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.

Unarmed Retail Security Officer

Company: Per Mar Security Services

Location: Chicago, IL

Posted Oct 22, 2025

. The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons. Are you looking to change careers?

School Custodian

Company: Distinctive Schools

Location: Chicago, IL

Posted Oct 22, 2025

The Custodian performs cleaning duties to provide students, employees and the community with a safe, attractive, comfortable, clean, and efficient place in…

Director of Chef Operations

Company: Sticky Fingers Cooking

Location: Lemont, IL

Posted Oct 22, 2025

Support our staff of chef instructors in implementation of SFC curriculum, recipes and classroom management. Work closely with Area Director in developing long-…

AWS Cloud Engineer

Company: sg360°

Location: Wheeling, IL

Posted Oct 22, 2025

Bachelor’s degree in Computer Science, Information Technology, or related field. AWS Certified SysOps Administrator, DevOps Engineer, or Solutions Architect –…

Advancement Reporting Analyst

Company: The University of Chicago

Location: Chicago, IL

Posted Oct 23, 2025

Conducts requirements analysis, translating requirements into a scope document and developing reporting deliverables based on the design.

Armed Security Officer - Chicago, IL

Company: Sizemore, Inc.

Location: Chicago, IL

Posted Oct 22, 2025

Ability to pass a criminal background, a clean MVR check (if driving), and employment verification. Work will be performed in a climate-controlled building and/…

HVAC Residential Service Technician

Company: Leslie Heating, Cooling, Plumbing, & Electric

Location: Lombard, IL

Posted Oct 22, 2025

Complete all general HVAC in-home, service calls. Understand your sales criteria and hold yourself accountable for exceeding revenue goals.

Customer Service Representative

Company: Lawson Products

Location: Chicago, IL

Posted Oct 22, 2025

Responds to a minimum of 40 calls per day in an inbound call center. Possesses entry-level problem solving kills. High School Diploma or GED.

Porter - Lincoln park

Company: Levain Bakery

Location: Chicago, IL

Posted Oct 22, 2025

Wash, sanitize, restock dishes, trays, baking tools, and other supplies. Strong attention to detail and high standards for cleaning, maintaining cleanliness in…

RN - Home Health-River North

Company: Aspire Home Health Care

Location: Chicago, IL

Posted Oct 22, 2025

Registered Nurse licensed in the state of Illinois. Locations/ Zip Codes you serve are negotiable. Demonstrate working knowledge in Medicare and Medicaid…

Customer Success Lead

Company: Coinflow

Location: Chicago, IL

Posted Oct 22, 2025

4–7 years of experience in customer support, operations, or technical support — ideally within fintech, payments, or SaaS.

Patient Call Center Representative

Company: Chicago Cardiology Institute

Location: Oak Park, IL

Posted Oct 22, 2025

Data entry, patient recall and general clerical duties. Answering telephones, scheduling patient appointments, and directing calls to appropriate areas.

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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