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Contract Monitoring Jobs in Chicago, IL (NOW HIRING)

Perform procurement contract maintenance and support functions; majority of duties relate to contract monitoring, preparation and processing of contract modifications, extensions, limit increases and ...

Contract Analyst

Chicago, IL · Hybrid

$71K - $86K/yr

The Contract Analyst conducts overall monitoring of Resident Services programs, contractors and partners, which includes contractor/program performance outcome analysis. The Contract Analyst conducts ...

Contract Analyst

Chicago, IL · On-site

$70K - $75K/yr

The Contract Analyst conducts overall monitoring of Resident Services programs, contractors and partners, which includes contractor/program performance outcome analysis. The Contract Analyst conducts ...

Monitor quarterly/semesterly contract performance requirements. * Meet monthly/quarterly with key account managers to assess performance. * Assist Manager, Contract Operations in collaborating with ...

Basic Requirement for Contract Specialist: Bachelor's degree (or higher degree) from an accredited ... monitoring contractor's performance. This definition of specialized experience is typical of work ...

Manager Contract Development

Deerfield, IL · On-site

$90K - $121K/yr

Works closely with peers within the Contracts & Pricing Department to facilitate contract implementation, monitoring, compliance and analysis for assigned accounts and contracts. Job Responsibilities

Contracts Manager

Chicago, IL

$91K - $122K/yr

Monitor contract performance and ensure adherence to contractual requirements, delivery schedules, compliance obligations, and payment terms. Maintain comprehensive contract files and documentation ...

... contract renewals, and contract amendments. Coordinates compliance procedures with vendors ... Monitors and evaluates vendor performance. Monitors and evaluates vendor performance utilizing ...

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Contract Monitoring information

See Chicago, IL salary details

$42.2K

$109.2K

$143.2K

How much do contract monitoring jobs pay per year?

As of Aug 30, 2026, the average yearly pay for contract monitoring in Chicago, IL is $109,231.00, according to ZipRecruiter salary data. Most workers in this role earn between $91,700.00 and $122,600.00 per year, depending on experience, location, and employer.

What is contract monitoring?

Contract monitoring is the process of overseeing and evaluating the performance of a contract to ensure that all parties meet their obligations and that the terms and conditions are being followed. This involves tracking deliverables, timelines, budgets, and compliance with legal and regulatory requirements. Effective contract monitoring helps to identify issues early, manage risks, and ensure that the goals of the contract are achieved. It is a critical function in both public and private sector organizations to maximize value and minimize disputes.

What are the key skills and qualifications needed to thrive as a contract monitoring specialist?

To thrive as a Contract Monitoring Specialist, you need a strong understanding of contract law, compliance standards, and analytical skills, typically supported by a degree in business, law, or a related field. Familiarity with contract management software, document tracking systems, and sometimes relevant certifications like Certified Professional Contracts Manager (CPCM) is highly beneficial. Attention to detail, effective communication, and problem-solving abilities help ensure successful oversight and resolution of contract issues. These skills are crucial for ensuring contractual obligations are met, minimizing risk, and maintaining productive relationships between parties.

What are the most common challenges faced in a contract monitoring role and how can they be managed?

One of the main challenges in Contract Monitoring is ensuring all parties consistently adhere to contractual terms, especially when dealing with multiple vendors or complex agreements. This often requires careful attention to detail and strong communication skills to quickly resolve discrepancies or misunderstandings. Additionally, keeping up with regulatory changes and maintaining thorough documentation can be demanding, but utilizing contract management software and establishing clear reporting procedures can help streamline these tasks. Collaboration with legal, procurement, and project management teams is essential to proactively address potential issues and support successful contract outcomes.

What is the difference between Contract Monitoring vs Contract Administration?

AspectContract MonitoringContract Administration
Primary FocusOverseeing contract performance and complianceManaging contract documentation and processes
Skills & CertificationsContract management, compliance, communicationDocumentation, negotiation, organizational skills
Work EnvironmentProject sites, client offices, compliance departmentsOffice settings, legal or procurement departments
Industry UsageConstruction, government, corporate sectorsLegal, procurement, government agencies

Contract Monitoring primarily focuses on tracking contract performance and ensuring compliance, while Contract Administration involves managing the contractual documentation and processes. Both roles are essential in contract management but serve different functions within the contract lifecycle.

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

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

Infographic showing various Contract Monitoring job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 11% Part Time, and 5% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $109,231 per year, or $52.5 per hour.

CONTRACTS ADMINISTRATOR

City of Chicago

Chicago, IL • On-site

$125K/yr

Contractor

This job post has expired today. Applications are no longer accepted.


