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.

HVAC Service Technician - Tuesday to Saturday

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver's license and insurable driving record. Consult with customer on repair and replacements. Take home company vehicle + gas card.

Flat Roofing Foreman in the Chicago Area

Company: EverSeal Roofing

Location: Chicago, IL

Posted Jul 10, 2025

2–3 years’ experience in construction, roofing, or a skilled trade. If you’ve got at least *2 years of team leadership experience* and a background in…

culinary chef manager - Starbucks Reserve Kitchen

Company: Starbucks

Location: Chicago, IL

Posted Jul 11, 2025

Drive the implementation of company programs by developing action plans and directly motivate and instruct kitchen teams to implement and meet operational and…

Senior Accountant

Company: Alzheimer's Association

Location: Chicago, IL

Posted Jul 10, 2025

Assist with the entry of annual Budgets. Thorough understanding of developing and working with Excel spreadsheets. Full time or Part time: Full Time.

Entry Level Sales Associate

Company: Customer Sales Representative

Location: Burr Ridge, IL

Posted Jul 10, 2025

Learn and implement sales scripts, client product information, and promotional strategies. Track and achieve weekly and monthly sales goals.

High Pressure Sales Manager, Compressor Technique - Chicago,IL

Company: Atlas Copco Compressors LLC

Location: Chicago, IL

Posted Jul 11, 2025

Must have a valid driver’s license. These reports may also be on special developments, information, or feedback gathered through field activity, including…

RETAIL SALES ASSOCIATE

Company: Ashley

Location: Niles, IL

Posted Jul 10, 2025

Maintain a welcoming, professional, visible presence at the front desk; engage with guests, ensuring they are always treated in a cordial, respectful manner…

HVAC Service Technician

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver's license and insurable driving record. Consult with customer on repair and replacements. Take home company vehicle + gas card.

Customer Service Agent - Full Time

Company: MedSpeed

Location: Elmhurst, IL

Posted Jul 11, 2025

Handle a large number of calls daily without losing enthusiastic voice and attitude, answering all calls promptly and efficiently.

Project Manager - Civil

Company: F.H. Paschen

Location: Chicago, IL

Posted Jul 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Project Manager - JOC

Company: F.H. Paschen

Location: Chicago, IL

Posted Jul 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Staff Product Security Engineer - AI

Company: Match Group

Location: Chicago, IL

Posted Jul 11, 2025

Experience with various prompt engineering techniques and AI models to effectively develop tooling. Bachelor’s Degree in Computing Science or related field.

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.

Related Pages