Regional Sales Manager Jobs in Chicago, IL

Regional Sales Manager jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market corridor, with strong demand from companies in distribution, technology, financial services, and healthcare. Employers hiring right now include Jobot, Workday, and Rush Enterprises. See the openings below and apply to the ones that match your experience.

Find Regional Sales Manager Jobs

Overview

Open roles115+
Top employerJobot
Work type67% Remote
Top credentialBachelor's degree
Companies hiring56

Showing 5 of 115+ Regional Sales Manager jobs

Harmonic Security
Regional Sales Manager - Chicago
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Harmonic Security
Added 3d ago
Regional Sales Manager - Chicago
Harmonic Security
Chicago, Illinois
Customer Support
IT Support
Technical Program Management
Remote (US)

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Morgan Truck Body
Regional Sales Manager
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Morgan Truck Body
Added 3d ago
Regional Sales Manager
Morgan Truck Body
Chicago, Illinois
Sales
Account Management
Partnerships & Business Development
Business Development
On-Site
Bachelor's
1,001-5,000

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AmTrust Financial
Regional Sales Manager
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AmTrust Financial
Added 4d ago
Regional Sales Manager
AmTrust Financial
Chicago, Illinois
Business Development
Growth Marketing
Marketing
$77k - $130k/yr
Bachelor's degree in business
5,001-10,000

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N
VA Regional Sales Representative
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N
Added 5d ago
VA Regional Sales Representative
Nephron nitrile
Chicago, Illinois
Account Management
Inside Sales
Sales
Remote (US)

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Cvent
Regional Sales Manager, Enterprise Solutions
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Cvent
Added 6d ago
Regional Sales Manager, Enterprise Solutions
Cvent
Chicago, Illinois
Business Strategy
Product Management
Project Management
$81k - $287k/yr
Remote (US)
Bachelor's degree
1,001-5,000

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See All 115+ Regional Sales Manager Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Regional Sales Manager Jobs

Regional Sales Manager Job Market in Chicago

Who's Hiring

Jobot
Jobot4 open roles
Workday
Workday4 open roles
Rush Enterprises
Rush Enterprises4 open roles

Top Industries Hiring

  • Staffing & Recruiting
  • Healthcare & Medical Services
  • Retail
  • Automotive
  • Consumer Goods

Regional Sales Manager Jobs in Chicago: Frequently Asked Questions

How do I get a regional sales manager job in Chicago?

The strongest path is targeting Chicago's dominant hiring sectors: enterprise software, medical devices, commercial real estate services, and industrial distribution. Roles concentrate in the Loop, River North, and along the Fulton Market corridor. Candidates with a proven book of business in the Midwest, existing relationships with Chicago-area buyers, and experience managing teams across a multi-state territory have a clear edge over generalist applicants.

Which companies hire regional sales managers in Chicago?

Companies currently hiring regional sales managers in Chicago include Jobot, Workday, and Rush Enterprises, per current listings on Migrate Mate as of September 2026. Chicago's mix of Fortune 500 headquarters, major healthcare systems, and a dense cluster of B2B software and logistics firms makes it one of the most active markets in the Midwest for this role.

Are there remote regional sales manager jobs in Chicago?

Yes, though regional sales manager roles are less remote-friendly than most, since the work typically involves in-person client meetings and territory travel. About 85% of regional sales manager openings tied to Chicago are remote or hybrid as of September 2026, and those tend to be roles where account management and forecasting are heavier than field selling. Inside sales leadership and SaaS-focused roles represent the largest share of remote-eligible openings in the Chicago market.

How can I get a regional sales manager job in Chicago with little or no experience?

The most realistic entry path is moving up from a senior account executive or territory sales rep role at a Chicago employer, then making the case for a team lead or player-coach position. Mid-size B2B distributors headquartered in the suburbs, along with Chicago's many SaaS and health tech startups, regularly promote strong individual contributors into first-time management roles. Building a track in Midwest territory sales and getting comfortable with pipeline reporting tools gives candidates a concrete advantage when applying locally.

Which industries hire the most regional sales managers in Chicago?

The sectors hiring the most regional sales managers in Chicago are Staffing & Recruiting, Healthcare & Medical Services, and Retail, based on current listings on Migrate Mate as of September 2026. Chicago's role as a Midwest logistics hub, combined with its concentration of healthcare organizations and enterprise technology firms headquartered downtown, keeps demand for sales leadership consistently high across those sectors.

See All 115+ Regional Sales Manager Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Regional Sales Manager Jobs