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Calendly Pricing

Calendly offers various subscription tiers to cater to different sets of needs. The Basic tier of Calendly is free of cost. The Essential tier of the software ranges between $8 and $10 per seat, per month. More advanced features can be availed with the Professional tier, priced between $12 and $15 per seat, per month, and the Enterprise tier, for which the price can be known on making contact with Calendly. Contracts can range widely depending on the headcount which for 200 heads ranges from $12,100 to $23,500, for 1000 heads from $13,900 to $29,000, and for a headcount above 1001, it ranges from $33,000 to $82,300.

For users seeking a robust integration with Google Workspace, Calendly offers specialized pricing. While specific pricing information for this service is not available, contract ranges vary for a headcount of 200 between $14,500 to $30,400, for 1000 heads between $23,300 to $51,500, and for a headcount above 1001, it ranges from $41,900 to $92,800. Seizing the opportunity to commit to longer-term contracts can result in savings, with the company offering a 10% discount on a 24-month term. Standard 5% multi-year discounts and marketing partnership discounts are also available.

Calendly Negotiation Insights

In the Vendr platform, our expert analysts provide critical insights into potential negotiation techniques to achieve discounted rates on your Calendly contracts.

Discount Levers

One common discount lever we've identified involves the bundling of Calendly products. This opportunity arises when an organization is acquiring multiple seats or choosing more than one solution from the Calendly suite. Suppliers often offer volume discounts or bundle pricing, thereby reducing the overall price per user or service.

Commercial Items

From a commercial perspective, flexibility in contract length can be a substantial negotiating factor. Our analysts often find Calendly to be open to longer contract terms, which can initiate a discussion about potential pricing discounts in exchange for extended contract periods.

To gain access to additional discount levers and commercial negotiation opportunities for Calendly contracts, sign up for a free forever Vendr account. With access to Vendr's full suite of tools and insights, you'll benefit from a wealth of knowledge curated from our experience negotiating numerous SaaS contracts.

Community Insights for Calendly

Here are some recent insights shared by our community on procuring Calendly:

  1. "It is Calendly's policy to remove all discounting on substantial decreases in user count. We were able to work with their team to maintain a 10% discount while reducing licenses by 50%." - Community Insight was posted recently.
  2. "We received a 15% discount at renewal through voicing budget constraints." - Community Insight was posted recently.

Learn more about how to navigate SaaS procurement by signing up for a free forever Vendr account. Also, you can gain additional insights such as the estimated time to implement Calendly, what to expect for your renewal, and other discount levers that can be implemented if you're stuck during the negotiation process. There are currently 6 community insights available for Calendly.

Calendly Competitors

Chili Piper Team

As a strong competitor of Calendly, Chili Piper Team offers numerous scheduling features fit for a diverse range of organizations. It focuses on enhancing the quality of meetings and accelerating the sales cycle by providing features like instant lead scheduling, smart routing and advanced analytics.

Check out our guide on Chili Piper Team pricing for more info.


Doodle stands out in the market for its simplicity and efficient design. This scheduling tool allows users to quickly set up polling amongst participants to choose the best meeting times. Ideal for personal use and small teams, Doodle offers a unique approach to appointment booking.

Squarespace Scheduling

Being a part of the comprehensive Squarespace platform, Squarespace Scheduling tool integrates seamlessly with the website builder and other Squarespace services. It caters to users looking for a more holistic solution, especially those in the creative and aesthetic sectors such as photographers, designers and salons.


A robust competitor for Calendly, YoucanBookMe provides a plethora of features like team scheduling, time zones automation, and customized branding. This scheduling tool is fitting for businesses aiming for a high degree of customization and control over their booking schedules.

Calendly Overview

Calendly, legally recognized as Calendly LLC, is classified under the Business Operations category, primarily focusing on Appointment Scheduling. With a market share characterized as medium, the company exhibits high retention, ranking as a market leader in its category. The software is appreciated for its easy-to-use interface, availability of free online scheduling capabilities, along with delivering top-notch customer service while effectively eliminating the need for phone and email tag.

Calendly offers various pricing tiers to cater to different audience needs. It features a Basic tier which is always free. Other than that, it provides an Essentials and a Professional tier, with an exclusive Enterprise tier for larger corporations. However, the specific pricing for the Enterprise tier can be acquired by contacting Calendly directly.

Not to forget, an exclusive integration namely, Calendly for Google Workspace, is also provided by Calendly. It is a free-to-use online appointment scheduling software that seamlessly integrates with Google or Microsoft products.

Compliance and Security

In terms of compliance and security, Calendly boasts of being compliant with General Data Protection Regulation (GDPR), meeting the industry standards indicated by SOC2. Being an advocate for privacy and data protection, Calendly also follows PII (Personally Identifiable Information) and DPA (Data Protection Act) regulations rigorously, ensuring safe and secure handling of data. In addition, it supports Single Sign-On (SSO) offering more convenience and security to its users.

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Calendly by the numbers

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Calendly pricing: frequently asked questions

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Alli Cheaney
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Trey Swaim
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Bree Simmons-Yager
Principal SaaS Consultant
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