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.

Part Time Janitor

Company: SOUTH SHORE BAPTIST CHURCH

Location: Chicago, IL

Posted Oct 17, 2025

The Janitor will ensure a clean, safe, and welcoming environment for all visitors, staff, and church members. Continuous Monitoring: Some organizations may have…

On Call RN - 7 On 7 Off

Company: Moments Hospice

Location: Chicago, IL

Posted Oct 16, 2025

Completes an initial, comprehensive and ongoing comprehensive assessment of patient and family to determine hospice needs for after-hours calls.

Electrician (Must Have EV Charger Installation Experience)

Company: AEON Staffing Group

Location: Chicago, IL

Posted Oct 17, 2025

A valid driver’s license. An electrical license, journeyman card, and/or vocational or technical school training. At least 3 years of electrical experience.

Unarmed Security

Company: Cascadia Global Security

Location: Argo, IL

Posted Oct 16, 2025

We will provide and pay for all licensing and training! Our Security Specialists range from active-duty military personnel to veterans to civilians looking for…

Customer Service Representative

Company: Banner Personnel

Location: Chicago, IL

Posted Oct 16, 2025

Receive incoming calls from customers, emails, fax, voicemail, and enter orders into the system. Direct phone calls to the appropriate team members.

CDL A OTR Team Driver

Company: Herd Enterprises

Location: Chicago, IL

Posted Oct 16, 2025

Proven 2 year experience as a Truck Driver with a valid commercial driver’s license (CDL). Follow all local, state, and federal regulations regarding…

Facilities Maintenance Technician(WELDER)

Company: Central Transport

Location: Hillside, IL

Posted Oct 17, 2025

*Carpentry *– install floor tiles including ceramic and VCT, repair and hang metal/wood doors, masonry repairs, concrete repairs, drywall, and other trades.

Support Analyst

Company: Sentinel

Location: Downers Grove, IL

Posted Oct 17, 2025

A valid driver’s license and proof of vehicle insurance will be required. We offer an energetic work environment with many corporate culture amenities,…

Welder

Company: Toyota Industries

Location: East Chicago, IN

Posted Oct 16, 2025

Knowledge of how to use welding machinery, hand tools, and various shop tool. In this role, will fabricate and repair metal, equipment, parts, and other…

Licensed HVAC/R Technician - Commercial Refrigeration (Travel Position)

Company: Aggregate Trades

Location: Chicago, IL

Posted Oct 16, 2025

Valid state driver's license required. Journeyman’s license and commercial refrigeration experience required or 10 years HVAC/R experience.

REVENUE MANAGEMENT ANALYST (REMOTE OPPORTUNITY)

Company: Hyatt Corporate Office

Location: Chicago, IL

Posted Oct 17, 2025

Bachelor’s degree in a relevant field (e.g., Business, Data/Computer Science, Engineering, Economics, Statistics, Hospitality) or equivalent practical…

Graphic and Web Designer

Company: Agati, Inc.

Location: Chicago, IL

Posted Oct 17, 2025

This role collaborates with the marketing and product development teams to design, organize, and refine visual assets that inform, engage, and strengthen the…

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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