Training Specialist Jobs in Chicago, IL
Training Specialist jobs in Chicago are concentrated in the Loop, River North, and Lincolnshire, driven by demand in healthcare, financial services, manufacturing, and corporate learning and development. Employers actively hiring include Amazon, KONE, and Filevine. See the openings below and apply to the ones that match your experience.
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TRAINING SPECIALIST – TRANSPORATION DISTRIBUTION AND LOGISTICS (TDL)
OLIVE-HARVEY COLLEGE
Olive-Harvey College is looking for a full time Training Specialist – Transportation, Distribution and Logistics (TDL) provides instructional leadership and support by coordinating the development and maintenance of Supply Chain program curricula and materials that comply with licensing, accreditation, funder, and industry standards. This position incorporates innovative, student-centered, and active learning teaching strategies and assists the Director in the implementation of all program models. Performs related duties as assigned.
GENERAL DUTIES:
- Provides classroom instructions to prepare students to successfully complete Secretary of State written tests; provide students with advanced applications, training and testing preparations in Vehicle Inspection,
- Skills/Maneuvers, Range and Road Driving Skills required to meet or exceed requirements needed to successfully pass Illinois Commercial Driver's Test.
- Prepares and maintains daily student documentation as well as provide student performance evaluation.
- Prepare course syllabi, lesson plans and other instructional teaching aids to prepare assist in student success.
- Assists in the scheduling of student training and testing preparations. Additionally, the training specialist will provide instructor training, assessments, observations and retraining.
- Provides reports, evaluations and documentation of training materials.
- Provides training in policy and procedures in compliance with all local, state and federal rules, regulations and laws.
- Reviews and maintains State-required documentation. Audits and verifies student completion documentation.
- Assist with schedules and training workshops. Conducts orientations for potential students.
- Maintains student performance data.
- Provides monthly comparative analysis on student performance.
- Provides instructional training for advanced level students that require CDL Refresher Training.
- Conducts orientations for potential CDL and Fork Lift students.
- Provides theoretical and application instructional training for Fork Lift students.
QUALIFICATIONS:
- Associates Degree or a combination of education and experience.
- Must have valid Class A Commercial Driver's License.
- Minimum of five (5) years of Class A driving experience.
- Valid State of Illinois CDL Instructor License (minimum 3 years of experience).
- Passenger, hazmat, tanker and double endorsements preferred.
Current Fork Lift Operator Certification.
Salary: $58,000-$65,000 annual. Offered salary will be determined by the respective collective bargaining agreement and applicant's education, experience, knowledge, skills and abilities.
Benefits information is found at https://www.ccc.edu/departments/Benefits/
This position is represented by the Local 1600 Faculty Union.
WE OFFER: Excellent benefits at a low cost; investment plans 403(b) & 457(b); SURS retirement plan; generous vacation, holidays, personal & sick days plus tuition reimbursement. For a more detailed overview of benefits, please visit our benefits page.
Chicago residency is required for all full-time employees within 6 months of hire.
We are an equal opportunity and affirmative action employer.
Thank you for your interest in City Colleges of Chicago!
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Find Training Specialist JobsTraining Specialist Job Market in Chicago
Who's Hiring



Top Industries Hiring
- Consumer Goods
- Healthcare & Medical Services
Training Specialist Jobs in Chicago: Frequently Asked Questions
How do I get a training specialist job in Chicago?
Focus your search on the Loop and River North, where financial services firms, consulting practices, and corporate headquarters run active learning and development functions, and on the North Shore and Lincolnshire corridor for manufacturing and professional services employers. Healthcare systems throughout the city also hire heavily for training roles. Candidates who show experience with adult learning design, LMS administration, or compliance training tend to stand out in Chicago's employer-driven market.
Which companies hire training specialists in Chicago?
Employers hiring training specialists in Chicago right now include Amazon, KONE, and Filevine, based on current listings on Migrate Mate as of November 2026. Chicago's mix of major hospital networks, Fortune 500 corporate offices, and financial institutions creates a wide range of employer types actively staffing training roles.
Are there remote training specialist jobs in Chicago?
Yes, though availability depends on the role: positions focused on instructional design, e-learning development, or LMS management are more remote-friendly than hands-on facilitation or manufacturing floor training. About 77% of training specialist openings tied to Chicago are remote or hybrid as of November 2026, with hybrid arrangements most common among Loop-based corporate employers. On-site delivery roles at healthcare systems and industrial employers in the metro area remain largely in-person.
How can I get a training specialist job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a training coordinator or instructional assistant role at a large hospital network, retail corporate office, or staffing firm, where you build facilitation and curriculum support skills before moving into a specialist title. Employers in Chicagoland's manufacturing corridor and healthcare systems like those in the Illinois Medical District often hire entry-level trainers for onboarding and compliance programs. A background in education, HR, or even customer-facing service work translates well when paired with any LMS or e-learning tool experience.
Which industries hire the most training specialists in Chicago?
Most training specialist openings in Chicago sit in Consumer Goods and Healthcare & Medical Services, per current listings on Migrate Mate as of November 2026. Chicago's role as a hub for financial services headquarters, major hospital systems, and a strong manufacturing base creates consistent demand for training professionals who can support compliance, onboarding, and workforce development programs at scale.
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