Flexible Schedules Jobs in Chicago, IL

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Looking for Flexible Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedules position in the Chicago, IL area.

Target Security Specialist

Company: Target

Location: Quincy, IL

Posted Jan 21, 2025

Target is offering a job for a Security Specialist with a starting hourly rate of $18.25 USD. The role involves ensuring guest and team safety, crisis response, and preventing theft. The position requires skills in intelligence-led tactics, de-escalation, and use of Target's video surveillance system. The ideal candidate should be at least 18 years old, have a welcoming attitude, and be comfortable working in a fast-paced environment. Target provides training and competitive benefits.

Truck Driver - Hiker/Vehicle Transporter/CDL - Part Time

Company: Penske Motor Group

Location: Oak Lawn, IL

Posted Jan 21, 2025

Penske Truck Leasing is hiring for a Hiker (Vehicle Transporter/Truck Driver) position. The role involves delivering and returning vehicles to Penske locations and customers, primarily box trucks up to 26' and for CDL Class A, tractors and trailers. The job is part-time, casual, and on-call, offering supplemental income with flexible hours. Qualifications include 2 years of driving experience, a clean DMV record, CDL Class B license, and preference for CDL Class A. The position requires safety procedures adherence, vehicle inspection, and reporting of defects or accidents. Physical demands include lifting up to 50lbs and occasionally up to 100lbs.

District Support Pharmacist PT

Company: CVS Health

Location: Bloomington, IL

Posted Jan 21, 2025

CVS Health emphasizes a purpose-driven culture, focusing on human-centric health care. The company values empowerment, innovation, and personalized service. District Support Pharmacists (DSPs) play a crucial role in upholding this purpose by modeling care, setting high standards, and ensuring safe, efficient pharmacy operations. Responsibilities include managing patient health, supporting safe prescription practices, enhancing patient experiences, and maintaining relevant skills. The role requires flexibility, strong communication, and physical capabilities. CVS Health offers competitive pay, benefits, and a commitment to diversity and inclusion.

Pharmacy Technician

Company: CVS Health

Location: Mattoon, IL

Posted Jan 21, 2025

CVS Health emphasizes a heart-centric approach to healthcare, focusing on enhancing human-centric services. The company aims to transform healthcare by improving access, lowering costs, and providing personalized, convenient, and affordable solutions. Pharmacy Technicians play a crucial role in delivering operational and service excellence, ensuring accurate and timely prescription fulfillment, and contributing to positive patient experiences. CVS Health offers comprehensive benefits, including medical, dental, vision, retirement savings plans, and well-being programs. The role requires rigorous training, adherence to safety protocols, and the ability to handle various physical demands.

VP, Assistant Branch Manager - Chicago, IL (Michigan Avenue)

Company: Charles Schwab

Location: Chicago, IL

Posted Jan 21, 2025

Schwab offers an Assistant Branch Manager role with a salary range of $83,800 - $157,100 per year. The role focuses on client and team development, with opportunities for career growth and becoming a Branch Manager. Required qualifications include relevant degrees and Series 7, 66, and 9/10 licenses. Preferred qualifications include financial services industry experience, leadership skills, business development experience, and a CFP designation. Schwab provides a competitive benefits package, including a 401(k) plan, paid time off, parental leave, tuition reimbursement, and health insurance.

Solar Sales Representative

Company: Sunrun

Location: Peoria, IL

Posted Jan 21, 2025

Sunrun, America's leading home solar and battery provider, is seeking a Solar Sales Specialist. The role involves engaging with potential customers, educating them on solar benefits, and guiding them through the sales process. This position offers uncapped commissions, comprehensive training, and significant career growth opportunities. Sunrun emphasizes a commitment to diversity, inclusion, and belonging, fostering an environment where employees can thrive. The role requires managing a territory, participating in training, lead generation, customer engagement, sales presentations, follow-up, and performance tracking. Qualifications include being 18 or older, having a high school diploma, a valid driver's license, and prior sales experience is preferred. The role offers a flexible schedule, unlimited earning potential, and various benefits including health insurance, wellbeing program, life and disability insurance, retirement savings plan, and more.

Part-Time Stockroom Operations Associate

Company: Kohl's

Location: DeKalb, IL

Posted Jan 21, 2025

Kohl's is seeking a team member to deliver excellent customer service and execute store operations efficiently. The role involves receiving and processing product, engaging customers, and participating in training processes. The ideal candidate has excellent customer service skills, can multi-task, and has flexible availability.

Food & Beverage Team Leader

Company: Target

Location: Champaign, IL

Posted Jan 21, 2025

Target offers competitive pay ranging from $21.75 to $37.00 per hour, based on factors like labor markets, education, experience, and certifications. Benefits include health insurance, 401(k), employee discount, and various leaves. The role of a Small Format Team Leader involves guest service, retail business fundamentals, process improvements, team leadership, and adherence to safety and compliance standards.

Interventional Cardiologist – Chicago Suburbs

Company: Duly Health and Care

Location: Chicago Suburbs, IL

Posted Jan 21, 2025

Duly Health and Care's Cardiology Department is hiring a Full-time Board Certified/Board Eligible Interventional Cardiologist. The department offers a comprehensive benefits program, including medical, dental, and vision coverage, 401(k) match, CME funds, and potential bonuses. The anticipated base compensation range is $525,000 - $550,000, with a potential total cash compensation of $550,000 - $700,000. Available locations are New Lenox & Hoffman Estates, IL.

DELI/COFFEE SHOP BARISTA

Company: Kroger

Location: Northbrook, IL

Posted Jan 21, 2025

The job description outlines responsibilities for a customer service role at Mariano's, a grocery store chain in the Chicago Metro area. Key duties include exceeding service standards, demonstrating company values, promoting initiatives, maintaining cleanliness, preparing beverages, following policies, and handling cash. The role requires working in a fast-paced environment, weekends, and overtime. Qualifications include a high school diploma, customer service experience, and passing barista certification. The company offers comprehensive benefits, including healthcare, flexible scheduling, emotional and financial support, discounts, tuition reimbursement, and growth opportunities.

Cashier/Food Service Worker

Company: Sodexo

Location: Tinley Park, IL

Posted Jan 21, 2025

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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