Sales Representative job market in Chicago, IL (2026)
The Sales Representative job market in Chicago, IL is emerging, with 99 open positions across 15+ employers. Hiring momentum is steady, with 66 new listings in the past month and 18 in the last week alone.
What can you expect to earn?
The median salary for Sales Representative roles in Chicago, IL is $71,000, with most positions paying between $60,000 and $92,250. Top performers can earn $100,000 or more at the 90th percentile. Note that 62% of listings in this market don't disclose salary, so actual compensation varies — especially for negotiable roles. For higher compensation, consider Columbus, OH where the median is $85,000.
Skills that employers want
Analysis of job descriptions in Chicago, IL shows the most requested skills are Customer Service, CRM, Salesforce, Logistics, and Project Management. Including these keywords in your resume can significantly improve your ATS match rate. Our Sales Representative resume example shows how to integrate these naturally.
Who's hiring?
The most active employers for Sales Representative positions in Chicago, IL include System One, Sales Focus Inc., Stryker, Boston Scientific, and CoinFlip. Use JobsChat AI to filter by specific companies or discover employers that match your preferences.
Remote & flexible work
7% of Sales Representative jobs in Chicago, IL offer remote or hybrid work (7 positions). While most positions are on-site, a growing number of employers offer flexible arrangements.
Ready to apply?
Start with our Sales Representative resume example. Pair it with a tailored cover letter. Then use JobsChat AI to search all 99 positions and generate application materials in minutes. Browse Sales Representative jobs in other cities or explore all jobs in Chicago, IL.