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.

CDL A Truck Driver Owner Operators w/ Sleeper Cab & Own Authority / All Diesel Covered/ Midwest Run

Company: SLS Transportation

Location: Chicago, IL

Posted Jun 17, 2025

Over 30 years of experience in servicing Confectionery, Pharmaceutical, Nutraceutical, Food, and Grocery Industries. Our Drivers are guaranteed stability all…

Project Manager- K-12 Construction

Company: Michael Page

Location: Chicago, IL

Posted Jun 17, 2025

Train and develop the project team. Our client is a design/build developer who specialize in K-12 and healthcare projects including but not limited to…

Project Manager II

Company: ENGIE

Location: Chicago, IL

Posted Jun 16, 2025

A minimum of a bachelor’s degree in Construction Management, Engineering, or related field. ENGIE complies with all federal, state, and local minimum wage laws.

Diabetes Educator and Nurse

Company: American Indian Health Service of Chicago, Inc

Location: Chicago, IL

Posted Jun 17, 2025

Valid driver’s license and ability to travel within the service area. Current Registered Nurse (RN) license in the State of Illinois.

Carpenter/Tiler

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Jun 16, 2025

Your own iPad and technology support for using our state-of-the-art internal system, ServiceTitan. An office team that answers all calls and helps you take care…

Service Plumber

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jun 17, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Director, Supply Planning

Company: Havi Supply Chain

Location: Chicago, IL

Posted Jun 16, 2025

Strategic Initiatives: Actively participate in strategic business initiatives from concept to implementation, driving thought leadership, creative problem…

Janitor - Non Union

Company: HHDC

Location: Riverdale, IL

Posted Jun 17, 2025

Provide your own hand tools. May be required to deal with difficult people; expected to handle residents and visitors with calmness, diplomacy, and good social…

Distinguished Data Engineer - Card Technology

Company: Capital One

Location: Chicago, IL

Posted Jun 17, 2025

Ensure the quality of technical design and implementation. Act as a role model and mentor within the tech community, helping to coach and strengthen the…

HEAT TREAT FURNACE OPERATOR

Company: FPM HEAT TREATING

Location: Elk Grove Village, IL

Posted Jun 16, 2025

Monitors all processes, gas flows, temperature times and quench settings. Prepare product and perform operations required to control equipment in accordance…

Chef

Company: Black and Caspian

Location: Chicago, IL

Posted Jun 17, 2025

We are looking for a full time/part time chef to join our team. This position is available immediately. Job Types: Full-time, Part-time Pay: $15.00 - $25.00…

Clinical Pharmacist - Per Diem

Company: Endeavor Health

Location: Chicago, IL

Posted Jun 16, 2025

Provide clinical pharmacy services including drug information, preparing doses and checking work done by a technician prior to dispensing.

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.

Related Pages