High-paying sales jobs in Chicago
Sales involves promoting and selling products or services to customers. Salespeople negotiate and close deals to meet targets. Persuasion and strong interpersonal skills are crucial.
The 2,152 sales jobs listed below pay well, with salaries between $67,310 and $146,055 per year. Sales Associate, Sales Representative and Account Executive are among the most popular high-paying roles in Chicago, IL.
Job title
Updated Oct 25, 2026Sales Director
Chicago
Illinois
Sales Manager
Chicago
Illinois
Regional Sales Manager
Chicago
Illinois
Sales Executive
Chicago
Illinois
Account Manager
Chicago
Illinois
Account Executive
Chicago
Illinois
Outside Sales Representative
Chicago
Illinois
Sales Representative
Chicago
Illinois
Business Development Representative
Chicago
Illinois
Sales Associate
Chicago
Illinois
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Sales Director
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Sales Directors lead strategy, manage sales teams, and drive revenue targets. Expertise in sales techniques, leadership skills, and market analysis are critical.
The top companies hiring Sales Director in Chicago, IL are Accenture (3 jobs), Logic, Inc. (3 jobs), and Braze (2 jobs).
Sales Director jobs take 35 days on average from job posting to starting date. Currently, 35% of job openings offer remote or hybrid positions and 1% of job openings are part-time roles.
See jobsAverage pay
Chicago
$146,055 per yearIllinois
$124,470 per year -
Sales Manager
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Sales Managers lead teams, develop strategies, and drive revenue growth. Strong leadership skills, sales expertise, and ability to analyze market trends are essential for success.
The top companies hiring Sales Manager in Chicago, IL are AutoZone (34 jobs), Logic, Inc. (3 jobs), and Buck Mason (3 jobs).
Sales Manager jobs take 61 days on average from job posting to starting date. Currently, 15% of job openings are part-time roles.
See jobsAverage pay
Chicago
$106,137 per yearIllinois
$98,377 per yearSkills
- Sales
- Communication skills
- English
- Business development
- Sales management
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Regional Sales Manager
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Regional Sales Managers oversee sales teams, achieve targets, and expand market reach. Proven sales experience, leadership abilities, and strong industry knowledge are crucial.
The top companies hiring Regional Sales Manager in Chicago, IL are NEDERMAN (3 jobs), Oil-Dri Corporation of America (2 jobs), and Rush Enterprises (2 jobs).
Regional Sales Manager jobs take 44 days on average from job posting to starting date. Currently, 34% of job openings offer remote or hybrid positions and 0% of job openings are part-time roles.
See jobsAverage pay
Chicago
$104,029 per yearIllinois
$116,187 per yearSkills
- Sales
- Communication skills
- Negotiation
- Sales management
- Business development
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Sales Executive
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Sales Executives drive revenue, build client relationships, and negotiate deals. Excellent communication, sales strategies, and relationship-building skills are key for success.
The top companies hiring Sales Executive in Chicago, IL are Accenture (4 jobs), EY (3 jobs), and AT&T (2 jobs).
Sales Executive jobs take 99 days on average from job posting to starting date. Currently, 37% of job openings offer remote or hybrid positions and 1% of job openings are part-time roles.
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Chicago
$100,092 per yearIllinois
$98,266 per yearSkills
- Sales
- Communication skills
- English
- B2B sales
- Marketing
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Account Manager
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Account Managers maintain client portfolios, develop sales strategies, and resolve service issues. Strong communication, sales acumen, and relationship-building skills are key to excelling in this role.
The top companies hiring Account Manager in Chicago, IL are State Farm (31 jobs), Cogent Communications (7 jobs), and Rippling (5 jobs).
Account Manager jobs take 54 days on average from job posting to starting date. Currently, 20% of job openings offer remote or hybrid positions and 1% of job openings are part-time roles.
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Chicago
$90,290 per yearIllinois
$81,451 per yearSkills
- Communication skills
- Sales
- Account management
- Negotiation
- B2B sales
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Account Executive
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Account Executives build client relationships, manage sales processes, and meet revenue goals. Sales expertise, communication skills, and relationship-building ability are essential.
The top companies hiring Account Executive in Chicago, IL are Salesforce (11 jobs), Accenture (5 jobs), and Gartner (5 jobs).
Account Executive jobs take 98 days on average from job posting to starting date. Currently, 40% of job openings offer remote or hybrid positions and 1% of job openings are part-time roles.
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Chicago
$89,800 per yearIllinois
$83,753 per yearSkills
- Tally
- Microsoft Excel
- Accounting software
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Outside Sales Representative
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Outside Sales Representatives build client relationships, develop sales proposals, and close deals. Strong communication skills, sales expertise, and an ability to work autonomously are essential.
The top companies hiring Outside Sales Representative in Chicago, IL are Sales Focus, Inc. (6 jobs), Platinum Supplemental Insurance (4 jobs), and Richards Building Supply (3 jobs).
Outside Sales Representative jobs take 76 days on average from job posting to starting date. Currently, 13% of job openings offer remote or hybrid positions and 2% of job openings are part-time roles.
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Chicago
$81,272 per yearIllinois
$85,242 per year -
Sales Representative
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Sales Representatives identify prospects, present products, and close deals to meet targets. Expertise in sales techniques, strong communication skills, and market knowledge are crucial.
The top companies hiring Sales Representative in Chicago, IL are RXO (10 jobs), Power Home Remodeling (4 jobs), and ServiceTitan (3 jobs).
Sales Representative jobs take 79 days on average from job posting to starting date. Currently, 14% of job openings offer remote or hybrid positions and 10% of job openings are part-time roles.
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Chicago
$70,509 per yearIllinois
$79,436 per yearSkills
- Sales
- English
- Communication skills
- B2B sales
- Marketing
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Business Development Representative
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Business development representatives generate leads, build relationships and identify new business opportunities. Strong communication skills, persistence and industry knowledge are essential.
The top companies hiring Business Development Representative in Chicago, IL are RXO (4 jobs), Colgate-Palmolive (2 jobs), and Centrica (2 jobs).
Business Development Representative jobs take 76 days on average from job posting to starting date. Currently, 28% of job openings offer remote or hybrid positions and 7% of job openings are part-time roles.
See jobsAverage pay
Chicago
$67,310 per yearIllinois
$69,035 per year -
Sales Associate
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Sales Associates engage customers, manage transactions, and enhance shopping experiences. Strong communication skills, product knowledge, and ability to build relationships are crucial for generating sales.
The top companies hiring Sales Associate in Chicago, IL are DTLR, Inc (38 jobs), Dollar General (19 jobs), and Foot Locker (18 jobs).
Sales Associate jobs take 46 days on average from job posting to starting date. Currently, 44% of job openings are part-time roles.
See jobsAverage pay
Chicago
$18.47 per hourIllinois
$16.97 per hourSkills
- Sales
- Communication skills
- English
- Customer service
- Retail sales