Pro Inc

Location: Burbank, IL

Posted Aug 16, 2025

Utilize hand tools and power tools effectively for various construction activities. Competent in using hand tools and power tools for various tasks.

Payroll Accountant

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Aug 16, 2025

Maintain and reconcile general ledger accounts including cash and prepaid expenses. Contribute to process improvements and collaborate on special finance…

Executive Chef

Company: Catering by Michaels

Location: Morton Grove, IL

Posted Aug 16, 2025

Strong knowledge of financial management disciplines to include but not limited to P&L, budget design and management, and financial analysis.

Janitor- PART TIME

Company: Search, Inc.

Location: Chicago, IL

Posted Aug 16, 2025

Follow safety rules when using cleaning tools and chemicals. Be ready to help with unexpected needs, like weather-related clean-ups.

Janitor (Union) - Logan Square

Company: HHDC

Location: Chicago, IL

Posted Aug 16, 2025

Ability to work with lawn machinery and power tools. Keeps up the exterior cleanliness and presentation of the property, including lawn care, window washing (…

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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