Driver Jobs in Chicago, IL

Driver Job Market in Chicago, IL (2026)

The Driver job market in Chicago, IL is moderately active, with 319 open positions across 15+ employers. Hiring momentum is strong, with 192 new listings in the past month and 79 in the last week alone.

What Can You Expect to Earn?

The median salary for Driver roles in Chicago, IL is $90,000, with most positions paying between $65,000 and $90,000. Top performers can earn $90,000 or more at the 90th percentile. Note that 91% of listings in this market don't disclose salary, so actual compensation varies — especially for negotiable roles. For higher compensation, consider Portland, OR where the median is $120,000.

Skills That Employers Want

Analysis of job descriptions in Chicago, IL shows the most requested skills are CDL, Logistics, DOT Compliance, and Customer Service. Including these keywords in your resume can significantly improve your ATS match rate. Our Driver resume example shows how to integrate these naturally.

Who's Hiring?

The most active employers for Driver positions in Chicago, IL include May Trucking Company, Altom Transport, Confidential, Domino's Franchise, and Al Warren Oil Company Inc.. Use JobsChat AI to filter by specific companies or discover employers that match your preferences.

Ready to Apply?

Start with our Driver resume example. Pair it with a tailored cover letter. Then use JobsChat AI to search all 319 positions and generate application materials in minutes. Browse Driver jobs in other cities or explore all jobs in Chicago, IL.