Flexible Schedules Jobs in Chicago, IL

27,629 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.

Actuarial Analyst

Company: Argo Group

Location: Chicago, IL

Posted Jan 23, 2025

Host

Company: Cracker Barrel

Location: Atlanta, IL

Posted Jan 23, 2025

Meat Cutter and Wrapper

Company: Walmart

Location: Aurora, IL

Posted Jan 23, 2025

Cleaning Crew Member

Company: Cracker Barrel

Location: Rock Island, 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, able to stand for long periods, lift up to 40 pounds, and work with food items. The company values diversity, equity, and inclusion, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits.

Staff Accountant

Company: Addison Group

Location: Chicago, IL

Posted Jan 23, 2025

A Staff Accountant position is available in downtown Chicago with a reputable company known for its positive work environment. The role involves preparing journal entries, account reconciliations, and assisting in financial statement preparation. Requirements include strong ERP system knowledge, Microsoft Excel skills, excellent communication, and at least three years of accounting experience. Benefits include competitive pay, insurance, 401K, bonuses, potential permanent employment, and professional development support.

Cafe Associate

Company: Walmart

Location: Tinley Park, IL

Posted Jan 23, 2025

The text describes a café associate position at Sam's Club, emphasizing the importance of passionate, friendly, and hardworking individuals. The role involves preparing food, maintaining a clean environment, and prioritizing member satisfaction. The café associates are expected to be team players, innovators, and adaptable to change. They will ensure high-quality products, maintain cleanliness, and provide excellent service. The position offers competitive pay, benefits, and opportunities for career growth. The ideal candidate should have food service experience, be comfortable with change, and have a passion for fresh food.

Retail Sales

Company: Cracker Barrel

Location: Naperville, IL

Posted Jan 23, 2025

Cracker Barrel Old Country Store is seeking a Retail Sales team member for their Naperville location. The role involves managing the retail shop, providing excellent guest service, and maintaining stock. The position offers flexible hours, potential for promotion, and comprehensive training. The company values diversity, equity, and inclusion, and provides a culture of belonging, top-notch training, diverse career paths, and competitive benefits. The job requires the ability to stand for long periods, lift up to 40 pounds, and work with various food items.

Cleaning Crew Member

Company: Cracker Barrel

Location: Mattoon, 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, able to stand for long periods, lift up to 40 pounds, and work with food items. The company 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: Romeoville, IL

Posted Jan 23, 2025

Registered Nurse

Company: DaVita

Location: Elk Grove Village, IL

Posted Jan 23, 2025

Baker and Packager Associate

Company: Walmart

Location: Vernon Hills, IL

Posted Jan 23, 2025

The Bakery/Packager position at Sam's Club involves preparing fresh baked items daily, maintaining a clean and organized workspace, and providing excellent customer service. The role requires multi-tasking, problem-solving, and the ability to work in fast-paced environments. The ideal candidate thrives in such settings, prioritizes member satisfaction, and can stand for long periods. They should also be a team player, leveraging digital tools to drive sales and improve the shopping experience. Benefits include competitive pay, health benefits, 401(k), and various other perks.

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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