Outsourced IT Support Services in Chicago
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 support outsourcing services near you, allowing local businesses to focus on growth without being bogged down by technology issues.
IT Support You Can Trust








5.0 ⭐⭐⭐⭐⭐
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 Outsourcing for 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.
Comprehensive IT Services
Offered by LeadingIT
Frequently Asked Questions About Outsourced IT Services in Chicago
What is outsourced IT support services?
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.
How does LeadingIT ensure my systems are secure?
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.
Can outsourcing IT support save my business money?
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.
How quickly can LeadingIT resolve IT issues?
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.
Can LeadingIT support hybrid and remote work environments?
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.
EXCELLENT Based on 72 reviews Posted on Kati RainboltTrustindex verifies that the original source of the review is Google. Seth is an asset to LeadingIT. Thankful for his help.Posted on Randy WTrustindex verifies that the original source of the review is Google. My computer locked up with a warning that Trojan viruses were on the loose. I emailed LeadingIT with my phone and received a call from Alex soon after. Alex was calm, explained what was going on, and was able to both resolve the issue and assure me that no damage had been done. From start to finish, the process moved much more quickly than I had expected.Posted on Chris CusmanoTrustindex verifies that the original source of the review is Google. Geovel was very helpful gave very clear direct instruction. Very happy with the service. 5 stars !!Posted on Stephanie King-MyersTrustindex verifies that the original source of the review is Google. Dustin Looper worked tirelessly to help set up my Macbook so that I could access my company's H: drive through SMB connection. He followed up to confirm all data within the shared drive is accessible.Posted on Lisa LynchTrustindex verifies that the original source of the review is Google. Hissan from LeadingIT helped me fix a problem that had been going on for at least two months and could not be solved by any of the partners I work with, which includes a company worth $15 billion dollars. He was quick to respond to my ticket, walked me through everything to identify the problem, and jumped into a meeting with the partners to help with problem solving. He researched the problem between our first contact and the meeting and found the solution to the issue in about one workday. I appreciate Hissan and LeadingIT for the speedy solution.Posted on Bob DiamondTrustindex verifies that the original source of the review is Google. Alex fixed another issue quickly and without interruption of my operation. He and the LeadingIT Team are really the good quality IT support every business needs. Thanks, Bob DiamondPosted on IL Pathways to HealthTrustindex verifies that the original source of the review is Google. My name is Jaime Pena. Health Promotion Team Lead with the IL Pathways to Health Department. I want to thank Alex Del Fiacco for helping me resolve an issue with my laptop. I was a bit worried when I realized my profile looked as if all of my files have been deleted and lost. Luckily, Alex, found the issue and fixed real fast. Thanks Alex and LeadingIT Team Best, JaimePosted on Trina WilliamsTrustindex verifies that the original source of the review is Google. Vanessa is always so helpful and gets the job done right! Very thoughtful as well!Posted on Taylor MarkanichTrustindex verifies that the original source of the review is Google. Alex Del Fiacco was so friendly and so helpful. He quickly helped me address the issues I was having. Great experience! Alex was great.Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
Get a Free IT Support Assessment or call us now to learn how we can enhance your IT operations and support your business growth.