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.

Dishwasher

Company: Cracker Barrel

Location: O'Fallon, IL

Posted Jan 23, 2025

The job posting for a Dishwasher at Cracker Barrel Old Country Store in Shiloh, 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.

Cook

Company: Cracker Barrel

Location: Rockford, IL

Posted Jan 23, 2025

Cracker Barrel Old Country Store is seeking a Cook for their Rockford, IL location. The Cook will be responsible for preparing a full menu of Southern favorites using Cracker Barrel's recipes and methods. The role involves standing for long periods, lifting up to 40 pounds, and working with hot and cold food items. The company values diversity, equity, and inclusion, and offers a culture of belonging, top-notch training, diverse career paths, competitive pay, and benefits. Employees can expect flexible schedules, health, vision, and dental benefits, a 401K with company matching, vacation time, and a 35% discount on restaurant and retail items.

Developer 3

Company: Walgreens

Location: Deerfield, IL

Posted Jan 23, 2025

Server

Company: Cracker Barrel

Location: Romeoville, IL

Posted Jan 23, 2025

Cook

Company: Cracker Barrel

Location: Rock Island, IL

Posted Jan 23, 2025

Dishwasher

Company: Cracker Barrel

Location: Naperville, IL

Posted Jan 23, 2025

The job posting for a Dishwasher at Cracker Barrel Old Country Store in Naperville, 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.

Server

Company: Cracker Barrel

Location: Bourbonnais, IL

Posted Jan 23, 2025

Cracker Barrel Old Country Store in Bourbonnais, 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 comprehensive benefits including weekly pay, health benefits, and a 401K plan. The job description also highlights the company's commitment to equality and its stance against racism.

Foot & Ankle Sales Representative - Peoria, IL

Company: Stryker

Location: Peoria, IL

Posted Jan 23, 2025

Stryker is seeking a Foot & Ankle Sales Representative. The ideal candidate is a hard-working, competitive, and results-oriented salesperson with a Bachelor's Degree or equivalent experience. They should be knowledgeable about sales strategies, office technologies, and have experience in building relationships with surgeons and hospitals. The role involves selling Stryker's Foot & Ankle products, requiring a high degree of intensity and commitment. The company offers competitive benefits, including health insurance, retirement plans, and opportunities for career growth. Stryker is a global leader in medical technologies, impacting over 130 million patients annually.

Cook

Company: Cracker Barrel

Location: Edwardsville, IL

Posted Jan 23, 2025

Cleaning Crew Member

Company: Cracker Barrel

Location: O'Fallon, IL

Posted Jan 23, 2025

The Cleaning Crew Member role at Cracker Barrel Old Country Store 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 values diversity, equity, and inclusion, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits.

Host

Company: Cracker Barrel

Location: Bloomington, IL

Posted Jan 23, 2025

The job posting for a Host at Cracker Barrel Old Country Store in Bloomington, 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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