Paid Time Off Jobs in Chicago, IL

Positions 72,513 Updated daily

Paid Time Off demand in Chicago, IL is rising as tech firms prioritize work‑life balance to attract top talent.

Companies like Coinbase, Google, and local startups list explicit Paid Time Off hours, matching average Chicago, IL salary ranges that exceed the national median.

Salary transparency for Paid Time Off roles in Chicago, IL shows median compensation of $110K, with bonuses tied to project milestones.

Candidates can benchmark against Chicago, IL market data to negotiate higher Paid Time Off allowances and total compensation.

Carpenter (Part-Time)

Company: Eyas Landing

Location: Chicago, IL

Posted Oct 17, 2025

Basic knowledge of materials, methods, and tools involved in carpentry. Manage and maintain tools and materials. Must pass federal background check.

Electrical Foreman

Company: Confidential

Location: Willowbrook, IL

Posted Oct 17, 2025

Valid driver’s license and reliable transportation required. The *Electrical Foreman* is responsible for overseeing the electrical scope of solar installation…

Porter

Company: New City Property Management

Location: Chicago, IL

Posted Oct 17, 2025

Maintain an organized inventory of cleaning supplies and tools. Perform routine compactor trash removal, including maintaining dumpster area, garbage chute…

Armed Security Guard (Part-Time)

Company: Silver Star Protection Group

Location: Glendale Heights, IL

Posted Oct 17, 2025

Valid firearms license or certification required. Must own a firearm with a level 2 retention holster or higher. Status:* Part-time (non-exempt).

CDL Driver Messenger- FOID Required

Company: GardaWorld Cash

Location: Broadview, IL

Posted Oct 17, 2025

21 years of age or older with a valid and clean driver’s license. We provide our clients with solutions in every phase of their cash supply chain, including…

Teacher at Large/ In House Substitute

Company: Noble Schools

Location: Chicago, IL

Posted Oct 17, 2025

An unwavering belief that all students can succeed in high school, college, and lead exemplary lives. All Noble Schools staff should prepare and explain…

Armed Security Guard (Part-Time)

Company: Silver Star Protection Group

Location: Addison, IL

Posted Oct 17, 2025

Valid firearms license or certification required. Must own a firearm with a level 2 retention holster or higher. Status:* Part-time (Non-exempt).

Graphic Designer (Freelance / Gig-Based)

Company: CBW Media

Location: Chicago, IL

Posted Oct 17, 2025

Please submit your portfolio or sample work, and a short note about your experience, tools you use, and what type of design projects you enjoy most.

Cybersecurity Architect

Company: ACP CreativIT

Location: Chicago, IL

Posted Oct 17, 2025

Provide technical supervision for and guidance to our cybersecurity team. Bachelor’s degree in computer science, Information Technology, or equivalent…

DPI Associate Cybersecurity Risk Analyst

Company: UL Solutions

Location: Chicago, IL

Posted Oct 17, 2025

Helping to identify opportunities to improve risk posture, developing solutions for remediating or mitigating risks and assessing the residual risk.

Plumbing Assistant

Company: MD Plumbing & Sewer

Location: Skokie, IL

Posted Oct 17, 2025

The MD Plumbing & Sewer plumbing assistant's job is to support licensed plumbers with installation, repair, and maintenance of plumbing systems.

Drill Rig Operators & Helpers (General Laborers)

Company: WebPropertyManager.com

Location: Chicago, IL

Posted Oct 17, 2025

Have own transportation to get to job sites in Chicago area. Job includes moving & set up of drill and then drilling multiple 50-60ft deep holes into the ground…

Frequently Asked Questions

How do I find Paid Time Off jobs in Chicago, IL with clear salary details?
Search Job Transparency’s Paid Time Off category, filter by Chicago, IL, and review the salary field that lists base pay and PTO in dollars.
What salary range should I expect for Paid Time Off positions in Chicago, IL?
Typical Paid Time Off roles in Chicago, IL range from $90K to $130K, with PTO value included in the total compensation package.
Can I negotiate extra Paid Time Off in Chicago, IL after reviewing salary transparency?
Yes, use the disclosed salary and PTO data on Job Transparency to justify requests for additional days, especially in Chicago, IL where companies offer flexible policies.

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