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Leave Management Jobs in Chicago, IL (NOW HIRING)

Frazer Jones

Benefits Manager

Mundelein, IL · On-site

This is a hands-on role focused on benefits administration, leave management, and leading the annual open enrollment process during a period of growth and change. Key Responsibilities: * Lead the ...

Veer, Inc

Integration Delivery Manager

Mundelein, IL · On-site

$110K - $195K/yr

This highly visible role is at the center of Veer's success, ensuring our platform fits seamlessly into each customer's HR and leave management ecosystem. You'll work across employers, third-party ...

Addison Group

HR Manager

Vernon Hills, IL · On-site

$45 - $50/hr

The ideal candidate has a strong background in benefits administration, leave management, employee relations, payroll oversight, and compliance, and is comfortable balancing strategic priorities with ...

HUB

Absence Management Consultant

Chicago, IL · On-site

$80K - $90K/yr

Support and/or conduct leave vendor identification (RFPs/RFIs) and implementations. * Support ... management, with specific experience and SME-level Workforce Absence Management knowledge of ...

LHH US

Sr Bilingual HR Generalist

Chicago, IL · On-site

$70K - $75K/yr

Administer FMLA, ADA accommodations, workers' compensation, disability, and other leave programs. * Support employee relations matters, workplace investigations, and performance management. * Provide ...

LHH US

Sr Bilingual HR Generalist

Chicago, IL · On-site

$70K - $75K/yr

Administer FMLA, ADA accommodations, workers' compensation, disability, and other leave programs. * Support employee relations matters, workplace investigations, and performance management. * Provide ...

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Leave Management information

See Chicago, IL salary details

$47.4K

$110.9K

$173.1K

How much do leave management jobs pay per year?

As of Sep 1, 2026, the average yearly pay for leave management in Chicago, IL is $110,911.00, according to ZipRecruiter salary data. Most workers in this role earn between $90,700.00 and $118,500.00 per year, depending on experience, location, and employer.

What is leave management?

A Leave Management job involves overseeing employee leave policies, tracking time off requests, and ensuring compliance with company policies and labor laws. Responsibilities include managing sick leave, vacation, and other absences while maintaining accurate records. The role often requires coordination with HR, payroll, and management to ensure smooth workforce planning and minimal disruption. Effective leave management helps maintain employee satisfaction and operational efficiency.

What skills and qualifications are needed for leave management?

To thrive in Leave Management, you need a solid understanding of HR policies, labor laws, and employee benefits, often backed by a degree in human resources or business administration. Familiarity with HRIS (Human Resources Information Systems) like Workday or SAP, and experience with leave management software, are typically required. Exceptional organizational skills, attention to detail, and strong interpersonal communication help you coordinate effectively with employees and cross-functional teams. These skills ensure accurate processing, regulatory compliance, and positive employee experiences in handling leaves of absence.

What are common challenges in leave management and how can they be addressed?

Professionals in Leave Management often deal with complex regulatory requirements, juggling multiple leave cases at different stages, and ensuring compliance with company policies and federal/state laws like FMLA or ADA. Navigating sensitive employee situations, such as medical leave or personal emergencies, requires both empathy and strong communication skills. Staying organized and up to date with evolving regulations or policy changes is crucial, and many companies support this through ongoing training or collaboration with legal and HR teams. With experience and continued learning, leave management specialists can often advance to broader HR management or policy-focused positions.

What are the most commonly searched types of Leave Management jobs in Chicago, IL?

The most popular types of Leave Management jobs in Chicago, IL are:

What are popular job titles related to Leave Management jobs in Chicago, IL?

For Leave Management jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Leave Management jobs in Chicago, IL look for?

The top searched job categories for Leave Management jobs in Chicago, IL are:

Leave Management jobs near you
Infographic showing various Leave Management job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 14% Part Time, and 2% Contract. Highlights an 90% Physical, 2% Hybrid, and 8% Remote job distribution, with an average salary of $110,911 per year, or $53.3 per hour.

HR Leave Specialist -Contract

Astrix Inc

Downers Grove, IL • On-site

Other

Medical, Dental

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

This is a great opportunity for an experienced Leave Specialist to join a collaborative HR team in a hybrid contract role supporting a variety of U.S. leave programs. The role offers a mix of independent case management and cross-functional collaboration in a fast-paced environment, making it a strong opportunity to expand your leave and absence management experience.
Pay : $26-$27
Schedule : M-F 1 st shift
Type of Job : 3-month Contract
Location : Downers Grove, IL/ Hybrid
Benefits Offered:

  • Medical/dental coverage!
  • Weekly pay!

HR Leave Specialist Daily Tasks: What you will do:
  • Provide day-to-day support for U.S. leave programs, including FMLA, ADA, STD/LTD, parental/maternity, military, personal, and unpaid leaves.
  • Manage employee and manager leave inquiries, HR Shared Services tickets, and the Leave Management mailbox.
  • Coordinate leave cases, including documentation, status tracking, return-to-work information, and system updates.
  • Partner with third-party leave/disability vendors, HR, Payroll, and managers to resolve case questions and missing information.
  • Maintain accurate and confidential leave records in HRIS, timekeeping, and case management systems.
  • Support ADA accommodation documentation and escalate complex or compliance-sensitive cases when needed.
  • Assist with leave reporting, audits, process documentation, SOPs, and continuous improvement.

HR Leave Specialist Qualifications/Requirements:
  • 3+ years of hands-on leave/absence management or related HR administration experience.
  • Strong knowledge of U.S. leave programs, including FMLA, ADA, STD/LTD, parental, and personal leave.
  • Experience managing leave cases in a high-volume environment, including coordinating with third-party leave/disability vendors and using HRIS/leave management systems.

We strongly encourage candidates who have some of the skills to apply. We look forward to a conversation to learn more about you!
INDBH
#LI-NM1

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