Chilly Billy Heating & Cooling

Chilly Billy Heating & Cooling is a family-owned HVAC company serving Central Florida homeowners with honest, friendly service. The business operates from an office at 807 Sawdust Trail in Kissimmee, FL, and holds Florida license number CAC1821877. Their technicians are EPA-certified and trained to meet NATE’s high industry standards, ensuring quality work on every visit.

The company serves customers across Osceola, Orange, and Seminole counties, including specific towns like Celebration, Poinciana, St. Cloud, Meadow Woods, Lake Nona, Hunters Creek, Orlando, Dr. Phillips, MetroWest, College Park, and Conway. They also cover parts of Polk County. Their service areas include Kissimmee, Celebration, Poinciana, St. Cloud, Meadow Woods, Lake Nona, Hunters Creek, Orlando, Dr. Phillips, MetroWest, College Park, and Conway.

To get started, customers can call 407-557-7935 or book online at hirechillybilly.com. The website allows users to request service by filling out a form with their name, phone, email, and a description of the issue, such as AC repair, heating installation, or duct cleaning. Calls are answered 24/7, including emergencies, and the team typically responds within the hour during business hours.

The business has been operating for over 30 years of combined HVAC experience, though the company itself is family-owned and operated. They describe themselves as a family-focused company dedicated to keeping homes comfortable year-round through dependable service and expert craftsmanship. Their technicians are licensed, bonded, and insured, and they are a certified Goodman dealer.

Chilly Billy Heating & Cooling offers a range of services including AC repair, installation, and replacement; heating repair, installation, and replacement; duct cleaning, installation, and repair; and insulation. They also provide indoor air quality solutions like UV light installation and whole-home air purification. The company also offers a Family Comfort Plan that includes two tune-ups a year for members.

The company's process involves four steps: first, the customer calls or books online to tell them what's going on; second, a licensed, uniformed technician arrives on time and fully stocked; third, the customer approves the price before any work begins; and finally, the AC stops being silly. This method ensures no surprises and fast, friendly comfort every time.

Pricing for common repairs and controls typically ranges from $325 to $1,290, while a complete system replacement usually costs between $7,500 and $16,000. A diagnostic visit during regular hours costs $89, but it is waived when a same-day repair is approved or for Family Comfort Plan members. AC tune-ups for non-members cost $130, and duct cleaning varies based on home size, typically ranging from $910 to $2,130.

The company emphasizes upfront pricing, where customers approve the price before any work begins. They offer free replacement estimates and free second opinions. The website states that they provide honest, upfront pricing with no upsells or scare tactics, and they explain what's wrong, what it costs, and let the customer decide.

The business is licensed and insured, with Florida license number CAC1821877. They are a certified Goodman dealer and their technicians are EPA-certified and trained to meet NATE’s high industry standards. The company is also a member of the Family Comfort Plan program, which provides two tune-ups a year.

Chilly Billy Heating & Cooling operates with calls answered 24/7, including emergencies. Regular business hours are Monday through Friday from 8 AM to 6 PM, and Saturday from 8 AM to 6 PM, with Sunday closed. After-hours diagnostic visits are available for $150, and after-hours service visits are offered whenever scheduling and parts allow.

The company's mascot is a goat named the G.O.A.T., which appears on the uniforms of their technicians. They describe themselves as a family-owned business that treats every customer's home like their own. The name 'Chilly Billy' comes from the promise that when the air conditioner gets silly, the customer calls them.

The company states that their HVAC tune-up costs $130 and helps keep the system running efficiently and reliably. They also offer a pricing guide that lists typical prices for various services, such as thermostat replacement ($345 to $530) and capacitor replacement (around $325). The pricing guide is updated regularly, with the last update noted as November 2026.

Chilly Billy Heating & Cooling is a family-owned and operated business that prides itself on honest, friendly HVAC service. They serve Central Florida neighbors year-round and are committed to providing expert craftsmanship and dependable service. The company's website highlights their dedication to keeping homes comfortable through regular maintenance and prompt repairs.

Chilly Billy Heating & Cooling is located at 807 Sawdust Trail, Kissimmee, Florida.

You can reach Chilly Billy Heating & Cooling by phone at 407-557-7935.