There are 119 open Sales Representative jobs in Chicago, IL right now, posted by 24 employers, including Stripe, Flexport, ServiceNow and Okta. 18 of them were posted in the last seven days, and the newest on November 11, 2026.
Most openings ask for 3–5 years of experience; 11 suit entry-level candidates (0–2 years); 41% are remote and 2% hybrid; where employers publish pay, ranges run from $79K to $425K a year (median starting pay $142K); the skills asked for most are Sales, Product, Support, Marketing and Go.
Every listing comes from the employer's own careers page and is refreshed twice a day (last update November 12, 2026). Apply opens the employer's own application page; there is no sign-up and no fee.