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.

Licensed Plumber

Company: Four Seasons Master

Location: Bridgeview, IL

Posted Oct 20, 2025

We offer year-round work and a complete benefits package. Dental Plans (free to employees). Vision Plans (free to employees).

Independent Contractor Roofer

Company: Green Attic Insulation

Location: Schiller Park, IL

Posted Oct 20, 2025

Maintain tools and equipment in good working condition. Install, repair, and maintain roofs using metal, shingle, and other roofing materials.

Join ProMac Transport 60- 70 cpm OTR COMPANY DRIVERS

Company: ProMac Transport Inc

Location: Burr Ridge, IL

Posted Oct 20, 2025

As a small, family-owned name in freight, we know our drivers are the reason we succeed. If you're a professional OTR driver ready to join our family, you must…

Lead IT Compliance Analyst (remote)

Company: US Foods, Inc.

Location: Rosemont, IL

Posted Oct 20, 2025

Conduct assessments of technology systems and processes to identify areas of risk and develop remediation plans.

Full Stack Engineer

Company: Innovel Global Logistics

Location: Villa Park, IL

Posted Oct 20, 2025

High school diploma required; degree in Computer Science or related field preferred. You’ll be instrumental in developing internal tools, customer/vendor…

Data Integration Analyst

Company: Cook County State's Attorney's Office

Location: Chicago, IL

Posted Oct 20, 2025

Beyond developing better internal systems around data, DIAs will also be responsible for helping develop and improve data sets and analysis for the public and…

Lead HVAC Installer

Company: Fabian & Son LLC

Location: Chicago, IL

Posted Oct 20, 2025

Valid Illinois driver's license with a clean driving record. The ideal candidate will have a strong background in HVAC systems, mechanical knowledge, and some…

Helper C / Cleaner

Company: ABM.Com

Location: Chicago, IL

Posted Oct 20, 2025

Maintain and cleans common spaces, mechanical, electrical and shop areas. Provide highest quality of service to the tenants, staff and visitors at the facility.

Field Technician HVAC

Company: Dehumidified Air Solutions

Location: Chicago, IL

Posted Oct 20, 2025

Must have a valid driver's license and a clean driving Record. Must have a valid Air Conditioning & Refrigerant section 608 recovery certificate/license with…

Lead Installer HVAC

Company: Leslie Heating, Cooling, Plumbing, & Electrical

Location: Lombard, IL

Posted Oct 20, 2025

2014 Goodman President’s Club of the Year Award. *100%* company paid health, Dental, and Vision insurance for your *entire family*.

Service Specialist

Company: TSR Consulting Services, Inc (Confidential Client)

Location: Chicago, IL

Posted Oct 21, 2025

Act as first point of contact for all incoming employer-client & agent calls on the Service phone line. Must develop a broad working knowledge of company…

Sr Account Manager

Company: Caterpillar

Location: Chicago, IL

Posted Oct 20, 2025

Ability to develop scopes of work and budgets that clearly articulate agency commitments to clients and client accountability to agency.

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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