Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

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.

Area Scouts | Sports - Regional Manager | Athlete Evaluator

Company: Area Scouts

Location: Chicago, IL

Posted Jan 24, 2025

Area Scouts is a rapidly growing athlete health and development platform, aiming to become the world's leading program. They focus on preventing injuries and providing high-level training to athletes of all ages and skill levels. The company is currently hiring for various full-time and part-time positions, including Regional Manager, Sports Director, and Athlete Evaluators. Requirements include 2+ years of professional coaching or playing experience and a commitment to youth athlete development. The company offers competitive benefits, flexible schedules, and opportunities for advancement within the organization.

Cleaning Crew Member

Company: Cracker Barrel

Location: Marion, IL

Posted Jan 24, 2025

The Cleaning Crew Member role at Cracker Barrel Old Country Store in Marion, IL involves maintaining cleanliness of the restaurant, kitchen, and retail shop, primarily during the 3rd shift. Responsibilities include working with kitchen, dining room, and retail shop teams to keep various areas clean. Qualifications include being 18 years old, capable of standing for long periods, lifting up to 40 pounds, and understanding and following instructions. Cracker Barrel emphasizes a culture of belonging, diversity, equity, and inclusion, offering top-notch training, diverse career paths, and competitive pay and benefits.

Meat Cutter and Wrapper

Company: Walmart

Location: Evanston, IL

Posted Jan 24, 2025

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Dishwasher

Company: Cracker Barrel

Location: Atlanta, IL

Posted Jan 24, 2025

The job posting for a Dishwasher at Cracker Barrel Old Country Store in Lincoln, IL, emphasizes a positive work environment. The role involves working closely with kitchen and dining room teams to ensure guest satisfaction. The company values its employees, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits. Cracker Barrel is committed to diversity, equity, and inclusion, and explicitly states that racism has no place in their workplace.

Business Development Manager (HC)

Company: Addison Group

Location: Chicago, IL

Posted Jan 24, 2025

Addison Group, a rapidly growing private staffing firm, is seeking a Business Development Manager (BDM). The BDM's role involves prospecting new clients, developing marketing plans, and maintaining client relationships. Key responsibilities include identifying business deals, scheduling client meetings, negotiating fees, and representing the company professionally. The ideal candidate should have a four-year degree, strong communication skills, and a competitive spirit. Addison Group offers a fun learning environment, flexible PTO, healthcare benefits, and opportunities for growth through its Learning & Development department and Onboarding Accelerator/Mentorship program.

Server

Company: Cracker Barrel

Location: Rockford, IL

Posted Jan 24, 2025

Cracker Barrel Old Country Store in Rockford, IL is seeking a server who is friendly and guest-focused. The role involves serving customers in a fast-paced, family-friendly environment, with flexible hours and no tip sharing. The company emphasizes a culture of belonging, diversity, and inclusion, offering top-notch training, diverse career paths, and competitive benefits including weekly pay, health benefits, and a 401K plan with company matching. The job description also highlights the company's commitment to equality and its stance against racism.

Server

Company: Cracker Barrel

Location: Peoria, IL

Posted Jan 24, 2025

MEAT/CLERK

Company: Kroger

Location: Chicago, IL

Posted Jan 24, 2025

Shift Supervisor Trainee

Company: CVS Health

Location: Chicago, IL

Posted Jan 24, 2025

Application Developer - Python/AWS - 3856520

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture Flex provides flexible project-based work with a leading global professional services company, Accenture. Employees apply their skills to drive business transformation, working with diverse teams and cutting-edge technologies. Benefits include competitive rewards, learning resources, and no travel demands. The role involves designing, building, and configuring applications. Qualifications include 2+ years of Python, Terraform, and AWS experience, with Pyspark being preferred. Accenture is committed to diversity, equal opportunity, and reasonable accommodation.

Host

Company: Cracker Barrel

Location: Ottawa, IL

Posted Jan 24, 2025

The job posting for a Host at Cracker Barrel Old Country Store in Ottawa, IL, emphasizes a welcoming and friendly environment. The role involves greeting guests, managing seating, and potentially growing within the company. Cracker Barrel highlights its commitment to diversity, equity, and inclusion, offering top-notch training, diverse career paths, and competitive benefits. The company culture is described as family-oriented, with a focus on employee wellbeing and success.

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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