Calendly vs. Chili Piper

Overview
ProductRatingMost Used ByProduct SummaryStarting Price
Calendly
Score 9.2 out of 10
N/A
Calendly helps organizations globally automate the meeting lifecycle by removing the scheduling back and forth, with the goal of enabling companies to close deals, hire candidates faster, and build relationships.
$10
per month (billed annually) per seat
Chili Piper
Score 8.7 out of 10
Mid-Size Companies (51-1,000 employees)
Chili Piper is scheduling and routing software for B2B revenue teams. Its products help revenue teams increase their inbound conversion rates, increase customer satisfaction, and reach new levels of productivity. The vendor states Companies like Twilio, Forrester, Spotify, and Gong use Chili Piper with the goal of increasing their inbound conversion rates, eliminating manual lead routing, and streamlining critical processes around meetings. Chili Piper…
$15
per month per user
Pricing
CalendlyChili Piper
Editions & Modules
Standard
$10
per month (billed annually) per seat
Teams
$16
per month (billed annually) per seat
Enterprise
Starts at $15k
per year
Instant Booker
$15
per month per user
Handoff
$25
per month per user
Concierge Inbound Scheduling
$30
per month per user
Distro
Starting at $20
per month per user
Offerings
Pricing Offerings
CalendlyChili Piper
Free Trial
YesNo
Free/Freemium Version
YesNo
Premium Consulting/Integration Services
NoNo
Entry-level Setup FeeNo setup feeNo setup fee
Additional DetailsMonthly billing also available.Onboarding and Support are included at no additional charge.
More Pricing Information
Community Pulse
CalendlyChili Piper
Considered Both Products
Calendly
Chose Calendly
I used You Can Book Me to set up meetings, but there were a number of things I didn't like about it. When using the free version of You Can Book Me, I could only make my meeting times available in one-hour increments. With Calendly, I can select the length of meetings that I …
Chose Calendly
Calendly has a much more specific purpose geared toward business meetings or any kind of meetings where as google makes more sense in an internal meeting or a school project or something like that. Calendly is really good at getting a smooth schedule down between client and …
Chose Calendly
Calendly seems the most easy to use and has all or most of the functionality that we need. We were looking to use other tools that we already pay for that have meeting functionality, but they didn’t have automated text and email reminders or some can’t allow clients to cancel …
Chose Calendly
I haven’t explored many other options, but I am a sold-out believer in this product and have used it at multiple organizations.
Chose Calendly
I didn’t use HubSpot meeting schedules in the same capacity because I wasn’t a sales rep so it’s hard to compare but I think Calendly is my preferred option.
Chose Calendly
Calendly allows you to define different types of appointments (with different time durations), and this is amazing.
Chose Calendly
Everything I've said previously. It takes me entirely out of the loop of coordinating people's schedules, sending invites, booking time, ensuring they get a Zoom invite, etc. It does everything while I do next to nothing, which is as it should be. As a team of one, my time …
Chose Calendly
Calendly is superior to both scheduling tools - it is easier to use, allows for a lot of customization and options for reminders, and allows the users to adjust their settings as they see fit. Other tools are more expensive and quite complex that don't allow modifications as …
Chose Calendly
Bookings is ok - but the game changer or I guess the deal breaker was bookings wasn't offering reminders or notifications to clients. This is important so our users are not wasting their time once again with emails that could be automated. With Calendly not only are you set …
Chose Calendly
Initially I used only Zoom to set up meetings. Had no clue how to make the best scheduling process in place. And them, Calendly came in. This was a game changer.

Zoom allows to just create meetings, but Calendly is absolute convenience! There's zero requirement to follow up …
Chose Calendly
Acuity’s interface was difficult and clunky to navigate. It was not intuitive and overpriced for its level of outdated design. Calendly is way more efficient and their customer service is top-notch and actually available.
Chose Calendly
Before making the switch to Calendly, we used Doodle polls a ton for big meetings to avoid the constant back and forth and long email chain messages between external partners, stakeholders, donors, funders, and other clients. Doodle poll is fairly informal compared to the …
Chose Calendly
I have not used any other products other than Calendly. Calendly was actually chosen by the broker-dealer company my boss works for so we did not have an option to shop and explore other products that work similar to Calendly.
Chose Calendly
When I started using it, there were not many competitors in this space. I've seen some like Mixmax that seem to work well for solopreneurs or where free version might be better than Calendly's free version. I use the paid version of Calendly and it's just kept serving us well …
Chose Calendly
Square Appointments I like it as well it just doesn't have the robust ability that Calendly does. Personally, if there were an ability to do that, Square Appointments could give Calendly a run for their money for their own customers. I don't see how they could move the compete …
Chose Calendly
I have never used or evaluated anything besides Calendly.
