Trainee Jobs in Chicago, IL

Trainee jobs in Chicago are concentrated across finance, healthcare, technology, and professional services, with openings spread through the Loop, River North, and the West Loop's growing corporate corridor. Employers actively hiring right now include J.B. Hunt, CBRE, and Hertz. Find a role that fits below and apply directly.

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Overview

Open roles178+
Top employerJ.B. Hunt
Work type75% On-site
Top credentialHigh school diploma or GED
Companies hiring13

Showing 5 of 178+ Trainee jobs

Dollar Tree
Store Manager Trainee
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Dollar Tree
Added 1w ago
Store Manager Trainee
Dollar Tree
Chicago, Illinois
Business Development
Growth Marketing
Marketing
$50k.96 - $63k.52/yr
10,000+

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American Heritage Inc.
General Construction Laborer – Chimney & Rooftop Trainee
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American Heritage Inc.
Added 1w ago
General Construction Laborer – Chimney & Rooftop Trainee
American Heritage Inc.
Chicago, Illinois
Business Development
Growth Marketing
Marketing
$18 - $24/hr
On-Site
High school diploma or GED
11-50

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Latham & Watkins LLP
Business Services Trainee
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Latham & Watkins LLP
Added 1w ago
Business Services Trainee
Latham & Watkins LLP
Chicago, Illinois
Administrative & Office Support
Office Management
Project Management
High school diploma or GED
1,001-5,000

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CBRE
Union Trainee
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CBRE
Added 1w ago
Union Trainee
CBRE
Chicago, Illinois
Health & Safety
Maintenance & Repair
Skilled Trades
$38k/yr
High school diploma or GED
10,000+

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Hertz
Manager Trainee
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Hertz
Added 1w ago
Manager Trainee
Hertz
Chicago, Illinois
Business Operations
Customer Success
Project Management

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See All 178+ Trainee Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

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Trainee Job Market in Chicago

Who's Hiring

  • J.B. Hunt
    J.B. Hunt25
  • CBRE
    CBRE13
  • Hertz
    Hertz13
  • Menards
    Menards13
  • TANKNOLOGY
    TANKNOLOGY13

Top Industries Hiring

  • Construction & Real Estate
  • Investment & Asset Management

Trainee Jobs in Chicago: Frequently Asked Questions

How do I get a trainee job in Chicago?

The most direct path is targeting Chicago's dense concentration of financial services firms in the Loop, large health systems on the Near North Side, and technology companies anchored in the West Loop and River North. Employers there often prefer candidates with relevant coursework, a completed internship, or familiarity with industry-specific software. Applying directly through company career pages and following up promptly gives candidates a real edge in Chicago's competitive market.

Which companies hire trainees in Chicago?

Companies currently hiring trainees in Chicago include J.B. Hunt, CBRE, and Hertz, per current listings on Migrate Mate as of September 2026. Chicago's mix of global headquarters, regional bank branches, major hospital networks, and mid-size professional services firms means trainee openings appear across a wide range of employer sizes and sectors.

Are there remote trainee jobs in Chicago?

Yes, though availability depends heavily on the role: hands-on or clinical trainee positions are almost always on-site, while analytical, financial, and technology-focused trainee roles are more likely to offer flexibility. About 25% of trainee openings tied to Chicago are remote or hybrid as of September 2026, with the highest concentration of remote options in corporate training programs at the Loop's finance and consulting firms.

How can I get a trainee job in Chicago with little or no experience?

The most realistic entry path in Chicago is pursuing structured rotational trainee programs at the city's large employers in banking, insurance, and healthcare administration, many of which are designed specifically for candidates without prior professional experience. Chicago community colleges and universities also have established pipelines into local companies that prioritize recent graduates. Volunteering for Chicago-based nonprofit or civic organizations in a relevant function, then applying to those organizations' entry trainee openings, is another route that consistently produces results.

Which industries hire the most trainees in Chicago?

The sectors hiring the most trainees in Chicago are Construction & Real Estate and Investment & Asset Management, based on current listings on Migrate Mate as of September 2026. Chicago's status as a Midwest financial hub, a national healthcare center anchored by systems like Northwestern and Rush, and a growing technology corridor makes these sectors the consistent drivers of local trainee demand.

See All 178+ Trainee Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Trainee Jobs