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.

Client Executive, MLF

Company: Thomson Reuters

Location: Chicago, IL

Posted Jan 13, 2025

The Medium Law Client Executive role at Thomson Reuters involves increasing Westlaw revenue, usage, and market share in assigned law firm accounts. This is achieved through expert consultative approach, strong relationship building, and understanding of Thomson Reuters products. Key responsibilities include providing high quality account management, establishing long-term customer relationships, attaining revenue goals, and educating customers on Westlaw benefits. The role requires J.D. or legal practice experience, strong communication skills, and account management experience. Thomson Reuters offers comprehensive benefits, a culture of equality and diversity, and opportunities for professional growth.

Pharmacy Technician

Company: CVS Health

Location: Oak Park, IL

Posted Jan 13, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by the purpose of 'Bringing our heart to every moment of your health'. The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. They are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. The role involves completing basic inventory activities, delivering additional health care services, and adhering to all relevant laws and regulations.

Intermediate Quantitative Analyst

Company: Allstate

Location: Chicago, IL

Posted Jan 13, 2025

Allstate Investments, a division of Allstate, is seeking a quantitative professional to join their Risk and Return group. The role involves conducting analysis and research, developing and implementing systematic investment models, and supporting the creation of data-driven investment strategies, primarily in fixed income and municipal bonds. The position is hybrid, based in Chicago, and offers a competitive salary. Allstate emphasizes its commitment to integrity, diversity, and ethical standards, and is recognized for its inclusivity and diversity awards.

Bakery/Deli Clerk

Company: Kroger

Location: Oak Park, IL

Posted Jan 13, 2025

The job description outlines responsibilities for a Grocery Clerk (Bakery/Deli) at Food 4 Less. Key duties include preparing items per customer requests, offering product samples, informing customers of specials, and maintaining freshness. The role involves using bakery equipment, adhering to food safety regulations, and promoting a positive customer experience. The ideal candidate should have customer service skills, stress management abilities, and effective communication. Previous bakery or retail experience is beneficial. Food 4 Less, part of the Kroger family, values respect, honesty, and diversity, offering comprehensive benefits including healthcare, flexible scheduling, and career growth opportunities.

Patient Care Technician

Company: DaVita

Location: DeKalb, IL

Posted Jan 13, 2025

DaVita is seeking a Patient Care Technician to provide empathetic and compassionate care to patients with end-stage renal failure or chronic kidney disease. The role offers paid training, career advancement opportunities, and a supportive team environment. DaVita is committed to providing quality service and being the Provider, Partner, and Employer of Choice.

Target Security Specialist

Company: Target

Location: Niles, IL

Posted Jan 13, 2025

Target is a Fortune 50 company with over 400,000 team members worldwide. They prioritize relationships and invest in growth opportunities to succeed as one Target team. The role of a Target Security Specialist involves keeping guests and team members safe and secure, providing support during crisis events, and utilizing intelligence-led tactics.

School To Work (STW) - Rock Island, IL

Company: Cummins

Location: Rock Island, IL

Posted Jan 13, 2025

Cummins is the largest independent diesel engine manufacturer in the world, offering a School to Work opportunity for high school students interested in becoming diesel technicians. The program includes a full-time job, graduated pay scale, and an associate degree in Diesel Technology.

Cashier

Company: Kroger

Location: Northbrook, IL

Posted Jan 13, 2025

Mariano's is a company that values customer service, safety, and diversity. They offer various job opportunities in the Chicago Metro area, with benefits such as comprehensive healthcare coverage, flexible scheduling, and tuition reimbursement. The company strives to create an environment where customers feel welcome and appreciated.

Sales & Marketing Consultant

Company: Sinclair Broadcast Group

Location: Springfield, IL

Posted Jan 13, 2025

Sinclair is seeking a marketing specialist and sales professional to drive account growth, uncover new opportunities, and nurture client relationships. Key responsibilities include delivering accurate revenue forecasts, growing a book of business, creating effective marketing campaigns, and providing superior customer service. Preferred skills include familiarity with cross-platform marketing solutions, CRM platforms, and MS Office applications. The role values strong relationship-building, attention to customer needs, and excellent communication skills. Sinclair offers competitive compensation, benefits, and a supportive work environment.

Retail Sales Associate - Oakbrook Center

Company: Gap Inc.

Location: Oakbrook, IL

Posted Jan 13, 2025

Gap, an iconic American brand, seeks a Brand Associate to provide excellent customer service, educate customers about loyalty programs, and drive sales through suggestive selling. The role involves maintaining a clean work environment, handling customer interactions professionally, and executing operational processes efficiently. Gap values communication, customer focus, problem-solving, flexibility, and retail technology skills. Benefits include merchandise discounts, competitive PTO, volunteer time off, extensive 401(k) plan, and health insurance. Gap is committed to diversity and inclusion.

RN - Home Health

Company: Enhabit Home Health & Hospice

Location: Jacksonville, IL

Posted Jan 13, 2025

Enhabit Home Health & Hospice, a national leader in home-based care, is seeking a Registered Nurse (RN) for home health services. The company is known for its innovative and collaborative culture, offering competitive benefits, ongoing professional development, and cutting-edge technology. The RN will perform visits, coordinate care, consult with physicians, and manage OASIS collection, medication profiles, and lab value reporting. A minimum of one year of clinical experience is preferred. Enhabit is an equal opportunity employer committed to diversity and inclusion.

Food Service Student Worker

Company: Sodexo

Location: Rock Island, IL

Posted Jan 13, 2025

Sodexo is offering a part-time Food Service Student Worker position at St. Ambrose University. The role involves varying shifts and tasks such as food service, facilities cleaning, and clerical work. The pay range is $11 to $12 per hour. Sodexo emphasizes a supportive work environment, training opportunities, and comprehensive benefits including paid time off, medical, dental, vision, tuition reimbursement, and a 401k. The company values diversity and inclusion, fostering an environment where all employees are respected and valued.

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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