Chose Calendly
More recently, I have started using Meetingbird by Front. They are essentially the same product, but Meetingbird has a decidedly better design and user experience. It's just easier to use. Also - the product is free because Front is just using it to generate leads for its …
Chose Calendly
We didn't really have any competition for Calendly. We have used them previously and thought it was so easy that it made sense to implement Calendly right away. It made sense and created an easy solution to our problems.
Chose Calendly
Calendly is not meant to be a full featured CRM. Better if you're comfortable adding a scheduling software to your overall CRM and calendar stack.
Chili Piper
Chose Chili Piper
I have only used the free version of Calendly so it is not exactly a fair comparison. With both of my experiences with this software Chili Piper feels more robust, especially with integrations. Chili Piper integrates with Outlook, Salesforce, and Zoom. These are the 3 …
Chose Chili Piper
This is only comparing the meeting scheduling functions of which Outreach was easier for our reps to learn and use. Otherwise they cannot really be compared.
Chose Chili Piper
Calendly was being used at the company by some other departments and still is to some extent. However adding Chili Piper fore the marketing and sales departments was a no brainer once we saw the demo. It's Calendly on steroids and the company is just getting started using it. …
Chose Chili Piper
I've used Drift and Salesloft scheduling tools. They all connect to google calendars, but Chili Piper is the only that I'm aware of that can insert time suggestions without actually blocking the time off as well as Round Robin assignment of meetings. Chili Piper has been the …
Chose Chili Piper
I prefer using Chili Piper as compared to Calendly. Both are great tools but Chili Piper seems to align better with our team needs.
Chose Chili Piper
In the past I have booked with Calendly, but were unable to set up a true salesforce integration, and were not able to set up a marketo integration. Calendly is great for a simpler flow or for a 1:1 scheduling app, but for our team that is made up of different regions and uses …
Chose Chili Piper
The end result was more in line with what we were looking for. Our main objective was to allow people to go to the website and explore our content, and then easily schedule a demo without having to wait for someone to call them and set something up. Chili Piper created the …
Chose Chili Piper
Way better tool and far easier to use than Calendly. This is the full bundle from rev/sales ops to daily use across AE's and SDR's
Chose Chili Piper
I personally have never had experience with a platform similar to Chili Piper prior to this year.
Chose Chili Piper
When we were vetting we didn't find a tool that would match Chili Piper in functionality.
Few Sales Enablement tools work with Events and can match some of its functionality, but that wasn't good enough for our needs:)
Chose Chili Piper
ChiliPiper is far easier to use for scheduling on someone else’s calendar. The ability to add a link in emails for people to schedule onto our calendars is nice as well. Neither of these things is possible in Outlook by itself, so it’s nice that it helps with those things.
Chose Chili Piper
As a startup Google calendars were adequate. But as the company grew, the ability to schedule multiple teams and even multiple sales team we had to have a way to allow a logical way to see and schedule the appropriate team. Also giving customers to schedule with certain …
Chose Chili Piper
Chili Piper meeting booking is superior to Outreach
Chose Chili Piper
The end result was more in line with what we were looking for. Our main objective was to allow people to go to the website and explore our content, and then easily schedule a demo without having to wait for someone to call them and set something up. Chili Piper created the …
Chose Chili Piper
It stacks up well. Much more logic and ability to customize workflows and logic than Calendly, for example. The integration with Salesforce is also very strong. If you need advance scheduling logic, this is one of the strongest options in the market in my opinion. The ability …
Chose Chili Piper
We actually have not used any products like Chili Piper as of yet here at PitchBook. In my last role at Onerent I also did not use Chili Piper... the closest thing that we used was part of outlook/salesforce capability.
Chose Chili Piper
It's not even close. Chili Piper is way more robust and effective. The support time is world class and promptly fixes issues.
Chose Chili Piper
We started with Calendly, but were unable to set up a true salesforce integration, and were not able to set up a marketo integration. Calendly is great for a simpler flow or for a 1:1 scheduling app, but for our team that is made up of different regions and use marketing …
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User Ratings
CalendlyChili Piper
Likelihood to Recommend
9.5
(0 ratings)
6.3
(0 ratings)
Likelihood to Renew
9.1
(0 ratings)
-
(0 ratings)
Usability
10.0
(0 ratings)
-
(0 ratings)
Support Rating
8.7
(0 ratings)
8.2
(0 ratings)
User Testimonials
CalendlyChili Piper
Likelihood to Recommend
It's well suited for music students' lessons. It's well suited for online coaching, primarily through places like Zoom and more. It helps simplify things for your clients, lets you program your schedule, and allows it all to go automatically! If you are working with a senior population, it may be a little tricky for them to sign up and then really hard for them to cancel lessons. There isn't a way to go to the site and cancel. You have to pull up the confirmed email and cancel from there, but people can lose emails.
