AI recommends · Software

Which online booking software do AI tools recommend for a small business?

We asked four AI tools five questions a buyer might ask about online booking software for a small business, each one twice. Here are the products their answers named, and how many answers named each one.

Products the answers named

18 products were named in 2 or more answers. 7 of them were named by all four AI tools. 7 more were named in just one answer each.

Products named in 2 or more of the 40 answers, most named first; ties in A to Z order. Under each AI tool, the count is out of the answers we counted from that tool.

Products the answers named, with the number of answers naming each
ProductAnswers naming itChatGPTClaudePerplexityGemini
Square Appointments squareup.com 39 of 40 10 of 10 10 of 10 9 of 10 10 of 10
Calendly calendly.com 27 of 40 8 of 10 6 of 10 5 of 10 8 of 10
Acuity Scheduling acuityscheduling.com 25 of 40 6 of 10 7 of 10 5 of 10 7 of 10
Setmore setmore.com 19 of 40 2 of 10 8 of 10 3 of 10 6 of 10
SimplyBook.me simplybook.me 14 of 40 0 of 10 10 of 10 2 of 10 2 of 10
Fresha fresha.com 11 of 40 2 of 10 2 of 10 2 of 10 5 of 10
Vagaro vagaro.com 9 of 40 2 of 10 2 of 10 2 of 10 3 of 10
GlossGenius glossgenius.com 7 of 40 2 of 10 2 of 10 1 of 10 2 of 10
Zoho Bookings zoho.com 6 of 40 1 of 10 2 of 10 0 of 10 3 of 10
Cal.com cal.com 5 of 40 0 of 10 0 of 10 1 of 10 4 of 10
Mangomint 5 of 40 0 of 10 2 of 10 0 of 10 3 of 10
Google Calendar 4 of 40 0 of 10 2 of 10 0 of 10 2 of 10
SuperSaaS supersaas.com 4 of 40 0 of 10 4 of 10 0 of 10 0 of 10
Booksy 3 of 40 0 of 10 2 of 10 0 of 10 1 of 10
Housecall Pro 2 of 40 0 of 10 0 of 10 0 of 10 2 of 10
Jobber 2 of 40 0 of 10 0 of 10 0 of 10 2 of 10
TidyCal 2 of 40 0 of 10 0 of 10 0 of 10 2 of 10
Trafft trafft.com 2 of 40 0 of 10 2 of 10 0 of 10 0 of 10

A name here means only that AI tools named it. We have not checked these products, and we do not recommend any of them. We show names and counts only. We never repeat what the AI tools said about a product, because AI answers can be wrong.

7 more products were named in just one answer each. We do not list them: one answer is too little to go on.

Looking for your own product? The free check at the end of this page shows whether AI tools name you when buyers ask.

The questions, word for word

We wrote these five questions in a buyer's words, and none of them names a product. We asked them in English, exactly as written here.

  1. Which online booking software would you recommend for a small business?
  2. My customers book appointments with me by phone. What app could let them book online instead?
  3. Is there appointment booking software with a free plan for a one-person business?
  4. Which booking software is easiest to set up for someone who isn't technical?
  5. What appointment booking software works well for a small salon or studio?

Sites the answers linked to

The websites the answers linked to most, with the number of answers that linked to each.

  • squareup.com: 15 answers
  • simplybook.me: 12 answers
  • acuityscheduling.com: 10 answers
  • calendly.com: 9 answers
  • guideflow.com: 9 answers
  • zoho.com: 7 answers
  • cal.com: 6 answers
  • fitsmallbusiness.com: 6 answers
  • glossgenius.com: 6 answers
  • zapier.com: 6 answers

How we asked

We asked OpenAI (gpt-6-luna), Anthropic (claude-haiku-5-5), Perplexity (perplexity/sonar) and Google Gemini (google/gemini-3.8-flash) through their official APIs, with web search on, as our paid audit does.

We reached Google Gemini through Perplexity's API, so it searched the web with Perplexity's search.

We asked each question twice on each AI tool on 31 October 2026, with the search location set to the United States: 40 answers in all.

To find the names, a separate AI model (Anthropic's claude-haiku-5-5) listed the products each answer named. Our code then counted them.

A product counts once per answer. Spellings of one name count as one (for example with and without "Inc"). Directories, platforms and the AI tools themselves are not counted as products, and neither is a product named only to warn against it.

An editor merged names that are the same product.

AI answers change from day to day and from one ask to the next. This is one snapshot of 40 answers, not a ranking and not a review.

With this few answers, small gaps mean little: a product named in 4 answers and one named in 3 could swap places next time.

Research method version 1.0, built on our audit methodology version 1.8.

Corrections and removals

Is your product listed wrongly, or do you want its name taken off this page? Write to help@aipickcheck.com. We correct mistakes, and we remove a name when its owner asks.

Is your business named when buyers ask?

The free check asks two AI tools five questions your buyers would ask, about your own business. Free, no card, about 2 minutes.