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Customer Support Engineer Jobs in Chicago, IL (NOW HIRING)

Flywire

Customer Support Specialist

Chicago, IL · On-site

$18.50 - $25/hr

The CS1 role is the first line of support for our hospitality/e-commerce customers-triaging tickets ... Troubleshoot complex technical issues using logs, developer tools, DataDog, and internal tools.

Adyen

Product Support Engineer

Chicago, IL

$80K - $105K/yr

Product Support Engineer You will directly support Adyen's merchants on highly technical ... You have experience working directly with merchants in a customer support role. * You have strong ...

Albi

Customer Support Specialist

Chicago, IL · On-site

$18.50 - $25/hr

Verify engineering fixes in QA prior to release and conduct regression testing. * Author and ... customer service, technical support, or a related customer-facing role. * Associates Degree or ...

Albi

Customer Support Specialist

Chicago, IL · On-site

$18.50 - $25/hr

Verify engineering fixes in QA prior to release and conduct regression testing. * Author and ... customer service, technical support, or a related customer-facing role. * Associates Degree or ...

Forhyre

Desktop Support Engineer - L2

Downers Grove, IL · On-site

We are looking for a Desktop Support Engineer to provide technical assistance to our clients. You ... Walk customers through installing applications and computer peripherals * Ask targeted questions to ...

krg technology inc

Support Engineer

Chicago, IL · On-site

6-8 years of End User Support experience in handling Windows and Mac environment ... Excellent Communication and Customer Service Skills preferably with experience in working for a ...

Flywire

Customer Support Specialist

Chicago, IL

$18.50 - $25/hr

The CS1 role is the first line of support for our hospitality/e-commerce customers--triaging ... Troubleshoot complex technical issues using logs, developer tools, DataDog, and internal tools.

Flywire

Customer Support Specialist

Chicago, IL

$18.50 - $25/hr

The CS1 role is the first line of support for our hospitality/e-commerce customers--triaging ... Troubleshoot complex technical issues using logs, developer tools, DataDog, and internal tools.

AMF Bakery

1st Line Support Engineer

Elk Grove Village, IL · On-site

$35 - $38/hr

At AMF, we are dedicated to working alongside our customers to produce better food for families ... AMF Bakery Systems is seeking a First Line Technical Service Support Engineer who will support AMF ...

AMF Bakery

1st Line Support Engineer

Elk Grove Village, IL · On-site

$35 - $38/hr

At AMF, we are dedicated to working alongside our customers to produce better food for families ... AMF Bakery Systems is seeking a First Line Technical Service Support Engineer who will support AMF ...

Albi

Customer Support Specialist

Chicago, IL · On-site

$18.50 - $25/hr

Verify engineering fixes in QA prior to release and conduct regression testing. * Author and ... customer service, technical support, or a related customer-facing role. * Associates Degree or ...

Culligan

Sales Support Engineer

Libertyville, IL

$115K/yr

Sales Support Engineer Supervisor: Director of Global Accounts Location: Libertyville, IL ... Participate in customer meetings, site visits, pilot tests, startup activities, and continuous ...

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Showing results 21-40

All JobsCustomer Support Engineer JobsCustomer Support Engineer Jobs in Chicago, IL

Customer Support Engineer information

See Chicago, IL salary details

$40.2K

$81K

$111.9K

How much do customer support engineer jobs pay per year?

As of Aug 6, 2026, the average yearly pay for customer support engineer in Chicago, IL is $81,001.00, according to ZipRecruiter salary data. Most workers in this role earn between $72,200.00 and $92,800.00 per year, depending on experience, location, and employer.

What are some common challenges faced by customer support engineers, and how can they be managed effectively?

Customer Support Engineers often encounter challenges such as troubleshooting complex technical issues under time pressure and managing customer expectations. They may also need to balance multiple cases simultaneously while communicating clearly with both technical and non-technical stakeholders. Effective management of these challenges involves staying organized, practicing active listening, and regularly updating customers on progress. Building strong relationships with internal engineering teams can also help escalate and resolve issues more efficiently.

What are the key skills and qualifications needed to thrive as a customer support engineer?

To thrive as a Customer Support Engineer, you need a solid understanding of technical troubleshooting, product knowledge, and a relevant degree or equivalent experience in IT or engineering. Familiarity with ticketing systems (like Zendesk or Jira), CRM platforms, and diagnostic tools is typically required, along with certifications such as CompTIA A+ or ITIL being advantageous. Outstanding communication, patience, and problem-solving skills distinguish top performers in this role. These capabilities are critical for resolving customer issues efficiently, ensuring satisfaction, and maintaining the reputation of the company’s products and services.

What is the role of a customer support engineer?

A customer support engineer provides technical assistance to customers by diagnosing and resolving product or service issues. They often work with troubleshooting tools, communicate technical information clearly, and may collaborate with development teams to improve products. Strong problem-solving skills and technical knowledge are essential for this role.

