Online Scheduling Software Reviews | 2023

Madeleine Work

Scheduling software is growing by leaps and bounds and is expected to increase in market size from $205.85 million in 2018 to $564.31 million by 2026

Scheduling software accelerates speed to lead time, helps reps be more productive, and ultimately helps close more deals.

But, with so many options out there, what is the best scheduling software?

Before we dive in, let’s make sure we’re on the same page here…

What Exactly is Scheduling Software?

Simply put, scheduling software is any online platform that allows you to easily book meetings.

There are many different flavors of scheduling software: 

  • Scheduling via email (e.g. booking links) 
  • Scheduling via your website
  • Scheduling via SDR-to-AE handoff
  • Scheduling via marketing campaigns

But all scheduling software has the same aim: To simplify scheduling, whether it’s eliminating back-and-forth emails or making it easier for customers to schedule time with you. 

Now, let’s look at my online scheduling software reviews for 2023.

Chili Piper

I can honestly say that Chili Piper is at the top of the totem pole when it comes to simplicity, intuitiveness, and booking meetings lightning fast. 

Chili Piper addresses all of those scheduling use cases — scheduling from a booking link, from your website, and from SDR-to-AE handoff.

Unlike other scheduling tools, Chili Piper is specifically for revenue teams who are booking meetings with prospects or current customers.

Here’s how it works:

  1. A website visitor wants to schedule a demo
  2. They fill out a form
  3. Chili Piper uses form fields and CRM data to qualify and route them to the right rep

For example: If company size = 1,000+ employees, route to Enterprise Sales Team

Unlike other software, you can easily layer any combination of routing rules on top of each other — you can get as complex as you need to.

  1. They schedule time with the right rep, right there on your website


The meeting is automatically added to the rep’s calendar, and you can set up reminder emails or texts to bring down your no-show rate — at Chili Piper our show rate is around 92% for inbound meetings.

You can also configure Chili Piper to send an automatic reminder to greatly reduce the odds of a no-show.

This makes your sales teams’ lives much easier, while simultaneously creating an amazing customer experience right from the start.

Even better, we’ve got a free scheduling software coming soon. It’s not just easy — it’s also smart. It’s can insert your availability in a few clicks. It can reschedule internal meetings for high-priority external meetings. And still all the good stuff like automated reminders, one-click scheduilng, and performance tracking. Hop on the waitlist to be the first to know when it’s available.


Next, there’s Calendly (which is probably most frequently included in online scheduling software reviews) that’s designed to eliminate unnecessary phone and email tag.

It’s really simple to use.

Just let Calendly know what a rep’s availability is, share a link on your website or through email, and a prospect can select a time that’s convenient for them.

Leads can schedule individual time slots, or like with Chili Piper, you can use round robin routing to distribute them systematically to reps. 

As I just mentioned, one of the biggest selling points of this scheduling software is its straightforwardness. 

Although if you’re looking for a scheduling solution for your sales team, it just wasn’t built for that. 

All in all, Calendly is a solid platform that gets the job done, both for individuals and for teams. 


This scheduling software has many of the same features as Chili Piper and Calendly, and is often included in online scheduling software reviews as well.

It connects with the calendars of your sales team and shares the times when reps are available to have meetings with leads. 

Leads simply pick a time that works for them, and they receive notifications, calendar invites, and reminders. 

Its differentiating feature is that it automatically detects a lead’s default language — which is useful if you’re scheduling meetings with folks speaking multiple different languages.

This platform integrates with both Google Calendar and Microsoft Calendar and provides you with your own personalized booking page. 

In fact, that’s one of the biggest things I like about it — that you can fully customize your booking page, using a design that jives with your branding for an ultra professional feel. 

I also like the fact that gives sales managers a bird’s eye view on what’s happening, enabling them to see each team member’s availability, the meetings they have scheduled, and more. 

As for cons, it’s just a lack of features. 

  • YouCanBookMe doesn’t integrate with very many platforms outside of what you’d expect (email, video conferencing, etc).  
  • It doesn’t have any data-tracking or analytics
  • No routing functionality for inbound leads 
  • No no-show management
  • Etc.

Acuity Scheduling Software

Acuity Scheudling is one of the best scheduling software for service-based businesses who need payment processing, unlimited appointments, and client management.

I like that it lets you accept online payments via integrations with Stripe, Square, or PayPal. 

Also that you can include gift certificate packages, memberships or group classes in the check-out flow.

The only downside is price — if you’re looking for a simple, no-fluff scheduling solution, Acuity Scheudling isn’t it.

Google Calendar Scheduling

The final scheduling software that deserves mention is Google Calendar. 

Google Calendar just released their new scheduling functionality in 2023 and it’s already caused a huge buzz. 

It’s a free Calendly alternative that’s easily accessible to folks already using Google Calendar. 

If you’re just looking for a free booking link, good ol’ GCal has got your back.

Scheduling Software FAQs

What is scheduling software?

“Scheduling software solutions are tools that allow professionals and businesses to better manage the scheduling of appointments and bookings.”

What are the benefits of scheduling software?

  • Automate the scheduling process
  • Increase your speed to lead time
  • Prevent scheduling conflicts
  • Free up reps’ time so they can focus more on selling
  • Make your sales team more productive
  • Create smoother lead interactions
  • Help your sales team close more deals

What are the most important features to look for in scheduling software?

  • Built-in lead routing
  • Calendar integrations
  • Automatic time zone adjustments
  • Automated reminders
  • Comprehensive analytics

Taking Meetings to a New Level With Scheduling Software

The expected compound annual growth rate of scheduling software is 13.1% between 2019 and 2026, meaning it’s a type of platform that’s being heavily used by more and more companies. 

And as you can see here, there are a ton of different options to choose from, and plenty of online scheduling software reviews out there that might make your head spin.

So, what is the best meeting scheduling software?

The ones I’ve listed above are the top dogs and can help you convert more visitors to qualified meetings without any drama or headaches. 

For the best, free, meeting scheduling software — that’s both simple and smart — don’t forget to get on the waitlist for ChiliCal so you can try it as soon as it’s available.

It’s just a matter of choosing a platform with the specific features you’re looking for and that allows you to schedule leads like a boss. 

Learn more on how you can use Chili Piper to qualify, route, and engage prospects and close more deals. 

Get a demo now.

About the author
Madeleine Work

Madeleine Work is Product Marketing Manager at Chili Piper. She loves bringing people together, learning new things, and making hilarious jokes. When she's not typing away at her laptop, you'll probably find her running, hiking, or hanging out with her baby. Follow Madeleine for laughs and product marketing tips on LinkedIn.

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