Calendly vs Microsoft Bookings:Which is more popular?
In September 2026, Calendly had more branded searches than Microsoft Bookings among scheduling tools in New Zealand. Calendly had about 2,910 branded searches, while Microsoft Bookings had 400. Calendly made up 65.1% of all scheduling tool searches we track, and Microsoft Bookings accounted for 8.9%. When we asked ChatGPT and Google AI Overviews about scheduling tools, Calendly appeared in four of the five answers and Microsoft Bookings in three. Calendly was mentioned before Microsoft Bookings in every answer.
Who do people search for more?
Calendly, about 7 searches for every 1 for Microsoft Bookings
Who does AI mention more?
Calendly, mentioned in 4 of 5 answers, Microsoft Bookings in 3
Who does AI recommend more?
Calendly, named ahead of Microsoft Bookings in every answer
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Top scheduling tools in ChatGPT and Google AI Overviews
In three ChatGPT questions and two Google AI Overviews, Calendly was mentioned in four out of five: in all three ChatGPT answers and in one of the two Google AI Overviews. Microsoft Bookings was mentioned in three out of five: in all three ChatGPT answers, but not in either of the two Google AI Overviews. Calendly was listed before Microsoft Bookings in every answer.
Most recommended by AI
Brands get a higher ranking if they are mentioned earlier in the answers.
Mentioned by AI
Each dot is one answer, filled in when that answer mentions the brand.
- Calendly4 of 5Named in 3 of 3 ChatGPT answersNamed in 1 of 2 Google answers
- Google Calendar appointment schedules4 of 5Named in 3 of 3 ChatGPT answersNamed in 1 of 2 Google answers
Microsoft Bookings3 of 5Named in 3 of 3 ChatGPT answersNamed in 0 of 2 Google answers
Setmore2 of 5Named in 0 of 3 ChatGPT answersNamed in 2 of 2 Google answers
Acuity Scheduling2 of 5Named in 1 of 3 ChatGPT answersNamed in 1 of 2 Google answers
Cal.com1 of 5Named in 1 of 3 ChatGPT answersNamed in 0 of 2 Google answers
See every answer about scheduling tools
5 answers
Asked ChatGPT
“Which meeting scheduling tool should I use in New Zealand?”
Asked ChatGPT
“What are the best meeting scheduling tools in New Zealand?”
Asked ChatGPT
“What's the best meeting scheduling tool in New Zealand for a small team?”
Searched Google, AI Overview
“best scheduling tool”
Searched Google, AI Overview
“appointment booking software nz”
Brands are shown in the order each answer named them. The survey took place in New Zealand on October 21, 2026.
Is Calendly or Microsoft Bookings more popular in search?
This chart shows how often people search Google for Calendly and Microsoft Bookings by name. Each line represents a brand's share of searches for all six scheduling tools we track, month by month, from searches in New Zealand.
Share of searches by month for Calendly, Microsoft Bookings. The figures are in the table below the chart.
View monthly share of searches table
| Month | Calendly | Setmore | Acuity Scheduling | Microsoft Bookings | Cal.com | Google Calendar appointment schedules |
|---|---|---|---|---|---|---|
| Oct 2025 | 68.8% | 10.3% | 11.4% | 7.6% | 1.5% | 0.38% |
| Nov 2025 | 64.4% | 11.9% | 13.2% | 8.8% | 1.1% | 0.66% |
| Dec 2025 | 60.7% | 14.2% | 15.4% | 8.2% | 1.3% | 0.31% |
| Jan 2026 | 63.6% | 12.6% | 13.1% | 8.9% | 0.87% | 0.87% |
| Feb 2026 | 64.3% | 12.7% | 10.7% | 9% | 1.3% | 2% |
| Mar 2026 | 65.2% | 12.8% | 8.8% | 10.8% | 1.1% | 1.3% |
| Apr 2026 | 64.3% | 12.5% | 10.7% | 8.6% | 2.4% | 1.5% |
| May 2026 | 62.6% | 14.5% | 10.7% | 8.5% | 2.1% | 1.5% |
| Jun 2026 | 64.5% | 12.3% | 11% | 8.8% | 1.8% | 1.5% |
| Jul 2026 | 65% | 10.2% | 10.9% | 10.7% | 1.6% | 1.6% |
| Aug 2026 | 64.7% | 12.6% | 8.8% | 10.8% | 1.5% | 1.5% |
| Sep 2026 | 65.1% | 12.5% | 11% | 8.9% | 1.6% | 0.89% |
How has the Calendly and Microsoft Bookings comparison changed over the last 12 months?
3 findings
- Calendly was ahead of Microsoft Bookings in every measured month of the 12 months ending September 2026.
- Across the 12 months ending September 2026, Calendly’s share of searches among scheduling tools in New Zealand moved from 68.8% to 65.1%, and its estimated monthly branded searches moved from 3.6K to 2.9K.
- Across the 12 months ending September 2026, Microsoft Bookings’ share of searches among scheduling tools in New Zealand moved from 7.6% to 8.9%, and its estimated monthly branded searches held steady at 400.
How did search popularity change for New Zealand scheduling tools in September 2026?
3 changes
In September 2026, Acuity Scheduling overtook Microsoft Bookings to rank 3rd among scheduling tools in New Zealand, with 11% of the searches.
In September 2026, Microsoft Bookings lost share of searches among scheduling tools in New Zealand, from 10.8% to 8.9%.
Estimated monthly branded searches for Calendly in New Zealand fell 19.6% over 12 measured months, from 3.6K to 2.9K in September 2026.
How are branded searches counted?
8 search terms
Brandwave collects information about searches that people make online using Calendly’s and Microsoft Bookings’ names. When viewed over time, estimated search volumes for these branded terms can be used to understand whether interest in the brands is growing, holding steady, or fading.
Calendly
4 branded search terms
- calendly
- calendly booking
- calendly calendar
- calendly scheduling
Microsoft Bookings
4 branded search terms
- microsoft bookings
- microsoft bookings calendar
- microsoft bookings scheduling
- microsoftbookings
Other head-to-heads among scheduling tools
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