What's included in the WordPress website maintenance plan?

Every WordPress website maintenance plan includes plugin and core updates, regular backups, security scans, uptime monitoring, and a monthly report. Higher plans also include tested upgrades on a staging environment, performance optimization, and dedicated support. See the full breakdown in our pricing section.

How can I send you my login credentials?

We use an encrypted, secure method to receive your login credentials, never plain email. Once you choose a plan, we'll send you a private intake form with secure access sharing. Your credentials are handled with full confidentiality and never shared outside our team.

How do you keep WordPress websites up to date?

We regularly monitor WordPress core, plugin, and theme releases. Before we push any update live, we test it on a staging environment to check for conflicts or errors. Once it passes review, we apply it to your live site and confirm everything still works.

Can you improve my WordPress site's page speed?

Yes. We conduct a comprehensive performance audit to identify what's slowing down your site. We then handle image optimization, configure caching, integrate a CDN, and make sure your site runs on the latest PHP version. Most clients see noticeable speed improvement within the first week.

Do you provide Technical Support for websites that are not hosted on your servers?

Yes, we do. Howdy Tech provides WordPress website maintenance and support for sites hosted anywhere, including third-party hosting providers. You don't need to migrate your site to work with us. We simply need secure access, and we'll handle everything from there.

Do you offer discounts if we have multiple websites?

Yes, we offer custom pricing for clients with multiple websites. If you manage more than two WordPress sites, reach out to our team, and we'll put together a plan that covers them all at a rate that makes sense for your situation.

CHICAGO'S TRUSTED WEB EXPERTS

Website Maintenance Services in Chicago That Keep Your Site Running Right

A slow page, a broken form, or one outdated plugin can quietly cost you customers every day. With our website maintenance services in Chicago, HowdyTech LLC keeps your Chicago website secure, fast, and working exactly as it should, so your visitors get the right experience, and you get the business.

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WHAT WE COVER

Chicago Website Maintenance Services That Work

Every service below keeps your site secure, fast, and conversion-ready.

Service 01

Security Monitoring & Threat Removal

Your site faces automated attacks daily. We run continuous scans, catch threats early, and remove malware before it damages your data, your visitors, or your reputation.

Service 02

Plugin, Theme & Core Updates

Outdated software is how most Chicago websites get compromised. We test and apply every update in a staging environment first, so nothing breaks on your live site.

Service 03

Performance Optimization & Speed Checks

Slow pages lose customers before they convert. We identify what is dragging your site down and fix it so every page loads fast on every device.

Service 04

Daily Backups & Disaster Recovery

If something goes wrong, you need a clean backup ready to restore from. We run daily off-site backups so your site can recover quickly without losing critical data.

Service 05

Uptime Monitoring & Downtime Response

Every minute your site is down costs you customers. We monitor your website around the clock and respond immediately if it goes offline unexpectedly.

Service 06

Content Updates & Technical Support

Your website should reflect where your business is today. We handle text changes, image updates, page additions, and technical fixes without long wait times or unnecessary back-and-forth.

How We Manage Your Website Maintenance From Day One

You don't have time to manage the technical side of your website, and you shouldn't have to. Our process is straightforward from day one: we review what you have, set everything up properly, and take it from there so you stay focused on running your business

Website Audit

We start by reviewing your current site, security vulnerabilities, broken elements, speed issues, outdated software, and anything that needs immediate attention before ongoing maintenance begins.

Onboarding & Access Setup

You give us the access we need, and we configure monitoring tools, backup systems, and staging environments, the groundwork that makes every future update and fix reliable from day one.

Maintenance Plan Activation

Based on your site's size, traffic, and complexity, we activate your plan, daily backups, security scans, update schedules, and uptime monitoring all go live before we touch a single file.

Ongoing Updates & Monitoring

We handle every update, scan, and performance check on a set schedule. You get proactive maintenance without any manual involvement on your end, and nothing slips through the cracks.

Monthly Reporting & Check-Ins

Every month, you receive a clear report showing what was updated, what was caught, and how your site performed, so you always know exactly what's happening with your website.

Start With a Free Audit

Talk to Our Team

AFFORDABLE PRICING PLANS

Website Maintenance Plans Built for Chicago Businesses

Starter Plan

Best for small Chicago businesses that need the basics covered reliably every month.

$99

/ month

Monthly plugin, theme & CMS updates
Weekly off-site backups
Security scanning & malware monitoring
Uptime monitoring (24/7)
SSL certificate management
Basic performance checks
Email support (2 business day response)

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Professional Plan

Website support in Chicago best for growing businesses where the website actively generates leads or supports sales.

$249

/ month

Everything in Starter
Daily off-site backups
Priority security response & malware removal
Monthly performance optimization
Up to 2 hours of content updates per month
Monthly website health report
Staging environment for safe updates
Priority email & phone support (same business day response)

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Business Plan

Best for e-commerce sites, high-traffic platforms, or businesses that need hands-on, dedicated support.

