Managing IT in-house can be challenging and costly, especially for small to mid-sized businesses. At LeadingIT, we offer Outsourced IT Support in Chicago to help businesses with 25 to 200 employees streamline their IT operations. Since 2010, our team has been delivering responsive, reliable, and secure IT services, allowing businesses to focus on growth without being bogged down by technology issues.
Pain Points for Chicago Businesses Without Professional Outsourced IT Support
High Costs
Maintaining a full-time IT staff can strain budgets, especially for smaller businesses.
Limited Expertise
In-house teams often lack the specialized knowledge needed to address complex IT challenges.
Inconsistent Support
Internal IT resources may not be available 24/7, leaving your business vulnerable during off-hours.
Increased Downtime
Without proactive monitoring and maintenance, minor IT issues can escalate into costly downtime.
Difficulty Scaling
Expanding IT capabilities to match business growth can be difficult without external support.
Why Chicago Businesses Trust Our Outsourced IT Support Services
Comprehensive IT Expertise
Our team of certified professionals has the skills and experience to handle all aspects of your IT needs, from troubleshooting to strategic planning, backed up by our unbeatable 60-day guarantee.
24/7/365 Availability
We provide round-the-clock unlimited support, ensuring your systems remain operational and your team stays productive at all times.
Cost-Effective Solutions
Outsourcing your IT to LeadingIT eliminates the need for costly in-house resources, giving you access to services so expert that they can solve even the most daunting, unsolvable problems.
Proactive Monitoring and Maintenance
We proactively monitor your systems to identify and resolve issues before they impact your business, minimizing downtime and improving performance.
Seamless 14-Day ONboarding
Our efficient onboarding process ensures your business transitions to our outsourced IT support seamlessly, without disruptions.
Get A Free Security Assessment
Our painless, confidential assessement will uncover the ways hackers will get into your network. Our cybersecurity assessment will provide your organization with a report that identifies the inefficiencies and vulnerabilities of your IT infrastructure.
Outsourced IT support involves delegating your IT needs to an external provider like LeadingIT. We handle everything from daily technical support to long-term IT planning, allowing your business to focus on core operations.
We implement robust cybersecurity measures, including firewalls, antivirus software, and real-time threat monitoring. Our team also conducts regular security assessments to identify and address vulnerabilities.
Yes, outsourcing eliminates the need for in-house IT staff, reducing payroll and overhead costs. With LeadingIT’s flat-rate pricing, you receive expert support at a predictable and affordable cost.
Our 24/7 help desk team is trained to resolve most issues quickly, often within minutes. For more complex problems, we provide fast escalation to our expert technicians.
Absolutely! We provide comprehensive support for hybrid and remote work setups, ensuring your employees stay connected and productive, no matter where they’re located.
IT Support You Can Trust
35+
Team Members
1 Hour
or less response time
3,500+
Endpoints managed
150+
Active Clients
15+
Years of Service
What Our Clients Are Saying About Our Services
Eric
Services Industry
The best IT provider is the one you never have to see. LeadingIT came out to make corrections to our system on day one and I haven’t seen them since because we don’t need them. They are managing everything behind the scenes and if/when we need them they have the problem fixed immediately….Perfect!
Thom
Municipality
We were not looking for an IT consultant, we were looking for an IT partner. Even better, LeadingIT has become the HPD’s IT “department”. They are a call or click away- at one flat monthly service rate plus cost-effective purchasing power for computers and related equipment.
Mike
Consulting Firm, LeadingIT Client Since 2015
LeadingIT is awesome, they are very knowledgeable and quick to help when we’re having issues or even just need clarification on something. They have a team mentality and aren’t afraid to pull their thoughts together to help deliver exactly what we’re asking for.
Michael
Municipality, LeadingIT Client Since 2013
We engaged Stephen and his staff over 6 years ago to take over day-to-day IT and help desk management. LeadingIT is a professional organization that takes the hassle out of keeping our workstations updated and network secure. They get the job done each and every time.
Elizabeth
Consulting Firm, LeadingIT Client Since 2015
We are very impressed with the LeadingIT’s service, attention to detail, support, response time and professionalism! Our team is incredibly happy with everything. The system that LeadingIT has to submit issues and questions is super convenient and the follow-up and time to get issues resolved is quick and efficient. I would recommend LeadingIT to everyone.
Al
Services Industry, LeadingIT Client Since 2016
What a great bunch of people to work with. They are a young motivated, innovative group with the drive to keep our company up to date with the leading edge of technology. Dependable, reliable, and fast problem solvers on many levels. I have had the pleasure to work with Stephen and his crew on a daily basis and have the confidence that whoever answers the call, I will be taken care of in a fast professional manor. Kudos to Stephen and his company.
ethan schwartz
2025-08-11
Trustindex verifies that the original source of the review is Google.
Started with LeadingIT as my IT support in October of 2024. Onboarding was a breeze. Then I just got a new laptop that I needed to have everything transferred and programs installed. Had some troubles with getting Citrix to run but they escalated and resolved the issue quickly. Thank you Geovel and Hissan.
Yessica Orozco
2025-07-18
Trustindex verifies that the original source of the review is Google.
Geovel was great at assisting me with my issue on my computer. He was able to resolve my problem and I am now able to access my app fully without any issues.
Village of Manhattan
2025-07-07
Trustindex verifies that the original source of the review is Google.
Hissan did an excellent job troubleshooting my ticket and demonstrated strong knowledge throughout the process. He consistently followed up and collaborated effectively with our e-newsletter and website provider. He went above and beyond, even assisting with aspects that extended beyond his initial scope of support. While we didn’t reach a definitive answer, my concerns were more precautionary in nature, and we were ultimately satisfied with the troubleshooting process and the final bounce-back numbers from our most recent e-newsletter.
Chad Meents
2025-07-02
Trustindex verifies that the original source of the review is Google.
Geovel was super helpful once again! A++++
Mike Moon
2025-07-01
Trustindex verifies that the original source of the review is Google.
The LeadingIT team has been a pleasure to work with, and I could easily highlight the positive experiences I’ve had with each person I’ve interacted with. They’re prompt, capable, and quick to resolve IT issues. That said, I’ve had the opportunity to work closely with Vanessa on several projects and challenges, and her support has been truly exceptional. She’s knowledgeable, patient, and quick to grasp the core of any issue. Vanessa consistently provides clear, effective solutions and follows through reliably. Her professionalism and responsiveness have made a significant difference, and I’ve genuinely appreciated working with her. Thank you so much!
Mark Seaquist
2025-06-09
Trustindex verifies that the original source of the review is Google.
Geovel was incredibly helpful in getting our survey software application up and running. We were having issues with our antivirus software interfering with the program, and he went above and beyond to resolve it. He handled everything professionally and was very responsive throughout the entire process. I really felt like he took it personally to make sure I was taken care of, which made a big difference. Excellent service—I highly recommend working with him and the Leading IT team!
Gabriella Romano
2025-06-06
Trustindex verifies that the original source of the review is Google.
Geovel was great at helping me connect my computer to the printer wirelessly.
Jack newton
2025-06-05
Trustindex verifies that the original source of the review is Google.
Geovel was great and very helpful. Got my issue resolved.
