Flexible Work Arrangements Jobs in Chicago, IL

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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.

Commercial Electrician - Traveling Preferred

Company: S20 Construction Management

Location: Chicago, IL

Posted Jun 04, 2025

*Commercial Electricians Needed - Traveling Preferred * In search of commercial electricians to join our company for light commercial and/or service work. …

Pharmacist Prior Authorization

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Jun 03, 2025

Coordinates staff development and training in drug information to maintain drug knowledge and disease state understanding for application to prior authorization…

2nd Shift Welder TIG South

Company: Metraflex Company Inc

Location: Chicago, IL

Posted Jun 04, 2025

You will operate appropriate equipment to put together mechanical structures or parts with a great deal of precision. Familiarity with MIG welding is a plus.

OTR flatbed Conestoga driver up to 75 CPM

Company: Benchmark Transportation Inc

Location: Westchester, IL

Posted Jun 04, 2025

Truck driving: 2 years (Preferred). We have consistent freight and able to hire drivers from all states and cities East of I-25. Good mileage 3000mi + weekly.

Experienced Lead CNC Setup Machinist / Machine Supervior

Company: Demco Products Inc

Location: Oak Lawn, IL

Posted Jun 04, 2025

Demco Products is a family owned and operated precision CNC machine shop specializing in the manufacturing of high-pressure filter housings and precision turned…

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3207)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3219)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

Chef de Cuisine

Company: Il Porcellino

Location: Chicago, IL

Posted Jun 04, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

Sales Associate - Guest Experience Specialist

Company: Bob's Discount Furniture

Location: Villa Park, IL

Posted Jun 04, 2025

No person shall be discriminated against or harassed because of race, religion, color, sex, age, national origin, disability, pregnancy, citizenship, veteran or…

CDL A Truck Driver, Dedicated Route, Home Most Nights

Company: Riverside Transport

Location: Chicago, IL

Posted Jun 05, 2025

SAP drivers not eligible for hire. 2023-2025 trucks with newer models available in certain hiring areas while supplies last. At least 22 years of age.

Dedicated CDL A Truck Driver - $75,000

Company: Riverside Transport

Location: Chicago, IL

Posted Jun 05, 2025

SAP drivers not eligible for hire. 2023-2025 trucks with newer models available in certain hiring areas while supplies last. At least 22 years of age.

Solution Architect

Company: The Federal Home Loan Bank of Chicago

Location: Chicago, IL

Posted Jun 04, 2025

Communication: Excellent oral and written communication, can effectively communicate complex technical concepts to both technical and non-technical audiences.

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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