$499

/ month

Everything in Professional
Daily security scans with manual review
Up to 5 hours of content & technical updates per month
WooCommerce / e-commerce maintenance support
Core web vitals & page speed optimization
Broken link & 404 monitoring
Quarterly strategy call with your account manager
Emergency response (within 2 hours)
Dedicated point of contact

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WHY CAN’T YOU SKIP IT?

What Professional Website Maintenance in Chicago Actually Does

Most website problems don't announce themselves; they quietly affect your rankings, your conversions, and your credibility. Our professional website maintenance company in Chicago stops those problems before your visitors or Google ever notice them.

Stronger Security

Regular monitoring and updates keep your site safe from daily automated attacks.

Faster Pages

A fast-loading site keeps visitors engaged and significantly reduces your bounce rate.

Better Search Rankings

Clean code, fast pages, and regular updates directly support your search rankings.

Lower Repair Costs

Monthly maintenance costs far less than fixing a single neglected website incident.

Do Small Businesses Need Website Maintenance?

Yes, and in many cases even more than larger companies. A small business can't handle a two-day outage or a hacked checkout page the way a big corporation can. Your website is often the first thing a potential customer sees, and one bad experience is enough for them to leave. Chicago website maintenance helps prevent these issues, without you needing to manage anything yourself, whether it’s WordPress web maintenance or Shopify store maintenance.

Industries and Organizations We Support

We work with Chicago businesses across professional services, law, healthcare, real estate, retail, hospitality, non-profits, and e-commerce. Whether you run a single-location business on the North Side or a multi-service company operating across the city, our website management and maintenance services are built around what your site actually needs.

Why Chicago Businesses Choose HowdyTech LLC for Maintenance

We don’t oversell plans or lock you into contracts you don’t need. HowdyTech LLC works with businesses to figure out exactly what their website requires and builds a maintenance plan around that, transparent reporting, proactive updates, and a team that responds when something needs attention. No generic packages, no chasing for updates, just consistent website maintenance and management services in Chicago that keeps your business running online.

FROM THE PEOPLE WE SERVE

What Chicago Businesses Say About Working With Us

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I had been dealing with a slow, glitchy site for almost a year before reaching out to HowdyTech LLC. Within the first month of their maintenance plan, page speed noticeably improved, and I stopped receiving error emails. I don't think about my website anymore, which is exactly what I wanted.

Marcus J. Calloway

Owner, Calloway Commercial Cleaning

Our WooCommerce store had an issue with checkout after a plugin update, and HowdyTech LLC caught it before a single customer ran into it. That kind of proactive work is exactly what we needed. Their team responds fast and actually communicates. Very satisfied with the work.

Dana Ferretti

Director of Operations

Best team. What I appreciated most was the monthly report. I could actually see what was updated, what was flagged, and what was fixed. It gave me confidence that things were being handled properly, not just on paper. Would recommend HowdyTech LLC to any Chicago business that takes its website seriously.

James Okafor

Managing Partner

We were on a basic hosting plan with no real maintenance in place. After HowdyTech LLC ran an initial audit, they found three outdated plugins with known vulnerabilities, all of which we'd been running for months. They cleaned everything up fast. The audit alone was worth the call.

Priya Nandakumar

Office Manager

I run a small restaurant group, and my website is important for reservations and new customers finding us. Since signing up for HowdyTech LLC's maintenance plan, the site's been consistently fast, and I've had zero downtime during peak periods. I very much appreciate the transparency and dedication.

Anthony DeLuca

Founder

GET YOUR ANSWERS

Frequently Asked Questions

Most Chicago website maintenance plans run between $149 and $699 per month, depending on your site's size, traffic, and the level of support you need. HowdyTech LLC's plans are transparent; you know exactly what's included before you commit, with no surprise invoices.

A proper maintenance plan covers software and plugin updates, security monitoring, off-site backups, uptime monitoring, and performance checks. Higher-tier plans add content updates, monthly reporting, and priority support. Think of it as everything your site needs to stay secure, fast, and functional over time.

Core updates, plugins, and themes should be checked and updated at least monthly, and ideally more often for high-traffic or e-commerce sites. Security patches sometimes need to be applied within hours of release. Waiting too long on any of these is one of the most common reasons Chicago websites get hacked.

Basic content updates, such as swapping text and changing images, are manageable on your own. However, plugin updates, security scans, backups, and performance optimization require technical knowledge and consistent time. Most business owners find the cost of a maintenance plan far lower than the cost of a single incident caused by DIY neglect.

With HowdyTech LLC, updates are applied in a staging environment first and tested before going live. This means your visitors never see a broken page or a site in progress. Scheduled maintenance is handled during low-traffic windows, so any disruption is minimal and controlled.

If your site is compromised, we respond immediately, isolating the issue, removing the threat, and restoring from a clean backup. Our Business plan includes an emergency response within two hours. The faster malware or a critical failure is addressed, the less damage it does to your data and your reputation.