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 Reimagined Parking, Motion, and R1 RCM. Scan the live roles below and apply to whichever ones fit.

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Overview

Open roles159+
Top employerReimagined Parking
Work type33% Remote
Top credentialHigh school diploma or GED
Companies hiring12

Showing 5 of 159+ Customer Service Representative jobs

Customer Service Representative
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New 19h ago
Customer Service Representative
KOP Collection Services
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
$19 - $40/hr
On-Site
11-50

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Customer Service Representative
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Added 1d ago
Customer Service Representative
Kennicott Brothers Company
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
High school diploma or GED

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Customer Service Representative (flexible availability)
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Added 1d ago
Customer Service Representative (flexible availability)
Magnolia Operating LLC
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
$18 - $19/hr

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Insurance Customer Service Representative
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Added 2d ago
Insurance Customer Service Representative
Allstate - Armando Bramwell
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
$45k - $70k/yr

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Part-time Patient Customer Service Representative
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Added 3d ago
Part-time Patient Customer Service Representative
R1 RCM
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
$16.12 - $23.21/hr
High school diploma or GED
10,000+

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See All 159+ Customer Service Representative Jobs in Chicago

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

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Customer Service Representative Job Market in Chicago

Who's Hiring

  • Reimagined Parking24
  • Motion12
  • R1 RCM12
  • Circle K12
  • State Farm12

Top Industries Hiring

  • Healthcare & Medical Services

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 Reimagined Parking, Motion, and R1 RCM, based on current listings on Migrate Mate as of November 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 67% of customer service representative openings tied to Chicago are remote or hybrid as of November 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.

Which industries hire the most customer service representatives in Chicago?

The sectors hiring the most customer service representatives in Chicago are Healthcare & Medical Services, based on current listings on Migrate Mate as of November 2026. Chicago's role as a major financial and insurance hub, combined with its large hospital networks and a dense retail corridor along Michigan Avenue, keeps demand for customer service professionals consistently high across these fields.

See All 159+ Customer Service Representative Jobs in Chicago

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