Customer Service Representative Jobs in Chicago, IL
Customer Service Representative jobs in Chicago are concentrated in the Loop, River North, and the Near North Side, across financial services, healthcare, insurance, and retail. Employers hiring right now include Circle K, State Farm, and Midwest Foods. Scan the live roles below and apply to whichever ones fit.
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CUSTOMER SERVICE REPRESENTATIVE
What the Job Entails:
- Create and maintain strong customer and vendor relationships
- Manage day to day transportation operations including but not limited to: load building, tracking, scheduling shipments, issue resolution, continuous improvement opportunities
- Provide weekly coaching in the form of 1 on 1s. Work with Director and Customer Success Manager to implement changes and efficiencies.
- Creates and Maintains customer SOPs
- Maintain effective and professional communication both internally and externally within a timely manner
- Work alongside manager and Customer Success Manager to develop the team & best practices
- Serve as an additional escalation with team members and help/coach problem solving techniques
- Become an expert on spot quoting opportunities
- Work to provide continuous improvements and creative solutions
- Assist with cost negotiation on shipments
- Collaborate with both carrier and sales teams
- Continue to follow standard operating procedures
- Reporting – ensuring data is accurate
- Organic Growth of Accounts
- Ensures afterhours and weekend shipments are setup for success and handles issues as they arise.
- LTL experience
- Team Lead/Assistant Manager Experience
- 2 years of Food/bev, retail, CPG – working with previous startups is a promise
- Detail oriented
- Experience with carriers is a plus – will need to know how to vet carriers and help sell consolidation efforts
What We Are Looking For:
- 5+ year experience in the logistics, LTL and supply chain industry
- High School Diploma/GED
- Proficient in Microsoft Office
- Display solid organizational skills
- Problem solving skills, detail-oriented, high level of multi-tasking skills
- Possess professional phone and email mannerisms
- Outgoing personality, high energy, flexible
- Great attitude and desire to work hard
- Team player mentality
- Demonstrate strong leadership skills and strategic thinking
- Ability to be a coach and mentor to operations reps
What We Offer:
- Robust industry with training and mentorship
- Career development and advancement opportunities
- Full Benefit options, including Medical (Dental & Vision)
- Life/AD&D Insurance, Long-term Disability
- 401(k) matching
- Dynamic environment and ‘can-do’ culture
This is a full-time permanent position from Monday to Friday.
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Find JobsCustomer Service Representative Job Market in Chicago
Who's Hiring
- Circle K16

- State Farm16

- Midwest Foods16

- Invitation Homes16I
- Traffic Tech16T
Customer Service Representative Jobs in Chicago: Frequently Asked Questions
How do I get a customer service representative job in Chicago?
Target the sectors that drive the most Chicago hiring: financial services firms in the Loop, healthcare networks on the Near North Side and in Hyde Park, and insurance companies headquartered downtown. Bilingual candidates, especially Spanish speakers, have a clear edge given Chicago's diverse customer base. Familiarity with CRM platforms and experience handling high call volumes stand out to Chicago employers across all of these sectors.
Which companies hire customer service representatives in Chicago?
Employers hiring customer service representatives in Chicago right now include Circle K, State Farm, and Midwest Foods, based on current listings on Migrate Mate as of August 2026. Chicago's mix of major financial institutions, regional insurance carriers, large hospital systems, and national retail headquarters creates steady, year-round demand for customer service professionals at all experience levels.
Are there remote customer service representative jobs in Chicago?
Yes, and customer service representative work is one of the more remote-friendly roles because it is primarily phone- and screen-based rather than hands-on. About 0% of customer service representative openings tied to Chicago are remote or hybrid as of August 2026, reflecting how widely Chicago employers in financial services and insurance have adopted flexible arrangements. Fully on-site roles remain most common in retail and healthcare settings.
How can I get a customer service representative job in Chicago with little or no experience?
The most realistic entry path in Chicago is through retail or hospitality, where employers like large downtown hotels and Michigan Avenue retailers hire with no prior office experience required. From there, lateral moves into call center or account servicing roles at Chicago's insurance and financial services firms are common. Completing a short CRM or customer support certification and highlighting any bilingual ability, especially Spanish, makes entry-level applications more competitive with Chicago employers.
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