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It is very well suited for anyone looking for a scheduling tool that integrates directly with Salesforce and/or Marketo, or other marketing automation platforms. Especially if you need to route to teams based on different regions or other criteria.There are other simpler scheduling tools out there, but this makes routing and tracking on the back end much easier with the best integration with other tools.
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Pros
  • Sales. Easy for people to book so less back and forth.
  • Managed access. Easy for me to offer people the "right kind" of slot - I have like 5 hidden event-types I share only with certain people so they can access different availability.
  • Collaborative events! Some of us frequently meet in pairs or groups, e.g., one of our regional leaders and I have a shared link we can send out to people to find a time that works for all of us. LOVE this.
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  • The Google Calendar integration is seamless, a unique zoom link is also automatically created when a meeting is booked on my calendar.
  • The booking link is simple for my prospects and customers to find time on my calendar.
  • The chrome plug in is useful to use no matter what tab or page im sitting on.
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Cons
  • If you have more than one company, you cannot use one account. This is the most difficult hurdle to me but still one I am willing to jump over considering all the benefits of Calendly.
  • Adding custom color ability on event types. Example: One of my companies doesn't use any of the color choices. I would like to be able to color code those to my brand.
  • Brand/Asset kit would be a wonderful addition. In profile settings, have a place to upload brand logo, assets, and brand color codes.
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  • The ux interface could be easier to navigate for admins
  • The set up or meeting types could be more intuitive, as an admin I have had to help our reps set this up a lot as they have gotten confused
  • Chili Piper can have certain words they use like booker assignee which could be better defined in the onboarding process for reps
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Likelihood to Renew
For all reasons like workflows, UI, and the way Calendly keeps all of us engaged through the Collective forum. It's indeed undeniable that no other product covers all business needs like Calendly does. On the other side, this has also reduced the workload by enabling us to focus more on other tasks for the day
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No answers on this topic
Usability
Calendly is extremely easy to use for selecting times and days for meetings. From my end, it's very easy to indicate the days and times that I am available for meetings. I have used other scheduling products, but Calendly has the smoothest way of operating. I highly recommend it for scheduling meetings
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No answers on this topic
Support Rating
There is a lot of support for Calendly. Whenever I have had issues navigating through it, especially as a new user, I found multiple support on the web addressing my questions or concerns. There is a lot of in app informative notes accessible to users to navigate through Calendly when needed.
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  • Support was very responsive during our integration phase, and after that too.
  • They have the whole infrastructure built to notify customers about bug/outages, which is excellent. Entire System outage only happened once, but being updated on fix progress helped a lot to keep our team calm.
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Alternatives Considered
Everything I've said previously. It takes me entirely out of the loop of coordinating people's schedules, sending invites, booking time, ensuring they get a Zoom invite, etc. It does everything while I do next to nothing, which is as it should be. As a team of one, my time should be spent doing what I do best and getting paid to do: coaching, teaching, consulting, speaking, writing, and creating training content and workshops.
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I've used Drift and Salesloft scheduling tools. They all connect to google calendars, but Chili Piper is the only that I'm aware of that can insert time suggestions without actually blocking the time off as well as Round Robin assignment of meetings. Chili Piper has been the easiest to use as a sales rep.
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Return on Investment
  • Over 300% as of last year. We had done a case study which was phenomenal because even I didn't know the numbers were that huge until we finally put pen to paper.
  • Time!! I'm in the money business and you know Time is Money if you're in the same industry.
  • Affordability. It doesn't break the bank for anyone - having an affordable product along with it being user friendly is a no brainer.
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  • More qualified opps
  • Increased efficiency. Much less time spent trying to line up availability etc. No more back and forth email chains trying to find times to meet.
  • Increased transparency. All meetings and Chili Piper events are logged directly in Salesforce for us.
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ScreenShots

Calendly Screenshots

Screenshot of how to share a scheduling linkScreenshot of automated workflowsScreenshot of browser extensionsScreenshot of routing formsScreenshot of round robin & collective eventsScreenshot of admin management