As of October 1, 2026, 222 live postings. The list refreshes every six hours.
Sales jobs in Chicago: 222 open roles
Updated Oct 1, 2026
222 live sales jobs in Chicago. By AI level, 12 work on AI. 10 use AI. 200 involve little AI. Across all AI levels, the total is 222. Median salary from $120,000. The median is measured on 159 postings that publish an annual USD range. Top employers by postings: Stripe, Salesforce, Braze, Amazon, Flexport.
- open roles
- 222
- Build or work on AI (AI Level 3–4)
- 12
- remote
- 56
New sales jobs in Chicago by email
$102k-$147kChicago, IL4mo
San Francisco, CA; Chicago, IL & New York, NY7mo
$131k-$194kChicago, Illinois, United States of America6mo
Companies hiring sales professionals in Chicago
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Common questions
How many sales in Chicago jobs are open right now?
How much do sales in Chicago jobs pay?
As of October 1, 2026, the median starting salary is $120,000 a year, measured on the 159 postings that publish an annual salary range in US dollars.
Which companies are hiring for sales in Chicago?
As of October 1, 2026, by number of live postings: Stripe (36), Salesforce (33), Braze (21), Amazon (18), Flexport (10).
How much AI work do sales jobs in Chicago involve?
As of October 1, 2026, of the 222 live postings: Works on AI ●●●○: 12 (5%); Uses AI ●●○○: 10 (5%); Little AI ●○○○: 200 (90%). See what each level means.
Which skills come up most in sales jobs in Chicago?
As of October 1, 2026, named in the title or description, with the number of postings that mention each: AI agents (63), AWS (20), Generative AI (12), Machine learning (6), Azure (5).
Method: counted from live, non-expired postings whose title matches the role, filtered to the AI level and, when shown, the city named above (matched against the free-text location field, which can over- or under-count secondary offices). Companies that only republish other employers' postings are excluded from the employer ranking and the salary median. Recalculated every 10 minutes. Levels follow our method.