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Head-to-Head Comparison·Updated February 2026

Calendly vs Teachworks

Choosing between Calendly and Teachworks for your tutoring business? This 2026 comparison breaks down features, pricing, and real user experiences to help you decide.

Calendly logo

Calendly

VS
Teachworks logo

Teachworks

Independent comparison based on features, pricing, and user reviews

Quick Answer

Calendly vs Teachworks in 2026

Calendly and Teachworks are both tutoring management platforms with different strengths. Calendly excels at best-in-class appointment booking — eliminates scheduling back-and-forth, while Teachworks is stronger for excellent customer support with 2-hour typical response time. Your choice depends on whether you prioritize scheduling flexibility, billing integration, or specific features for your tutoring business.

Based on feature comparison, pricing data, and verified user reviews

Amy Ashford, Tutoring Software Specialist
Tutoring Software Specialist

Overview of Calendly and Teachworks

Calendly logo

What is Calendly?

Cloud-based scheduling automation software that eliminates back-and-forth booking emails. Founded in 2013, valued at $3 billion, used by millions. Excellent at appointment scheduling — but not designed for tutoring business operations.

Teachworks logo

What is Teachworks?

Web-based software that helps education businesses simplify, automate and grow their operations through scheduling, billing, client acquisition, and business management tools.

TLDR (summary)

Calendly and Teachworks are both tutoring management platforms. Calendly is known for best-in-class appointment booking — eliminates scheduling back-and-forth, while Teachworks excels at excellent customer support with 2-hour typical response time.

Calendly vs Teachworks: Feature comparison

Compare features across key categories. Toggle 'Compare with Tutorbase' to see how a third option stacks up.

Full support
Partial
Not available
Feature
Calendly logo
Calendly
Teachworks logo
Teachworks
Drag & Drop Calendar
Partial
Yes
Recurring Lessons
Partial
Yes
Room Management
No
Yes
Teacher Availability
Yes
Yes
Group Lessons
Partial
Yes
Lesson Reminders
Yes
Yes
Attendance Reports
No
Yes
Automated Invoicing
No
Yes
Package Billing
No
Yes
Payment Tracking
Partial
Partial
Cancellation Fees
No
Unknown
Financial Reports
No
Yes
|

Comparison based on publicly available information and verified product documentation. Last updated January 2026.

Strengths & Weaknesses

An honest look at what each platform does well.

Where Calendly excels

Calendly has built its reputation on these core strengths.

Best-in-class appointment booking — eliminates scheduling back-and-forth
150+ integrations including Zoom, Google Meet, and major CRMs
Free tier gets solo tutors started with basic scheduling
Automated reminders reduce no-shows
Round-robin scheduling distributes bookings across team members (Teams tier)

Where Teachworks excels

Teachworks stands out in these key areas.

Excellent customer support with 2-hour typical response time
Comprehensive drag-and-drop scheduling calendar with multiple views
Strong invoicing and billing flexibility with package support
Automated teacher payroll calculation from calendar data
21-day free trial with no contracts or cancellation fees

Where Each Falls Short

Common challenges users report with each platform.

Calendly limitations

Areas where Calendly users report challenges.

Not tutoring software — only solves scheduling, nothing else
No invoicing system — cannot bill after lessons or send monthly invoices
No package billing — cannot sell lesson bundles or track remaining sessions
No attendance tracking — cannot connect who showed up to what they owe
No student profiles — no academic records, progress notes, or learning history

Teachworks limitations

Areas where Teachworks users report challenges.

No autopay - must manually charge clients for every invoice
Poor online booking experience that's difficult to set up
No integrated CRM or lead pipeline for sales management
Limited advanced customization options

Pricing Comparison

Compare Calendly and Teachworks pricing plans.

Calendly logo

Calendly

Free
$0/monthly
  • 1 active event type
  • 1 calendar connection
  • Automated email notifications
  • Unlimited 1-on-1 meetings
  • Only 1 event type active at a time
  • Calendly branding
Standard
$10/user/month (annual) or $12/month (monthly)/monthly
  • Unlimited event types
  • Up to 2 calendars per user
  • Group events and collective events
  • Stripe and PayPal payment collection
  • Per-user pricing scales with team
  • Upfront payment only (no recurring billing)
Teams
$16/user/month (annual) or $20/month (monthly)/monthly
  • All Standard features
  • Round-robin scheduling
  • Salesforce integration
  • Team-wide reporting
  • Still no billing, invoicing, attendance, or payroll
Teachworks logo