What does a customer support engineer do?

A Customer Support Engineer is responsible for assisting customers with technical issues related to a company's products or services. They troubleshoot problems, provide solutions, and ensure that customers have a positive experience with the technology. This role often involves communicating with customers via phone, email, or chat, and may include working with engineering teams to resolve complex issues. Customer Support Engineers play a crucial role in maintaining customer satisfaction and improving product reliability.
What are popular job titles related to Customer Support Engineer jobs in Chicago, IL? For Customer Support Engineer jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Customer Support Engineer jobs in Chicago, IL look for? The top searched job categories for Customer Support Engineer jobs in Chicago, IL are:
Customer Support Engineer jobs near you
Infographic showing various Customer Support Engineer job openings in Chicago, IL as of July 2026, with employment types broken down into 82% Full Time, and 18% Contract. Highlights an 91% In-person, and 9% Remote job distribution, with an average salary of $81,001 per year, or $38.9 per hour.

Customer Support Specialist

Flywire

Chicago, IL • On-site

$18.50 - $25/hr

Full-time

Posted 7 days ago

Job description

Company Description
Are you ready to trade your job for a journey? Become a FlyMate!
Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we're on a mission to deliver the world's most important and complex payments. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world.
What more do we need to truly be unstoppable? Perhaps, that is you!
Who we are:
Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education. We've since scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world.
Today we support more than 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.
With over 1,200 global FlyMates, representing more than 40 nationalities, and in 12 offices world-wide, we're looking for FlyMates to join the next stage of our journey as we continue to grow.
Job Description
The Opportunity:
The CS1 role is the first line of support for our hospitality/e-commerce customers-triaging tickets, solving product questions, and documenting steps for the next team when needed. This role focuses on building technical support skills, using standard procedures to solve routine issues, and maintaining consistent, high-quality communication with customers.
Responsibilities:
  • Respond to a high volume of customer tickets, calls, and emails with empathy, professionalism, and efficiency.
  • Troubleshoot complex technical issues using logs, developer tools, DataDog, and internal tools.
  • Provide clear replication steps, screen recordings, or documentation to escalate issues to Engineering.
  • Translate technical findings into simple, actionable updates for customers and internal stakeholders.
  • Assist in writing SOPs and contributing to knowledge base articles and internal documentation.
  • Take ownership of escalated or pattern-based tickets and track them to resolution.
  • Identify bugs or process inefficiencies and work with the team to improve the overall support workflow.

What You'll Do
  • Handle inbound tickets (email/web/phone) from intake to resolution using Zendesk.
  • Apply standard procedures to routine problems; escalate when appropriate.
  • Troubleshoot by reproducing steps, reviewing screenshots/logs, and isolating variables (browser, network, payment gateway, etc.).
  • Support common use cases such as PDF conversion and basic platform navigation.
  • Maintain quality responses while averaging ~25 solved tickets per day (≈575-600/month).
  • Contribute to macros, Help Center articles, and internal documentation.
  • Partner with Escalations/Tier-2 and Engineering on escalated issues.
  • Provide proactive updates to customers and ensure clear handoffs.

Qualifications
Here's What We're Looking For:
  • 2+ years in a customer-facing technical support role (B2B SaaS or eCommerce preferred).
  • Experience using Zendesk, including Explore, Help Center, and custom views/macros.
  • Familiarity with Jira, DataDog, browser developer tools, and analyzing logs or error messages.
  • Strong verbal and written communication skills; able to break down complex issues for technical and non-technical audiences.
  • Ability to self-prioritize in a high-volume support environment (600+ monthly solved tickets expected).
  • Demonstrated initiative in bug tracking, internal documentation, or team training support.
  • Strong organizational and time-management skills; comfortable with ticket queues, call logs, and daily targets.
  • Background in hospitality or hotel technology (e.g., PMS, eSign/ePay systems) is a plus.
  • Experience with SOP creation is a plus.
  • Participate in customer calls, screen shares, or trainings when escalations require higher-level communication.
  • Rotate into the holiday or on-call support schedule as needed.

Tools You'll Use
  • Zendesk (tickets, macros, views, Explore)
  • Jira (bug tickets) and Confluence (SOPs/KB)
  • Browser developer tools; basic log review
  • DataDog and internal monitoring dashboards
  • PDF conversion tools and hospitality SaaS platforms

Additional Information
Submit today and get started!
We are excited to get to know you! Throughout our process you can expect to meet different FlyMates including the Hiring Manager and other Flymates. Your Talent Acquisition Partner will walk you through the steps and be your "go-to" person for questions.
Flywire is an equal opportunity employer and follows a policy of administering all employment decisions and personnel actions without regard to race, color, religion, sex, pregnancy, gender identity, national origin, age, ancestry, physical or mental disability, sexual orientation, genetic disposition or carrier status, veteran status, or any other category protected under applicable national, federal, state or local law.
The US base salary range for this full-time position is $45,000 - $60,000 and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training.
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