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.

Truck Driver CDL A Home Daily

Company: Ryder

Location: Chicago, IL

Posted Aug 15, 2025

Ensuring compliance with applicable federal and/or state laws, regulations, and/or agency rules, standards and guidelines. Ryder Drivers are Paid Weekly.

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Electrician

Company: Tradesmen International, Inc.

Location: Chicago, IL

Posted Aug 15, 2025

Active Michigan Journeyman Electrician license. Ability to read and interpret electrical drawings and plans. Install electrical fixtures and related components.

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Project Manager - Light Industrial - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Aug 15, 2025

Technical degree level education in construction or related field. Knowledge in Construction Management or related field required.

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Executive Sous Chef - Allstate Arena

Company: Aramark

Location: Rosemont, IL

Posted Aug 15, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

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Project Accountant I

Company: Gilbane Building Company

Location: Chicago, IL

Posted Aug 15, 2025

Associate’s or Bachelor's degree in Accounting, Finance, Business, or a related field. Gilbane is seeking an Accountant I to assist the accounting staff in…

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Assistant Director, Communications and Digital Media

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 15, 2025

Master’s degree in communications, journalism, creative arts (video), marketing, or related field. Familiarity with design tools such as Adobe Creative Suite,…

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Janitorial Overnight

Company: Walmart

Location: Villa Park, IL

Posted Aug 15, 2025

Programs range from high school completion to bachelor's degrees, including English Language Learning and short-form certificates.

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Custodian

Company: Giesecke+Devrient

Location: Bolingbrook, IL

Posted Aug 15, 2025

Use industrial walk-behind floor scrubber. Maintain cleanliness of floors, including sweeping, mopping, and waxing. High School Diploma or GED preferred.

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professional growth hospital part-time

RN - Wound Care - Per Diem Days

Company: Endeavor Health

Location: Chicago, Illinois

Posted Aug 15, 2025

View Details Apply on healthecareers.com

Customer Service Representative II

Company: Shure

Location: Niles, IL

Posted Aug 15, 2025

Fields entry level product related inquiries. Supports sales team by developing and maintaining positive customer relations, with clients/customers, which can…

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C++ Software Engineer

Company: Citadel Securities

Location: Chicago, IL

Posted Aug 15, 2025

Bachelor’s (or higher) degree in a Computer Science, Engineering or related field. Partner and Deliver: Collaborate directly with traders, researchers, and…

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FAS Pursuit Manager

Company: Deloitte

Location: Chicago, IL

Posted Aug 15, 2025

Collaborate with Technical Teams: Work with technical teams to develop clear, effective, and consistent content.

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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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