Teachworks

Starter
$16.49 + $0.32 per student lesson/monthly
  • Unlimited students
  • Unlimited teachers
  • Unlimited user accounts
  • Unlimited emails (fair usage applies)
  • Per-student-lesson charges apply (group lessons multiply cost)
  • No API access
Growth
$47.99 + $0.189 per student lesson/monthly
  • All Starter features
  • Teachworks API access
  • Per-student-lesson charges still apply
Premium
$187.99 + $0.065 per student lesson/monthly
  • All Growth features
  • First 5 branch accounts included
  • $35/month per additional branch
  • Per-student-lesson charges apply
  • Additional branch fees after 5

Pricing information verified 2026-02-25. Always confirm current pricing directly with each provider.

What to consider when choosing between Calendly and Teachworks

Both platforms have strengths, but there are some common challenges tutoring businesses face when choosing between these two options.

Both have limited payment tracking capabilities

Common feedback from users evaluating both platforms

Both have limited lead capture capabilities

Common feedback from users evaluating both platforms

Neither offers lead pipeline

Common feedback from users evaluating both platforms

Neither offers whatsapp integration

Common feedback from users evaluating both platforms

Both have limited custom fields capabilities

Common feedback from users evaluating both platforms

The question to ask: If you need capabilities that span both Calendly's strengths and Teachworks's strengths, is there an option that bridges both?

A third option to consider

Some businesses have found another approach

When comparing Calendly and Teachworks, some tutoring businesses have also explored Tutorbase as an alternative that takes a different approach.

Tutorbase logo

Why some businesses chose Tutorbase instead

Neither Calendly nor Teachworks fully addresses the challenge of both have limited payment tracking capabilities. Many tutoring businesses find themselves needing capabilities that sit between what these two solutions offer.

Tutorbase was built specifically for tutoring businesses that need both powerful scheduling and integrated billing in one platform. Instead of choosing between feature sets, Tutorbase combines the strengths of traditional tutoring software with modern CRM and communication tools.

How Tutorbase approaches things differently:

  • Built-in CRM with visual lead pipeline
  • Native WhatsApp integration for client communication
  • Modern drag-and-drop scheduling interface
  • Automatic lesson-to-invoice billing flow

Simple, transparent pricing

Free to use. 1% fee only when you invoice through Tutorbase.

$0/month
+ 1% on invoices

No monthly subscription. No per-student fees. No hidden charges. If you invoice nothing, you pay nothing.

No pressure — just another option to evaluate in your research.

Explore all Tutorbase features

Many tutoring businesses explore all their options before deciding — there's no rush

The Verdict

Teachworks wins in more feature categories, but Calendly may be better for specific use cases.

Calendly logo
0
wins
9
ties
Teachworks logo
14
wins
Calendly logo

Choose Calendly if

  • You prioritize best-in-class appointment booking — eliminates scheduling back-and-forth
  • You prioritize 150+ integrations including zoom, google meet, and major crms
  • You prioritize free tier gets solo tutors started with basic scheduling
Teachworks logo

Choose Teachworks if

More feature wins
  • You need excellent customer support with 2-hour typical response time
  • You prioritize comprehensive drag-and-drop scheduling calendar with multiple views
  • You need strong invoicing and billing flexibility with package support
Or consider
Tutorbase logo

Tutorbase

A third option to explore

Consider Tutorbase if:

You need both scheduling flexibility AND integrated billing
You want a visual CRM with lead pipeline tracking
You plan to scale and want predictable, flat pricing
You need native WhatsApp integration for client communication

Frequently asked questions

Common questions about choosing between Calendly and Teachworks for your tutoring business.

Teachworks wins more feature categories in our comparison. Calendly excels at best-in-class appointment booking — eliminates scheduling back-and-forth, while Teachworks is stronger for excellent customer support with 2-hour typical response time. Choose based on your priorities.

Still have questions about Calendly vs Teachworks? Contact Us

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Data Sources & Verification

Transparency matters. Here's where our data comes from:

Last Updated

February 25, 2026

Pricing

Calendly

Teachworks(verified February 25, 2026)

Migration Data

Based on actual customer migrations from Calendly & Teachworks to Tutorbase

Found outdated info? We strive to keep our competitor data current. Email us at contact@tutorbase.com and we'll verify and update within 48 hours.

Calendly vs Teachworks (2026): Detailed Comparison for Tutoring Businesses | Tutorbase