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Chatwoot vs Desk365: Pricing and Ratings Compared (2026)

Entry prices and free plans as read on each vendor's pricing page, and user ratings as published on review sites, for Chatwoot and Desk365 side by side. This page compares data; it is not a hands-on review.

On the data: On the data below, Desk365 leads on lower entry price. We do not name an overall winner for this pair.

Data comparison compiled by Toolradar, not hand-reviewed Methodology
Data comparison 40 user reviews compared Pricing checked Nov 10, 2026

Short on time? Here's the quick answer

Based on published vendor pricing and features and on public review data, here's who should pick what:

Chatwoot

Open source customer engagement

Desk365

AI-powered helpdesk software for enhanced productivity and exceptional customer experiences.

At a glance: Chatwoot vs Desk365
At a Glance
Chatwoot Chatwoot
Desk365 Desk365
Starts at
Free plan, paid from $19/agent/mo, billed monthly Startups plan
Free plan, paid from $12/user/mo, billed monthly STANDARD plan
Category
Customer Support Communication
Customer Support Workflow Automation
Rating
4.5/5 G2 4.5 16 reviews 4.9/5 G2 4.9 24 reviews
Free plan
Yes Yes
Watch out for
n/a AI Agent add-on is only in PLUS tier.

Choose Chatwoot or Desk365?

Chatwoot

Choose Chatwoot if

  • You need customer support features specifically.
Desk365

Choose Desk365 if

  • Budget matters ($12/user/mo, billed monthly vs $19/agent/mo, billed monthly)

In-Depth Analysis

Chatwoot Chatwoot

Open source customer engagement

Good value

Chatwoot's pricing is quite generous, especially with the free Hacker tier offering 500 conversations/month.

Strengths

  • Pro: Open source
  • Pro: Self-hostable
  • Pro: Multi-channel

Weaknesses

  • Con: Setup required
  • Con: Fewer integrations

Key features

Customer engagement Live chat Omnichannel Chatbots Self-hosted Open source

Desk365 Desk365

AI-powered helpdesk software for enhanced productivity and exceptional customer experiences.

Good value

Desk365 offers a competitive pricing structure, especially with its generous Free Plan managing up to 50 tickets.

Watch out

AI Agent add-on is only in PLUS tier.

Strengths

  • Pro: Deep integration with Microsoft Teams and the Microsoft 365 ecosystem.
  • Pro: Powerful AI features significantly reduce agent workload and improve response times.
  • Pro: Omnichannel support ensures customers can reach out through their preferred method.
  • Pro: Extensive customization options allow the helpdesk to fit specific business needs.
  • Pro: Offers a free plan and a 'Switch at renewal guarantee' for easy migration.

Weaknesses

  • Con: Specific integrations outside of Microsoft ecosystem might require Power Automate connector.
  • Con: Advanced AI features are primarily available in higher-tier plans.
  • Con: The 'AI Agent add-on' is free for a limited time, implying it will become paid.

Key features

Omnichannel Ticketing (Microsoft Teams, Email, Support Portal, Web Widget, Web Form) AI Agent (customizable, learns from business data) AI-powered Ticket Summarization AI-powered Knowledge Base Article Generation AI-powered Response Drafting (with translation and grammar check) Unified Inbox

Plans and prices: Chatwoot vs Desk365

Plans and prices of Chatwoot and Desk365, as read on each vendor's pricing page. Each plan keeps its own billing unit.
Tool Plans and prices Source
Chatwoot
  • Hacker: Free
  • Startups: $19/agent/mo, billed monthly
  • Business: $39/agent/mo, billed monthly
  • Enterprise: $99/agent/mo, billed monthly
chatwoot.com/pricing read Nov 10, 2026
Desk365
  • STANDARD: $12/user/mo, billed monthly
  • PLUS: $22/user/mo, billed monthly
  • PREMIUM: $32/user/mo, billed monthly
  • Free Plan: Free
desk365.io/pricing read Nov 10, 2026

Prices as read on each vendor's own pricing page on the date shown. Plans are listed per tool and are not matched against the other tool's plans: a plan name or price in one column says nothing about the same row in the other. Details on Chatwoot pricing and Desk365 pricing.

Key Takeaways

Chatwoot

  • Worth considering for customer support

Desk365

  • Lower entry price: $12/user/mo, billed monthly vs $19/agent/mo, billed monthly

What the data shows

On the data below, Desk365 leads on lower entry price. We do not name an overall winner for this pair.

  • User ratings rest on too few reviews to rank (4.5/5 from 16 reviews for Chatwoot, 4.9/5 from 24 reviews for Desk365; we compare ratings only above 20 reviews on both sides).
  • Desk365 has the lower entry price: $12/user/mo, billed monthly (STANDARD) against $19/agent/mo, billed monthly (Startups) for Chatwoot.
  • Both have a free plan.

Criteria: user rating (only above 20 reviews on both sides, gap of 0.2 or more), entry price (only on the same billing basis), free plan. How we rate

Frequently Asked Questions

How do Chatwoot and Desk365 compare in 2026?

On the data below, Desk365 leads on lower entry price. We do not name an overall winner for this pair. User ratings rest on too few reviews to rank (4.5/5 from 16 reviews for Chatwoot, 4.9/5 from 24 reviews for Desk365; we compare ratings only above 20 reviews on both sides). Desk365 has the lower entry price: $12/user/mo, billed monthly (STANDARD) against $19/agent/mo, billed monthly (Startups) for Chatwoot. Both have a free plan.

What are Chatwoot and Desk365 used for?

Chatwoot: Open source customer engagement. Desk365: AI-powered helpdesk software for enhanced productivity and exceptional customer experiences.

What does Chatwoot cost vs Desk365?

Chatwoot's cheapest paid plan is Startups at $19/agent/mo, billed monthly; it also has a free plan. Desk365's cheapest paid plan is STANDARD at $12/user/mo, billed monthly; it also has a free plan. Prices read on the vendors' pricing pages, latest check Nov 10, 2026.

What's the main difference between Chatwoot and Desk365?

Chatwoot's main strength: open source. Desk365's main strength: deep integration with Microsoft Teams and the Microsoft 365 ecosystem.

Spotted an outdated price or a wrong fact? Suggest a correction: we check it against the vendor's own page. Work for one of these vendors? Claim your listing to update it yourself.

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