Job description

JOB ANNOUNCEMENT
CONTRACTS ADMINISTRATOR
Department of Family and Support Services
Number of Positions: 1
(additional vacancies possible pending budget approval)
Starting Salary: $ 125,316.00
Applications for this position will be accepted until 11:59pm CDT on 08 /28 /202 6
Under general supervision, performs contract administration functions in an operating department, working with departmental managers to execute appropriate procurement and contracting methods for the purchasing of goods and services, e.g. commodities, work services, professional services, delegate agency contracts and liaising with the Department of Procurement Services (DPS) or Comptroller's Office to ensure compliance with procurement and contract processes, liaising with DFSS IT on the updating and management of a contract management system.
ESSENTIAL DUTIES
  • Provide advice and technical guidance on the City's procurement processes and coordinate the preparation, review and processing of contract documents to ensure contracts are awarded and in place
  • Perform procurement contract maintenance and support functions; majority of duties relate to contract monitoring, preparation and processing of contract modifications, extensions, limit increases and price adjustments
  • Implements procurement and delegate agency contracting policies and procedures
  • Assigns and reviews the work of staff to ensure compliance with standards and procedures established by the Department of Procurement Services (DPS)
  • Directs the development of new RFPs in the addition to conducting the research and development of end user requirements and specifications for Requests for Proposals (RFPs) and bids to be advertised
  • Directs staff in working with department managers to draft contract specifications, compile contract documents and negotiate terms and conditions with vendors, when applicable
  • Negotiates or drafts contracts for professional services evaluation committees
  • Drafts evaluation criteria for RFP evaluation committees
  • Serves as a voting member of evaluation committees for department specific and citywide RFPs
  • Oversees the negotiation and monitoring of disadvantaged, minority and women owned business enterprise (DBE/MBE/WBE) programs
  • Supervises staff responsible for the preparation, processing and compiling of delegate agency contracts
  • Maintains a contract database to manage the expiration and renewal of contracts in a timely manner to avoid service interruption to the department
  • Reviews completed contract packages for appropriateness, completeness and conformance to established policies and standards and forwards to oversight departments for approval
  • Directs the review of bids submitted by vendors and the selection of the lowest responsible bidder
  • Confers with staff on the effectiveness of contract terms and conditions, renegotiates requested changes with vendors and prepares contract amendments
  • Represents the department on contracts, provides justification for non-competitive bid requests and attends Non-Competitive Review Board (NCRB) meetings
  • Reviews, negotiates, and monitors contractual agreements to ensure the efficient acquisition of equipment, materials, products, and services for a department (e.g., non/construction, sewers, capital projects)
  • Monitors vendor performance to ensure compliance with contract terms and conditions
  • Resolves vendor compliance issues and escalates to appropriate parties when necessary
  • Analyzes and evaluates bid specifications, tests, reports, and other relevant data
  • Monitors contract award process
  • Conducts research and benchmarking to identify contracting opportunities that will increase or improve department operating efficiencies
  • Acts as a liaison to DPS, vendors and departments involved in the contract process to expedite or resolve problems
  • Confers with the Law Department, Risk Management and DTI to ensure that specifications and contracts are consistent with City and State statutes, ordinances and policies
  • Oversees the maintenance of contract records and files
  • Reports on the status of contracts and budgetary reports relative to contract spending
  • Prepares financial status reports for capital improvement projects
  • Prepares letters, memoranda and other correspondence or edits staff correspondence for submission to department executive staff
  • Develops, coordinates, and finalizes complex contractual funding and financing arrangements
  • Verifies the delivery and receipt of contracted products and services
  • Monitors staff productivity levels to ensure continuity of services and commodities for department operations
  • Attends and conducts pre-bid conferences, bid openings, delegate agency roundtables, and potential vendor site visits, as needed
  • Leads the development of new functionality in the contract databases
  • Reviews and verifies contract data in the contract database is accurate and regularly maintained
  • Collaborates on the implementation of new data analytics platforms related to the contract data
  • Develops and lead training for internal staff and for external stakeholders

Location: 1615 West Chicago Avenue
Days: Monday - Friday
Hours: 9:00 am - 5:00 pm
THIS POSITION IS EXEMPT FROM THE CAREER SERVICE
Qualifications
Nine (9) years of work experience in the development and administration of vendor procurement/grant contracts, lifecycle contract management databases, and data visualizations of contract data, OR
Graduation from an accredited college with an Associate's degree, plus seven (7) years of work
experience in the development and administration of vendor procurement/grant contracts, lifecycle contract management databases, and data visualizations of contract data, OR
Graduation from an accredited college or university with a Bachelor's degree, plus five (5) years
of work experience in the development and administration of vendor procurement/grant contracts, lifecycle contract management databases, and data visualizations of contract data, OR
Graduation from an accredited college or university with a Master's degree or higher plus four
(4) years of work experience in the development and administration of vendor procurement/grant contracts, lifecycle contract management databases, and data visualizations of contract data.
Selection Criteria
This position requires applicants to complete an interview. The interviewed candidate(s) possessing the qualifications best suited to fulfill the responsibilities of the position, based on the oral part of the interview will be selected.
For information about City of Chicago employee benefits, please click here
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APPLICATION EVALUATION: Initial evaluation will be based on the information provided on the application and the documents submitted. Department of Human Resources staff will review applications after the final posting date. Staff will follow all required employment/hiring plan provisions, federal, state, and local laws, and collective bargaining agreements when applicable. Staff will apply hiring preferences as required by the municipal code. Placement on an eligibility list is not an offer or guarantee of an interview nor employment with the City of Chicago
COMMITMENT TO DIVERSITY: To further our commitment to hiring applicants with diverse experience, the City of Chicago has adopted ordinances 2-74-020 and 2-74-075. The ordinances provide a preference to applicants who meet the minimum qualifications and who are veterans of the Armed Forces of the United States, residents of Socio-Economically Disadvantaged Areas (SEDA), and/or Chicago Public School (CPS) high school graduates. These hiring preferences do not apply to bidders. For positions covered by a collective bargaining agreement, bidders will be considered before external candidates. The learn more about our hiring processes click here.
ALL REFERENCES TO POLITICAL SPONSORSHIP OR RECOMMENDATION MUST BE OMITTED FROM ALL APPLICATION MATERIALS SUBMITTED FOR CITY EMPLOYMENT.
The City of Chicago is an Equal Opportunity and Military Friendly Employer and Fair Chance Employer
City of Chicago
Brandon Johnson, Mayor